35554-44-0 structure, C14H14Cl2N2O

imazalil

CAS No.

35554-44-0

Formula:

C14H14Cl2N2O

Basic Info

Enilconazole (synonyms imazalil, chloramizole) is a fungicide widely used in agriculture, particularly in the growing of citrus fruits. Trade names include Freshgard, Fungaflor, and Nuzone.
Enilconazole is also used in veterinary medicine as a topical antimycotic.

Formula
C14H14Cl2N2O
Molecular Weight
297.18
Exact Mass
296.048
LogP
4.1338
PSA
27.05
Synonyms

Bromazil

MAZAL

1-[2-(Allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole,Imazalil

Enilconazole

FLO-PRO

allyl (RS)-1-(2,4-dichlorophenyl)-2-imidazol-1-ylethyl ether

Fcundal

Florasan

rac-1-[(2R)-2-(2,4-dichlorophenyl)-2-(prop-2-en-1-yloxy)ethyl]-1H-imidazole

1-[2-(2,4-dichlorophenyl)-2-(2-propen-1-yloxy)ethyl]-1H-imidazole

Fecundal

Magnate

1-(2-(Allyloxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole

(RS)-1-(β-allyloxy-2,4-dichlorophenethyl)imidazole

Imazalil

1-[2-(Allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole

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Properties

Appearance & Physical State
Slightly yellow to brown liquid with a characteristic odor. A solution in methanol.
Density
1.348
Boiling Point
>340ºC
Melting Point
52.7ºC
Flash Point
225.1ºC
Refractive Index
1.5609 (20ºC)
Water Solubility
0.018 g/100 mL
Stability
Chemical stable at room temperature and absence of light.

Safety Info

RTECS
NI4776000
Safety Statements
S26-S39-S60-S61
Risk Statements
R20/22; R41; R50/53
HS Code
2933290012
RIDADR
UN 2588
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 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name imazalil

1.2 Other means of identification

Product number -
Other names Bromazil

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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 3

Serious eye damage, Category 1

Acute toxicity - Inhalation, Category 4

Carcinogenicity, Category 2

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H301 Toxic if swallowed

H318 Causes serious eye damage

H332 Harmful if inhaled

H351 Suspected of causing cancer

H410 Very toxic to aquatic life with long lasting effects

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

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

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

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.

P273 Avoid release to the environment.

Response

P301+P310 IF SWALLOWED: Immediately call a POISON CENTER/doctor/…

P321 Specific treatment (see ... on this label).

P330 Rinse mouth.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P310 Immediately call a POISON CENTER/doctor/…

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
imazalil imazalil 35554-44-0 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.

In case of skin contact

Remove contaminated clothes. Rinse skin with plenty of water or shower.

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. Refer for medical attention .

4.2 Most important symptoms/effects, acute and delayed

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. 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

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/

5.Fire-fighting measures

5.1 Extinguishing media

Suitable extinguishing media

/To fight fire use/ powder, water spray, foam, carbon dioxide.

5.2 Specific hazards arising from the chemical

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. For electric vehicles or equipment, ERG Guide 147 (lithium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. (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

Sweep spilled substance into covered sealable containers. Carefully collect remainder. Then store and dispose of according to local regulations. Personal protection: chemical protection suit including self-contained breathing apparatus.

6.3 Methods and materials for containment and cleaning up

Sweep spilled substance into sealable containers. Carefully collect remainder, then remove to safe place.

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

Provision to contain effluent from fire extinguishing. Separated from food and feedstuffs. Well closed. Keep in a well-ventilated room.Provision to contain effluent from fire extinguishing. Separated from food and feedstuffs. Well closed. Keep in a well-ventilated room.

8.Exposure controls/personal protection

8.1 Control parameters

Occupational Exposure limit values

no data available

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 Slightly yellow to brown liquid with a characteristic odor. A solution in methanol.
Colour Slightly yellow to brown crystalline mass.
Odour no data available
Melting point/ freezing point 52.7ºC
Boiling point or initial boiling point and boiling range >340ºC
Flammability Combustible. Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire.
Lower and upper explosion limit / flammability limit no data available
Flash point 225.1ºC
Auto-ignition temperature no data available
Decomposition temperature no data available
pH no data available
Kinematic viscosity no data available
Solubility In water:0.018 g/100 mL
Partition coefficient n-octanol/water (log value) log Kow = 3.82 (pH 9.2 buffer)
Vapour pressure 1.2X10-6 mm Hg at 20°C
Density and/or relative density 1.348
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

Very stable to hydrolysis in dilute acids and alkalis at room temperature, in the absence of light. Stable to temperatures up to 285°C. Stable to light under normal storage conditions.

10.3 Possibility of hazardous reactions

Combustible. Liquid formulations containing organic solvents may be flammable.IMAZALIL is an imidazole derivative.

10.4 Conditions to avoid

no data available

10.5 Incompatible materials

Incompatible with alkaline materials.

10.6 Hazardous decomposition products

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

11.Toxicological information

Acute toxicity

  • Oral: LD50 Rat oral 227 mg/kg
  • Inhalation: LC50 Rat inhalation 16 g/ cu m/4 hr
  • 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 data available

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 Lepomis macrochirus (Bluegill sunfish, weight 2.1 g) 3.99 ppm/96 hr (95% confidence limit: 2.7-5.7 ppm); static renewal /97.6% AI formulated product/[USEPA, Office of Pesticide Programs; Pesticide Ecotoxicity Database (2000) on 1-
  • Toxicity to daphnia and other aquatic invertebrates: EC50 Daphnia magna (Water flea, <24 hr old; intoxication, immobilization) 3.54 ppm/48 hr (95% confidence limit: 2.6-4.7 ppm); static /97.6 % AI formulated product/[USEPA, Office of Pesticide Programs; Pesticide Ecotoxicity Database (2000) on 1-
  • Toxicity to algae: no data available
  • Toxicity to microorganisms: no data available

12.2 Persistence and degradability

AEROBIC: The biodegradation half-life of imazalil in loam soil under aerobic conditions was 166 days with 2-(2,4-dichlorophenyl)-2-hydroxyethyl-1H-imidazole identified as a degradation product(1).

