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Merck

185892

Ethyl chloroformate

97%

Synonym(s):

Chloroformic acid ethyl ester

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About This Item

Linear Formula:
ClCOOC2H5
CAS Number:
541-41-3
Molecular Weight:
108.52
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851187
EC Number:
208-778-5
Beilstein/REAXYS Number:
385653
MDL number:
MFCD00000644

Product Name

Ethyl chloroformate, 97%

InChI key

RIFGWPKJUGCATF-UHFFFAOYSA-N

InChI

1S/C3H5ClO2/c1-2-6-3(4)5/h2H2,1H3

SMILES string

CCOC(Cl)=O

vapor density

3.74 (vs air)

vapor pressure

3.42 psi ( 20 °C)

assay

97%

form

liquid

autoignition temp.

842 °F

refractive index

n20/D 1.395 (lit.)

bp

93 °C (lit.)

mp

−81 °C (lit.)

solubility

alcohol: miscible
benzene: miscible
chloroform: miscible
diethyl ether: miscible
water: insoluble

density

1.135 g/mL at 25 °C (lit.)

functional group

chloro

Quality Level

200

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Application

  • Ethyl chloroformate was used in the synthesis of nitrile oxides.
  • It was used as derivatization reagent to investigate stereochemical conversion of chiral non-steroidal anti-inflammatory drugs during derivatization reaction.
  • It was used to develop flexible template strategy for the generation of nanometer-scale templates via dip-pen nanolithography.
  • It was used as derivatization reagent in an enantiomeric analysis of amino acids by two-dimensional gas chromatography.
  • It was also used with ammonia and cyanuric chloride to convert carboxylic acids to nitriles.

Packaging

Derivatization reagent employed in an enantiomeric analysis of amino acids by two-dimensional gas chromatography. Also used with ammonia and cyanuric chloride to convert carboxylic acids to nitriles.

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

60.8 °F

flash_point_c

16 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9940
BCCL3605
MKCW9129
MKCW8445
0000379777

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M R Wright et al.
Journal of chromatography, 616(1), 59-65 (1993-06-23)
A potential problem with chiral derivatization is the possibility of stereochemical conversion during the derivatization reaction. This possibility has been examined using the non-steroidal anti-inflammatory drugs ibuprofen, ketoprofen, etodolac and flurbiprofen. To avoid possible interference from stereochemical impurities, male Sprague-Dawley
Sezin Erarpat et al.
Journal of separation science, 43(6), 1100-1106 (2019-12-21)
A green and fast analytical method for the determination of l-methionine in human plasma is presented in this study. Preconcentration of the analyte was carried out by switchable solvent liquid phase microextraction after ethyl chloroformate derivatization reaction. Instrumental detection of
Tetrahedron Letters, 48, 1465-1465 (2007)
Melanie Junge et al.
Chirality, 19(3), 228-234 (2007-01-19)
The chiral separation of amino acids (AA) derivatised with ethyl chloroformate by using comprehensive two-dimensional gas chromatography is reported. A commercially available enantioselective capillary column (Chirasil-l-Val) has been tested as first-dimension column. Two nonenantioselective stationary phases (BPX50 and BP1) with
A convenient preparative method of nitrile oxides by the dehydration of primary nitro compounds with ethyl chloroformate or benzenesulfonyl chloride in the presence of triethylamine.
Shimizu T, et al.
Bulletin of the Chemical Society of Japan, 59(9), 2827-2831 (1986)
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