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167525

Sigma-Aldrich

Phenyl chloroformate

99%

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:
24850214
NACRES:
NA.22

vapor density

1 (vs air)

Quality Level

200

vapor pressure

1.22 psi ( 20 °C)
1.67 psi ( 55 °C)

Assay

99%

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
phenoxy

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 was used in the synthesis of poly(2-(phenoxycarbonyloxy)ethyl methacrylate) 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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3600
SDBB0763
STBK3928
STBJ9379
STBJ4867

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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
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)
K Anzai et al.
Nucleic acids symposium series, (15)(15), 49-52 (1984-01-01)
Reaction of 2',3'-O-isopropylideneadenosine with p-toluyl chloride in a mixture of methylene chloride and triethylamine afforded 2',3'-O-isopropylidene-N,N,5'-O-tri-p-toluyladenosine (8)(30%), 8,5'-O-cycloadenosine derivatives 9 (34%) and 10 (11%), and a cyanoimidazole nucleoside 11 (12%).
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
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