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Phenyl chloroformate

CAS No.
1885-14-9
Chemical Name:
Phenyl chloroformate
Synonyms
Phenyl carbonochloridate;CARBONOCHLORIDIC ACID;chlorocarbonic acid;PHENYL CHLOROFORMAT;Phenyl choroformate;PHENYL CHLOROCARBONATE;CHLOROFORMIC ACID PHENYL ESTER;carbonochloridic acid phenyl ester;PHENYL CHLOROFORMATE / CHLOROFORMIC ACID PHENYL ESTER;tl398
CBNumber:
CB2702258
Molecular Formula:
C7H5ClO2
Molecular Weight:
156.57
MDL Number:
MFCD00000637
MOL File:
1885-14-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 00:43:07

Phenyl chloroformate Properties

Melting point -28 °C
Boiling point 74-75 °C/13 mmHg (lit.)
Density 1.248 g/mL at 25 °C (lit.)
vapor density 1 (vs air)
vapor pressure 1.22 psi ( 20 °C)
refractive index n20/D 1.511(lit.)
Flash point 168 °F
storage temp. 2-8°C
solubility Miscible with N,N-dimethylformamide.
form Liquid
color Clear
Water Solubility hydrolysis
Sensitive Moisture Sensitive
BRN 606778
InChI 1S/C7H5ClO2/c8-7(9)10-6-4-2-1-3-5-6/h1-5H
InChIKey AHWALFGBDFAJAI-UHFFFAOYSA-N
SMILES ClC(=O)Oc1ccccc1
CAS DataBase Reference 1885-14-9(CAS DataBase Reference)
FDA UNII 6TND0D6D3Y
NIST Chemistry Reference Carbonochloridic acid, phenyl ester(1885-14-9)
EPA Substance Registry System Carbonochloridic acid, phenyl ester (1885-14-9)
UNSPSC Code 12352108
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
Signal word  Danger
Hazard statements  H330-H302-H313-H314-H227-H290
Precautionary statements  P501-P270-P260-P210-P234-P271-P264-P280-P284-P370+P378-P390-P312-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P406-P405
target organs Respiratory system
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes  T+
Risk Statements  22-26-34-41-38-29-37
Safety Statements  26-28-36/37/39-45-28A
RIDADR  UN 2746
WGK Germany  3
RTECS  FG3850000
10-19-21
Autoignition Temperature 540 °C
TSCA  TSCA listed
HazardClass  6.1
PackingGroup  II
HS Code  29159020
Storage Class 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 1 Inhalation
Acute Tox. 4 Oral
Met. Corr. 1
Skin Corr. 1B
STOT SE 3
Toxicity LD50 orally in Rabbit: 1730 mg/kg LD50 dermal Rabbit 4880 mg/kg
REACH Registrations Active
Limited Quantities 100ml (liquid) or 0.5 Kg (solid)
Excepted Quantities Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
NFPA 704
1
4 2
W

Phenyl chloroformate price More Price(55)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.02353 Phenyl chloroformate for synthesis 1885-14-9 250ML $88.2 2026-04-30 Buy
Sigma-Aldrich 237906 Phenyl chloroformate 97% 1885-14-9 5g $98.3 2026-04-30 Buy
Sigma-Aldrich 167525 Phenyl chloroformate 99% 1885-14-9 100g $90.3 2026-04-30 Buy
TCI Chemical C0649 Phenyl Chloroformate >98.0%(GC)(T) 1885-14-9 25mL $23 2026-04-30 Buy
TCI Chemical C0649 Phenyl Chloroformate >98.0%(GC)(T) 1885-14-9 100mL $39 2026-04-30 Buy
Product number Packaging Price Buy
8.02353 250ML $88.2 Buy
237906 5g $98.3 Buy
167525 100g $90.3 Buy
C0649 25mL $23 Buy
C0649 100mL $39 Buy

Phenyl chloroformate Chemical Properties,Uses,Production

Chemical Properties

clear oily liquid. Corrosive. Insoluble in water, soluble in ethanol, ether, easily soluble in petroleum ether.

Uses

Phenyl chloroformate is used in the synthesis of poly(2-(phenoxycarbonyloxy)ethyl methacrylate) and phenyl-(4-vinylphenyl) carbonate. It acts as a precursor of phenyl mixed anhydrides which are used in peptide coupling reactions. It serves as a dehydrating reagent for the conversion of primary amides to nitriles and an intermediate in the synthesis of pharmaceuticals and carbamates.

Preparation

Phenyl chloroformate is synthesized by the reaction of phenol with phosgene. Phenol was dissolved in chloroform, phosgene was introduced under cooling, and the absorbed phosgene was in an equal molar ratio to phenol, and equimolar N,N-dimethylaniline was added dropwise under stirring at 5-10 °C. Then add cold water to dilute, separate the oil layer, wash with dilute hydrochloric acid and water successively. After drying with anhydrous calcium chloride, chloroform is evaporated, and then distilled under reduced pressure to collect 74-75°C (1.73kPa) fraction, which is phenyl chloroformate. The yield is about 90%.

Application

Phenyl chloroformate is an important organic synthesis intermediate, which is widely used in chemical synthesis and can be used as polymer catalyst, plastic modifier, fiber treatment agent, and intermediate of medicine and pesticide.

General Description

Phenyl chloroformate appears as a colorless liquid with a strong odor. Toxic by ingestion, inhalation and skin absorption. Very irritating to skin and eyes. Used as a reagent for organic synthesis.

Air & Water Reactions

Emits fumes containing HCl in moist air. Decomposes in water to form HCl.

Reactivity Profile

Phenyl chloroformate is incompatible with strong oxidizing agents, alcohols, amines, alkali. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Health Hazard

TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.

Safety Profile

Poison by inhalation. Moderately toxic by ingestion and skin contact. A corrosive sktn and eye irritant. See also ESTERS. When heated to decomposition it emits toxic fumes of Cl-.

108-95-2
1885-14-9
Synthesis of Phenyl chloroformate from Phenol
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