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237906

Sigma-Aldrich

Phenyl chloroformate

97%

Synonym(s):

Chloroformic acid phenyl ester

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About This Item

Linear Formula:
ClCOOC6H5
CAS Number:
1885-14-9
Molecular Weight:
156.57
Beilstein:
606778
EC Number:
217-547-8
MDL number:
MFCD00000637
UNSPSC Code:
12352100
PubChem Substance ID:
24854276
NACRES:
NA.22

vapor density

1 (vs air)

vapor pressure

1.22 psi ( 20 °C)
1.67 psi ( 55 °C)

Assay

97%

form

liquid

refractive index

n20/D 1.511 (lit.)

bp

74-75 °C/13 mmHg (lit.)

density

1.248 g/mL at 25 °C (lit.)

functional group

chloro

storage temp.

2-8°C

SMILES string

ClC(=O)Oc1ccccc1

InChI

1S/C7H5ClO2/c8-7(9)10-6-4-2-1-3-5-6/h1-5H

InChI key

AHWALFGBDFAJAI-UHFFFAOYSA-N

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General description

Kinetics of spontaneous hydrolysis of phenyl chloroformate has been studied in water-ethylene glycol, cationic, zwitterionic, nonionic and anionic micellar solutions.

Application

Phenyl chloroformate has been used in the synthesis of poly(2-(phenoxycarbonyloxy)ethylmethacrylate) and phenyl-(4-vinylphenyl)carbonate.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H290,H302,H314,H330,H335

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

156.2 °F - closed cup

Flash Point(C)

69 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and ligand recognition of paracetamol selective polymers: semi-covalent versus non-covalent molecular imprinting.
Rosengren-Holmberg JP, et al.
Organic & Biomolecular Chemistry, 7(15), 3148-3155 (2009)
Amalia Rodríguez et al.
Langmuir : the ACS journal of surfaces and colloids, 20(23), 9945-9952 (2004-11-03)
The spontaneous hydrolysis of phenyl chloroformate was studied in water-ethylene glycol, EG, cationic, zwitterionic, nonionic, and anionic micellar solutions, the surfactants being tetradecyltrimethylammonium bromide, tetradecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate, tricosaoxyethylene glycol ether, and sodium dodecyl sulfate. The dependence of the observed rate constant on
Luis García-Río et al.
Langmuir : the ACS journal of surfaces and colloids, 21(17), 7672-7679 (2005-08-11)
A study was carried out on the solvolysis of substituted phenyl chloroformates in AOT/isooctane/water microemulsions. (AOT is the sodium salt of bis(2-ethyhexyl)sulfosuccinate.) The results obtained have been interpreted by taking into account the distribution of the chloroformates between the continuous
R K Keller et al.
Biochemistry, 20(20), 5831-5836 (1981-09-29)
A sensitive assay is described for quantitating dolichyl phosphate (Dol-P), the polyprenyl phospholipid which participates in N-linked glycosylation. The assay is based on a novel reaction of alkyl phosphates with phenyl chloroformate in which a monosubstituted mixed anhydride of phosphoric
B Boettcher et al.
Analytical biochemistry, 138(2), 449-450 (1984-05-01)
An improved synthesis of L-2- oxothiazolidine -4-carboxylic acid is described. The new procedure, which leads to excellent yields of product, does not require the use of phosgene. The new method is thus less hazardous than the original one, and is
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