63-25-2 structure, C12H11NO2

carbaryl

CAS No.

63-25-2

Formula:

C12H11NO2

Basic Info

Carbaryl (1-naphthyl methylcarbamate) is a chemical in the carbamate family used chiefly as an insecticide. It is a white crystalline solid commonly sold under the brand name Sevin, a trademark of the Bayer Company. Union Carbide discovered carbaryl and introduced it commercially in 1958. Bayer purchased Aventis CropScience in 2002, a company that included Union Carbide pesticide operations. It remains the third-most-used insecticide in the United States for home gardens, commercial agriculture, and forestry and rangeland protection. About 11 million kilograms were applied to U.S. farm crops in 1976. As a veterinary drug, it is known as carbaril (INN).

Formula
C12H11NO2
Molecular Weight
201.221
Exact Mass
201.079
LogP
2.9489
PSA
38.33
Synonyms

1-Naphthalenol, methylcarbamate

NMC

rylam

1-naphthalenyl N-methylcarbamate

naphth-1-yl N-methylcarbamate

Sewin

sevin

KARL

Pomex

Suleo

1-naphthalenyl methylcarbamate

carbaril

1-naphtalenol

1-naphthyl methylcarbamate

NAC

SOK

1-naphthol N-methylcarbamate

Mugan

nmc50

Carbaryl

naphthalen-1-yl methylcarbamate

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Properties

Appearance & Physical State
Colourless to light tan crystals
Density
1.183 g/cm3
Boiling Point
315ºC
Melting Point
142ºC
Flash Point
202.7ºC
Stability
Stable. Combustible; incompatible with strong oxidizing agents.
Storage Condition
0-6ºC

Safety Info

RTECS
FC5950000
Safety Statements
S22; S24; S36/37; S46; S61; S2; S62; S60
WGK Germany
3
Risk Statements
R22; R40; R50
HS Code
2922499916
RIDADR
UN 2811
Hazard Class
6.1(b)
Packing Group
III
Hazard Codes

MSDS

SDS 1.0
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SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name carbaryl

1.2 Other means of identification

Product number -
Other names 1-naphthol N-methylcarbamate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Carbaryl is used as an insecticide on corn, soybean, cotton, fruit, nut, and vegetable crops, as well as in home yards and gardens. Carbaryl is sold under the trade name Sevin.
Uses advised against no data available

1.4 Supplier's details

Company MOLBASE (Shanghai) Biotechnology Co., Ltd.
Address Floor 4 & 5, Building 12, No. 1001 North Qinzhou Road,
Xuhui District, Shanghai, China
Telephone +86(21)64956998
Fax +86(21)54365166

1.5 Emergency phone number

Emergency phone number +86-400-6021-666
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Acute toxicity - Inhalation, Category 4

Carcinogenicity, Category 2

Hazardous to the aquatic environment, short-term (Acute) - Category Acute 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H302 Harmful if swallowed

H332 Harmful if inhaled

H351 Suspected of causing cancer

H400 Very toxic to aquatic life

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.

P201 Obtain special instructions before use.

P202 Do not handle until all safety precautions have been read and understood.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P273 Avoid release to the environment.

Response

P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/…if you feel unwell.

P330 Rinse mouth.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/…if you feel unwell.

P308+P313 IF exposed or concerned: Get medical advice/ attention.

P391 Collect spillage.

Storage

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

3.Composition/information on ingredients

3.1 Substances

Chemical name Common names and synonyms CAS number EC number Concentration
carbaryl carbaryl 63-25-2 none 100%

4.First-aid measures

4.1 Description of necessary first-aid measures

General advice

Consult a physician. Show this safety data sheet to the doctor in attendance.

If inhaled

Fresh air, rest. Refer for medical attention.

In case of skin contact

Remove contaminated clothes. Rinse and then wash skin with water and soap.

In case of eye contact

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

If swallowed

Rinse mouth. Give a slurry of activated charcoal in water to drink. Give one or two glasses of water to drink. Refer for medical attention . See Notes.

