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301485

Sigma-Aldrich

1-Chloroethyl chloroformate

98%

Synonym(s):

ACE-Cl

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About This Item

Linear Formula:
CH3CHClOCOCl
CAS Number:
50893-53-3
Molecular Weight:
142.97
Beilstein:
1747601
EC Number:
256-834-2
MDL number:
MFCD00000647
UNSPSC Code:
12352100
PubChem Substance ID:
24858191
NACRES:
NA.22
Pricing and availability is not currently available.

vapor pressure

3.25 psi ( 20 °C)

Quality Level

100
200

Assay

98%

form

liquid

refractive index

n20/D 1.422 (lit.)

bp

118-119 °C (lit.)

density

1.325 g/mL at 25 °C (lit.)

functional group

chloro

storage temp.

2-8°C

SMILES string

CC(Cl)OC(Cl)=O

InChI

1S/C3H4Cl2O2/c1-2(4)7-3(5)6/h2H,1H3

InChI key

QOPVNWQGBQYBBP-UHFFFAOYSA-N

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General description

1-Chloroethyl chloroformate is used as a selective dealkylating agent for tertiary amines.[1]

Application

1-Chloroethyl chloroformate was used:
  • for N-demethylation reaction during determination of multiple drugs of abuse in biological fluids using capillary electrophoresis with native fluorescence and laser-induced fluorescence detection[2]
  • as catalyst in chemoselective desilylation of silyl-protected alcohols[1]
  • as reagent in N-demethylation of tertiary amines to produce drug metabolite reference material for forensic toxicological applications[3]
  • as reagent to cleave benzhydryl groups from amines[4]

Signal Word

Danger

Hazard Statements

H226,H302,H314,H330

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

104.9 °F - closed cup

Flash Point(C)

40.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
10728BJV
10728BJ
BCBF6561V
53596PJ
1449006V

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Efficient chemoselective deprotection of silyl ethers using catalytic 1-chloroethyl chloroformate in methanol.
Yeom C-E, et al.
Tetrahedron, 61(52), 12227-12237 (2005)
Efficient chemoselective deprotection of silyl ethers using catalytic 1-chloroethyl chloroformate in methanol
Yeom CE, et al.
Tetrahedron, 61(52), 12227-12237 (2005)
Preparation of< i> N</i>-demethylated drug metabolites for analytical purposes using 1-chloroethyl chloroformate.
Pelander A, et al.
Forensic Science International, 85(3), 193-198 (1997)
Tetrahedron, 62, 6869-6869 (2006)
Ahmed Alnajjar et al.
Electrophoresis, 25(10-11), 1592-1600 (2004-06-10)
Methods for separation and determination of multiple drugs of abuse in biological fluids using capillary electrophoresis (CE) with native fluorescence and laser-induced fluorescence (LIF) detection are described herein. Using native fluorescence, normorphine, morphine, 6-acetyl morphine (6-AM), and codeine were analyzed

Questions

1–2 of 2 Questions  

  1. 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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  2. 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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