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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
Pricing and availability is not currently available.

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
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[1].

Application

Phenyl chloroformate has been used in the synthesis of poly(2-(phenoxycarbonyloxy)ethylmethacrylate)[2] and phenyl-(4-vinylphenyl)carbonate[3].

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
STBL4211
BCCL7227
STBK4104
STBJ6592
STBJ2574

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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
Functional polymethacrylates as bacteriostatic polymers.
Adelmann R, et al.
Eur. Polymer J., 45(11), 3093-3107 (2009)
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
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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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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