4.2 Most important symptoms/effects, acute and delayed

Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)

4.3 Indication of immediate medical attention and special treatment needed, if necessary

Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Carbamates and related compounds/

5.Fire-fighting measures

5.1 Extinguishing media

Suitable extinguishing media

/Wear/ self-contained breathing apparatus with a full facepiece operated in pressure-demand or other positive pressure mode /when fighting fire/.

5.2 Specific hazards arising from the chemical

Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Containers may explode when heated. Runoff may pollute waterways. (ERG, 2016)

5.3 Special protective actions for fire-fighters

Wear self-contained breathing apparatus for firefighting if necessary.

6.Accidental release measures

6.1 Personal precautions, protective equipment and emergency procedures

Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8.

6.2 Environmental precautions

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Remove all ignition sources. Do NOT let this chemical enter the environment. Sweep spilled substance into covered sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

6.3 Methods and materials for containment and cleaning up

Store in original containers only. If the contents are leaking or material is spilled, follow these steps while wearing protective equipment. 1. Collect and place in suitable containers for disposal. 2. Wash area with soap and water to remove remaining pesticides. 3. Follow washing with clear water rinse. 4. Do not allow runoff to enter sewer or contaminate water supplies.

7.Handling and storage

7.1 Precautions for safe handling

Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2.

7.2 Conditions for safe storage, including any incompatibilities

Separated from oxidants and food and feedstuffs. Well closed. Keep in a well-ventilated room.PESTICIDE STORAGE: Storage should be under lock and key and secure from access by unauthorized persons and children. Storage should be in a cool, dry area away from any heat or ignition source. Do not allow storage in a damp or humid area. Do not stack over 2 pallets high. Move bags carefully so as not to tear or puncture. Do not move from one area to another unless they are securely sealed to prevent dust from escaping. Keep container tightly sealed when not in use. Keep away from any puncture source. Avoid storage near water supplies, food, feed and fertilizer to avoid contamination. Avoid contamination with acids and alkalies. Store in original containers only.

8.Exposure controls/personal protection

8.1 Control parameters

Occupational Exposure limit values

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 5 mg/cu m.

Biological limit values

no data available

8.2 Appropriate engineering controls

Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

8.3 Individual protection measures, such as personal protective equipment (PPE)

Eye/face protection

Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).

Skin protection

Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it.

Respiratory protection

Wear dust mask when handling large quantities.

Thermal hazards

no data available

9.Physical and chemical properties

Physical state Colourless to light tan crystals
Colour Colorless to light tan crystals
Odour ... Odorless ...
Melting point/ freezing point 142ºC
Boiling point or initial boiling point and boiling range 315ºC
Flammability Noncombustible Solid, but may be dissolved in flammable liquids.Combustible. Liquid formulations containing organic solvents may be flammable.
Lower and upper explosion limit / flammability limit no data available
Flash point 202.7ºC
Auto-ignition temperature Not flammable (USCG, 1999)
Decomposition temperature no data available
pH no data available
Kinematic viscosity no data available
Solubility >30.2 [ug/mL]
Partition coefficient n-octanol/water (log value) log Kow = 2.36
Vapour pressure 1.36X10-6 mm Hg at 25°C
Density and/or relative density 1.183 g/cm3
Relative vapour density no data available
Particle characteristics no data available

10.Stability and reactivity

10.1 Reactivity

no data available

10.2 Chemical stability

STABLE TO HEAT, LIGHT, ACIDS; HYDROLYZED IN ALKALIES

10.3 Possibility of hazardous reactions

... FLAMMABILITY POINT OF 193 DEG C.CARBARYL is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates. This compound is unstable in an alkaline media. . This compound is incompatible with the following: Strong oxidizers, strongly alkaline pesticides (NIOSH, 2016).

10.4 Conditions to avoid

no data available

10.5 Incompatible materials

... Incompatible with alkaline materials such as Bordeaux mixture, lime, and lime sulfur.