12.3 Bioaccumulative potential

An estimated BCF of 170 was calculated for imazalil(SRC), using a measured log Kow of 3.82(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC).

12.4 Mobility in soil

Soil adsorption coefficient Kd values of 182, 209, and 68 were reported in clay loam, sandy loam, and sandy soil, respectively(1). The Koc of imazalil was shown to range from 2,081 to 6,918 in 8 soils (average Koc 4,324)(2). The mobility of C-14 labeled (at 2-ethyl carbon) imazalil was also evaluated in a soil column leaching study(2). Imazalil was found to be immobile in loam and sandy soils. The majority of imazalil remained in the top soil zone (95.7% of the applied was detected in the 0-2.5 cm zone for the loam soil column whereas 84.5% was detected in the same zone for the sand soil column). According to a classification scheme(3), these Koc values suggests that imazalil is expected to have slight to no mobility in soil(SRC).

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: UN2588 IMDG: UN2588 IATA: UN2588

14.2 UN Proper Shipping Name

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

14.3 Transport hazard class(es)

ADR/RID: 6.1(b) IMDG: 6.1(b) IATA: 6.1(b)

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
imazalil imazalil 35554-44-0 none
European Inventory of Existing Commercial Chemical Substances (EINECS) Listed.
EC Inventory Listed.
United States Toxic Substances Control Act (TSCA) Inventory Not Listed.
China Catalog of Hazardous chemicals 2015 Not Listed.
New Zealand Inventory of Chemicals (NZIoC) Listed.
Philippines Inventory of Chemicals and Chemical Substances (PICCS) Not Listed.
Vietnam National Chemical Inventory Not Listed.
Chinese Chemical Inventory of Existing Chemical Substances (China IECSC) Not Listed.

16.Other information

Information on revision

Creation Date Aug 13, 2017
Revision Date Aug 13, 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, isothermal
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Column Shape
Capillary
Active Phase(℃)
OV-1
Retention index
2138.
Temperature Control
220.
Method
isothermal
Comments
&nbsp;
Reference
Erdmann, F.Rochholz, G.Schütz, H.Retention-indices on OV-1 of approximately 170 commonly used pesticidesMikrochim. Acta1992, 106, 3-6, 219-226.
Van Den Dool and Kratz RI, non-polar column, temperature ramp
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Column Shape
Capillary
Active Phase(℃)
SLB-5MS
Retention index
2156.
Temperature Control
Method
temperature ramp
Comments
30. m/0.25 mm/0.25 μm, He, 2. K/min; T<sub>start</sub>: 70. C; T<sub>end</sub>: 300. C
Reference
Mondello, L.Casilli, A.Tranchida, P.Q.Presti, M.L.Dugo, P.Dugo, G.Comprehensive gas chromatography coupled to mass spectrometry for the separation of pesticides in a very complex matrixAnal. Bioanal. Chem.2007, 389, 6, 1755-1763.
Van Den Dool and Kratz RI, non-polar column, temperature ramp
expand collapse
Column Shape
Capillary
Active Phase(℃)
SLB-5MS
Retention index
2165.
Temperature Control
Method
temperature ramp
Comments
30. m/0.25 mm/0.25 μm, He, 2. K/min; T<sub>start</sub>: 70. C; T<sub>end</sub>: 300. C
Reference
Mondello, L.Casilli, A.Tranchida, P.Q.Presti, M.L.Dugo, P.Dugo, G.Comprehensive gas chromatography coupled to mass spectrometry for the separation of pesticides in a very complex matrixAnal. Bioanal. Chem.2007, 389, 6, 1755-1763.
Van Den Dool and Kratz RI, non-polar column, custom temperature program
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Column Shape
Capillary
Active Phase(℃)
HP-5MS
Retention index
2185.3
Temperature Control
Method
custom temperature program
Comments
30. m/0.25 mm/0.25 μm, He; Program: 60C (1 min) =&gt; 5 C/min =&gt; 210C =&gt; 10 C/min =&gt; 280C (15 min)
Reference
Andriamaharavo, N.R.Retention Data. NIST Mass Spectrometry Data Center.NIST Mass Spectrometry Data Center, 2014.
Normal alkane RI, non-polar column, custom temperature program
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Column Shape
Capillary
Active Phase(℃)
5 % Phenyl methyl siloxane
Retention index
2171.
Temperature Control
Method
custom temperature program
Comments
30. m/0.25 mm/0.25 μm, Helium; Program: 50 0C(1 min) <sup> </sup>25 0C/min -&gt; 125 0C <sup> </sup>10 0C/min -&gt; 300 0C (10 min)
Reference
Department of Food Safety, Ministry of HealthWelfareAnalytical methods for residual compositional substances of agricultural chemicals, feed aadditives, and veterinary drugs in foods2006, retrieved from http://www.mhlw.go.jp/english/topics/foodsafety/positivelist060228/de/060526-1a.pdf.

Synthesis Route

Related Compound Information