| Identification | More | [Name]
Phenyl chloroformate | [CAS]
1885-14-9 | [Synonyms]
carbonochloridic acid phenyl ester
CHLOROFORMIC ACID PHENYL ESTER
PCF
PHENYL CHLOROCARBONATE
PHENYL CHLOROFORMATE
chloro-formicaciphenylester
Fenylester kyseliny chlormravenci
fenylesterkyselinychlormravenci
Formic acid, chloro-, phenyl ester
Phenoxycarbonyl chloride
Phenyl chloridocarbonate
Phenyl choroformate
tl398
PHENYL CHLOROFORMATE (PCF)
PHENYL CHLOROFORMAT
Phenyl carbonochloridic acid
PhenylChloroformate~93%
CARBONOCHLORIDIC ACID
chlorocarbonic acid
PHENYL CHLOROFORMATE/CHLOROFORMIC ACID PHENYL ESTER | [EINECS(EC#)]
217-547-8 | [Molecular Formula]
C7H5ClO2 | [MDL Number]
MFCD00000637 | [Molecular Weight]
156.57 | [MOL File]
1885-14-9.mol |
| Chemical Properties | Back Directory | [Appearance]
clear liquid | [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.)
| [Fp ]
168 °F
| [storage temp. ]
Refrigerator | [solubility ]
Miscible with N,N-dimethylformamide. | [form ]
Liquid | [color ]
Clear | [Water Solubility ]
hydrolysis | [Sensitive ]
Moisture Sensitive | [BRN ]
606778 | [CAS DataBase Reference]
1885-14-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Carbonochloridic acid, phenyl ester(1885-14-9) | [Storage Precautions]
Store under nitrogen;Moisture sensitive | [EPA Substance Registry System]
1885-14-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
R22:Harmful if swallowed.
R26:Very Toxic by inhalation.
R34:Causes burns.
R41:Risk of serious damage to eyes.
R38:Irritating to the skin.
R29:Contact with water liberates toxic gas. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2746 6.1/PG 2
| [WGK Germany ]
3
| [RTECS ]
FG3850000
| [F ]
10-19-21 | [Autoignition Temperature]
540 °C | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29159020 | [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-. | [Toxicity]
LD50 orally in Rabbit: 1730 mg/kg LD50 dermal Rabbit 4880 mg/kg |
| Hazard Information | Back Directory | [General Description]
A colorless liquid with a strong odor. Toxic by ingestion, inhalation and skin absorption. Very irritating to skin and eyes. Used to make other chemicals. | [Reactivity Profile]
PHENYL CHLOROFORMATE(1885-14-9) 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]. | [Air & Water Reactions]
Emits fumes containing HCl in moist air. Decomposes in water to form HCl. | [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. | [Chemical Properties]
clear liquid | [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. | [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. | [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%. |
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