10.6 Hazardous decomposition products

When heated to decomposition it emits toxic fumes of /nitrogen oxides/.

11.Toxicological information

Acute toxicity

  • Oral: LD50 Rat oral 230 mg/kg
  • Inhalation: no data available
  • Dermal: no data available

Skin corrosion/irritation

no data available

Serious eye damage/irritation

no data available

Respiratory or skin sensitization

no data available

Germ cell mutagenicity

no data available

Carcinogenicity

Cancer Classification: Likely to be Carcinogenic to Humans

Reproductive toxicity

No information is available on the reproductive or developmental effects of carbaryl in humans. Two studies produced teratogenic effects in dogs fed carbaryl, but dogs were judged inappropriate for human health risk assessment because of differences in metabolism. Other studies demonstrating teratogenic effects also caused maternal toxicity. Reduced fertility and litter size and increased mortality in offspring have been observed in rats exposed to carbaryl in their diet over three generations.

STOT-single exposure

no data available

STOT-repeated exposure

no data available

Aspiration hazard

no data available

12.Ecological information

12.1 Toxicity

  • Toxicity to fish: LC50; Species: /Salmo salar/ (Atlantic salmon, weight 0.4 g); Conditions: static bioassay; Concentration: 4500 ug/L for 96 hr (95% confidence limit: 3820-5310 ug/L) /Technical material, 99.5%
  • Toxicity to daphnia and other aquatic invertebrates: EC50; Species: Daphnia magna (Water flea, juvenile about 4 days); Conditions: freshwater, static, 20°C, pH 8.0, alkalinity 250 mg/L CaCO3; Concentration: 21 ug/L for 24 hr (95% confidence interval: 17-25 ug/L); Effect: intoxication, immobilization /formulated product
  • Toxicity to algae: no data available
  • Toxicity to microorganisms: no data available

12.2 Persistence and degradability

THE PERSISTENCE OF 14C-CARBONYL-LABELED CARBARYL AT CONCN OF 2 & 200 PPM IN 5 DIFFERENT JAPANESE RICE PADDY SOILS WAS STUDIED. EVOLUTION OF CARBON DIOXIDE WAS NOT RAPID & VARIED BETWEEN 2% & 40% OVER 32 DAY TEST PERIOD. HYDROLYSIS OF CARBONYL LINKAGE WAS THE DOMINANT METABOLIC PATHWAY. AN ISOLATED SOIL MICROORGANISM RAPIDLY DEGRADED NAPHTHOL & PRODUCED A NUMBER OF UNIDENTIFIED AROMATIC COMPOUNDS.

12.3 Bioaccumulative potential

Carbaryl had a measured BCF value of 34, 30 and 9 in golden orfe(1), golden ide(2), and topmouth gudeon, respectively(3). An avg BCF of 9 was determined based on data compilations of freshwater fish at steady state with carbaryl in solution and by the kinetic method (ratio between first-order uptake and elimination rate constants)(4). According to a classification scheme(5), these BCF values suggest the potential for bioconcentration in aquatic organisms is low(SRC).

12.4 Mobility in soil

Carbaryl was estimated to leach <20 cm/yr assuming an annual rainfall of 150 cm; a loam soil and a temperature of 25°C were assumed(1). Soil-sorption coefficient (Koc) values of 370 and 390 were determined using a soil slurry method and reverse phase HPLC, respectively(2). In another study, carbaryl had a Koc value of 230(3). Freundlich k values are 0.017 and 0.046 in kaolinite and bentonite clays, respectively(4). In Ca-bentionite, alluvial and highly calcareous soils, the Freundlich adsorption isotherm showed a non-linear pattern and the adsorption was found to be temperature dependent, the adsorption being higher at lower temperature(5). In a study of the degradation and sorption from urban creek sediments from southern California, the sorption coefficient of carbaryl increased with time, indicating that in sediment carbaryl may become less available over time because of increased sorption(6). After 1 day of incubation, the estimated Koc was 310 to 420 for carbaryl. The measured Kd values of carbaryl in sediment after 1, 2, 6, and 28 days were 2.1, 2.4, 5.6, and 47.7 mL/g, respectively(6). A Koc of 230 mL/g has been reported for carbaryl(7). Carbaryl was reported to have a mean Koc value of 288 in the 1993 UK database(8). According to a classification scheme(2), these Koc values suggest that carbaryl is expected to have moderate mobility in soil.

