Basic information
- Standard SMILES
Cc1ccc(N=C=O)cc1Cl- InChIKey
UKTKKMZDESVUEE-UHFFFAOYSA-N- Molecular formula
- C8H6ClNO
- Average molar mass
- 167.59 g/mol
- Monoisotopic mass
- 167.01379149
Overview
3-chloro-4-methylphenyl isocyanate appears as a colorless liquid with an acrid odor. Denser than water. Contact may irritate skin, eyes and mucous membranes. Toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Names & identifiers
- Preferred name
- 3-Chloro-4-methylphenyl isocyanate
- IUPAC
- 2-chloro-4-isocyanato-1-methylbenzene
- English name
- 3-Chloro-4-methylphenyl isocyanate
- Molecular formula
- C8H6ClNO
- Molecular weight
- 167.59
Names & synonyms
Show more names
Database identifiers
- CAS
28479-22-3、51488-20-1- PubChem CID
- 62832
- DTXSID
DTXSID5067390- EC Number
- 249-050-7
- Nikkaji
- J68.770G
Properties
Computed structural properties
- XLogP
- 4.4
- Topological polar surface area
- 29.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 177
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 20 · 20-24℃
- Boiling point
- 107 °C/3 · 107 °C/3 mmHg (lit.)
- Density
- 1.224 g/mL · 1.224 g/mL at 25 °C (lit.)
- vapor pressure
- 13.5 Pa · 13.5Pa at 25℃
- refractive index
- 20 · n20/D 1.557(lit.)
- Flash point
- 229 °F · 229 °F
- storage temp.
- 2 · 2-8°C
- form
- Liquid or Low Melting Solid
- color
- Colorless to yellow
- Sensitive
- Moisture Sensitive
- BRN
- 2690771 · 2690771
- InChI
- 1S/C8H6ClNO/c1-6-2-3-7(10-5-11)4-8(6)9/h2-4H,1H3
- InChIKey
- UKTKKMZDESVUEE-UHFFFAOYSA-N
- SMILES
- Cc1ccc(cc1Cl)N=C=O
- LogP
- 3.78 · 3.78
- CAS DataBase Reference
- 28479 · 28479-22-3(CAS DataBase Reference)
- EPA Substance Registry System
- 3 · 3-Chloro-4-methylphenyl isocyanate (28479-22-3)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS05,GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 330 · H330-H314-H334-H335-H226
- Precautionary statements
- 501 · P501-P260-P240-P210-P233-P243-P241-P242-P271-P264-P280-P284-P370+P378-P342+P311-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405
- target organs
- Respiratory system
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xn
- Risk Statements
- 20 · 20/21/22-36/37/38-42
- Safety Statements
- 23 · 23-26-36/37-45
- RIDADR
- 2236 · UN 2236 6.1/PG II (3-CHLORO-4-METHYLPHENYL ISOCYANATE, LIQUID)
- WGK Germany
- 1 · 1
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- II
- HS Code
- 29291090 · 29291090
- Storage Class
- 6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Hazard Classifications
- 2 InhalationAcute · Acute Tox. 2 InhalationAcute Tox. 4 DermalAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1Resp. Sens. 1Skin Corr. 1BSkin Sens. 1STOT SE 3
- REACH Registrations
- Active
- Limited Quantities
- 0.5 Kg · 0.5 Kg (solid)
- Excepted Quantities
- Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (85.1%): Harmful if swallowed [Warning Acute toxicity, oral]
P233, P260, P261, P264, P264+P265, P270, P271, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P342+P316, P362+P364, P363, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Status: Active Update: 26-11-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/1895
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
· Combustible material: may burn but does not ignite readily.
· Combustible material: may burn but does not ignite readily.
Health Hazards
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.
· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.
DOT ID and Guide
2236 156
3428 156
Reactivity Profile
Isocyanates and thioisocyanates, such as 3-CHLORO-4-METHYLPHENYL ISOCYANATE, are incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols, and peroxides can cause vigorous releases of heat. Acids and bases initiate polymerization reactions in these materials. Some isocyanates react with water to form amines and liberate carbon dioxide. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].
DOT Hazard Classification
3-Chloro-4-methylphenyl isocyanate, liquid
UN2236
Div 6.1 Poisonous materials (49 eCFR § 173.132)
PG II: the degree of danger presented by the material is medium
3-Chloro-4-methylphenyl isocyanate, solid
UN3428
Hazard Classes and Categories
Acute Tox. 4 (85.1%)
Flammable agents - 2nd degree
Safety & protection
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
General First Aid:
General First Aid:
Exposure Control and Personal Protection
· Wear positive pressure self-contained breathing apparatus (SCBA).
· Wear positive pressure self-contained breathing apparatus (SCBA).
Isolation and Evacuation
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
Immediate precautionary measure
Immediate precautionary measure
Emergency Response Planning Guidelines
· Note: Most foams will react with the material and release corrosive/toxic gases.
· Note: Most foams will react with the material and release corrosive/toxic gases.
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- ridadr
- UN 3428 6.1/PG II (3-CHLORO-4-METHYLPHENYL ISOCYANATE, SOLID)
- hs_code
- 29291090
- risk_code
- 20/21/22-36/37/38-42
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05,GHS06,GHS08
- hazard_code
- Xn
- safety_code
- 23-26-36/37-45
- hazard_class
- 6.1
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- packing_group
- II
- target organs
- Respiratory system
- Hazard statements
- H330-H314-H334-H335-H226
- Limited Quantities
- 0.5 Kg (solid)
- Excepted Quantities
- Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 2 InhalationAcute Tox. 4 DermalAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1Resp. Sens. 1Skin Corr. 1BSkin Sens. 1STOT SE 3
- Precautionary statements
- P501-P260-P240-P210-P233-P243-P241-P242-P271-P264-P280-P284-P370+P378-P342+P311-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405
Chemistry & industry
Uses & manufacturing
Applications
DescriptionChloromethyl phenyl isocyanate is a colorlessto yellow liquid or beige, low-melting solid. Molecularweight =167.59; Melting point =143℃; Vaporpressure =Very low; Flash point ≥ 93℃. Soluble in water;solubility =33 mg/L at 25℃. Insoluble in water
Uses3-Chloro-4-methylphenyl isocyanate may be used in the synthesis of the following urea compounds:1-(1-(1-adamantyl)methyl)-3-(3-chloro-4-methylphenyl)urea1-(3-chloro-4-methylphenyl)-3-heptylurea1-(3-chloro-4-methylphenyl)-3-cyclooctylurea1-(3-chloro-4-methylphenyl)-3-(3-fluorobenzyl)urea1-(3-chloro-4-methylphenyl)-3-(4-phenylbutan-2-yl)urea
General DescriptionA colorless liquid with an acrid odor. Denser than water. Contact may irritate skin, eyes and mucous membranes. Flash point 132°F. Toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
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