12.5 Other adverse effects

no data available

13.Disposal considerations

13.1 Disposal methods

Product

The material can be disposed of by removal to a licensed chemical destruction plant or by controlled incineration with flue gas scrubbing. Do not contaminate water, foodstuffs, feed or seed by storage or disposal. Do not discharge to sewer systems.

Contaminated packaging

Containers can be triply rinsed (or equivalent) and offered for recycling or reconditioning. Alternatively, the packaging can be punctured to make it unusable for other purposes and then be disposed of in a sanitary landfill. Controlled incineration with flue gas scrubbing is possible for combustible packaging materials.

14.Transport information

14.1 UN Number

ADR/RID: UN2811 IMDG: UN2811 IATA: UN2811

14.2 UN Proper Shipping Name

ADR/RID: TOXIC SOLID, ORGANIC, N.O.S.
IMDG: TOXIC SOLID, ORGANIC, N.O.S.
IATA: TOXIC SOLID, ORGANIC, N.O.S.

14.3 Transport hazard class(es)

ADR/RID: 6.1 IMDG: 6.1 IATA: 6.1

14.4 Packing group, if applicable

ADR/RID: III IMDG: III IATA: III

14.5 Environmental hazards

ADR/RID: yes IMDG: yes IATA: yes

14.6 Special precautions for user

no data available

14.7 Transport in bulk according to Annex II of MARPOL 73/78 and the IBC Code

no data available

15.Regulatory information

15.1 Safety, health and environmental regulations specific for the product in question

Chemical name Common names and synonyms CAS number EC number
carbaryl carbaryl 63-25-2 none
European Inventory of Existing Commercial Chemical Substances (EINECS) Listed.
EC Inventory Listed.
United States Toxic Substances Control Act (TSCA) Inventory Listed.
China Catalog of Hazardous chemicals 2015 Not Listed.
New Zealand Inventory of Chemicals (NZIoC) Listed.
Philippines Inventory of Chemicals and Chemical Substances (PICCS) Listed.
Vietnam National Chemical Inventory Listed.
Chinese Chemical Inventory of Existing Chemical Substances (China IECSC) Listed.

16.Other information

Information on revision

Creation Date Aug 12, 2017
Revision Date Aug 12, 2017

Abbreviations and acronyms

  • CAS: Chemical Abstracts Service
  • ADR: European Agreement concerning the International Carriage of Dangerous Goods by Road
  • RID: Regulation concerning the International Carriage of Dangerous Goods by Rail
  • IMDG: International Maritime Dangerous Goods
  • IATA: International Air Transportation Association
  • TWA: Time Weighted Average
  • STEL: Short term exposure limit
  • LC50: Lethal Concentration 50%
  • LD50: Lethal Dose 50%
  • EC50: Effective Concentration 50%

References

  • IPCS - The International Chemical Safety Cards (ICSC), website: http://www.ilo.org/dyn/icsc/showcard.home
  • HSDB - Hazardous Substances Data Bank, website: https://toxnet.nlm.nih.gov/newtoxnet/hsdb.htm
  • IARC - International Agency for Research on Cancer, website: http://www.iarc.fr/
  • eChemPortal - The Global Portal to Information on Chemical Substances by OECD, website: http://www.echemportal.org/echemportal/index?pageID=0&request_locale=en
  • CAMEO Chemicals, website: http://cameochemicals.noaa.gov/search/simple
  • ChemIDplus, website: http://chem.sis.nlm.nih.gov/chemidplus/chemidlite.jsp
  • ERG - Emergency Response Guidebook by U.S. Department of Transportation, website: http://www.phmsa.dot.gov/hazmat/library/erg
  • Germany GESTIS-database on hazard substance, website: http://www.dguv.de/ifa/gestis/gestis-stoffdatenbank/index-2.jsp
  • ECHA - European Chemicals Agency, website: https://echa.europa.eu/

Disclaimer: The above information is believed to be correct but does not purport to be all inclusive and shall be used only as a guide. The information in this document is based on the present state of our knowledge and is applicable to the product with regard to appropriate safety precautions. It does not represent any guarantee of the properties of the product. We as supplier shall not be held liable for any damage resulting from handling or from contact with the above product.

Spectrum

NMR Spectrum 1H NMR : Predict
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Analysis Methods

Kovats' RI, non-polar column, temperature ramp
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Column Shape
Capillary
Active Phase(℃)
DB-1
Retention index
1871.
Temperature Control
Method
temperature ramp
Comments
He, 6. K/min; Column length: 15. m; Column diameter: 0.25 mm; T<sub>start</sub>: 100. C; T<sub>end</sub>: 270. C
Reference
Hall, G.L.Whitehead, W.E.Mourer, C.R.Shibamoto, T.A new gas chromatographic retention index for pesticides and related compoundsJ. Hi. Res. Chromatogr. Chromatogr. Comm.1986, 9, 5, 266-271.
Kovats' RI, non-polar column, temperature ramp
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Column Shape
Capillary
Active Phase(℃)
DB-5
Retention index
1910.
Temperature Control
Method
temperature ramp
Comments
He, 6. K/min; Column length: 15. m; Column diameter: 0.25 mm; T<sub>start</sub>: 100. C; T<sub>end</sub>: 270. C
Reference
Hall, G.L.Whitehead, W.E.Mourer, C.R.Shibamoto, T.A new gas chromatographic retention index for pesticides and related compoundsJ. Hi. Res. Chromatogr. Chromatogr. Comm.1986, 9, 5, 266-271.
Kovats' RI, non-polar column, custom temperature program
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Column Shape
Capillary
Active Phase(℃)
HP-5
Retention index
1903.
Temperature Control
Method
custom temperature program
Comments
30. m/0.32 mm/0.25 μm; Program: 50C(1min) =&gt; 20C/min =&gt; 150C =&gt; 10C/min =&gt; 280C(4min)
Reference
Tanabe, A.Mitobe, H.Kawata, K.Sakai, M.Yasuhara, A.New monitoring system for ninety pesticides and related compounds in river water by solid-phase extraction with determination by gas chromatography/mass spectrometryJ. AOAC Int.2000, 83, 1, 61-77.
Normal alkane RI, non-polar column, temperature ramp
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Column Shape
Packed
Active Phase(℃)
OV-1
Retention index
1915.
Temperature Control
Method
temperature ramp
Comments
Gas Chrom P, 2.5 K/min; Column length: 2. m; T<sub>start</sub>: 120. C; T<sub>end</sub>: 200. C
Reference
Marozzi, E.Gambaro, V.Saligari, E.Mariani, R.Lodi, F.Use of the retention index in gas chromatographic studies of drugsJ. Anal. Toxicol.1982, 6, 4, 185-192.
Normal alkane RI, non-polar column, temperature ramp
expand collapse
Column Shape
Packed
Active Phase(℃)
SE-30
Retention index
1865.
Temperature Control
Method
temperature ramp
Comments
Gas Chrom P, 2.5 K/min; Column length: 2. m; T<sub>start</sub>: 120. C; T<sub>end</sub>: 200. C
Reference
Marozzi, E.Gambaro, V.Saligari, E.Mariani, R.Lodi, F.Use of the retention index in gas chromatographic studies of drugsJ. Anal. Toxicol.1982, 6, 4, 185-192.

Synthesis Route

Related Compound Information