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185892

Sigma-Aldrich

Ethyl chloroformate

97%

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Synonym(s):
Chloroformic acid ethyl ester
Linear Formula:
ClCOOC2H5
CAS Number:
Molecular Weight:
108.52
Beilstein/REAXYS Number:
385653
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.74 (vs air)

Quality Level

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.)

SMILES string

CCOC(Cl)=O

InChI

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

InChI key

RIFGWPKJUGCATF-UHFFFAOYSA-N

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1 of 4

This Item
1779898.0088112990
vibrant-m

185892

Ethyl chloroformate

vibrant-m

177989

Isobutyl chloroformate

vibrant-m

8.00881

Ethyl chloroformate

vibrant-m

12990

Ethyl benzoylacetate

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

solubility

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

solubility

benzene: miscible, chloroform: miscible, diethyl ether: miscible

solubility

-

solubility

H2O: insoluble, alcohol: miscible, diethyl ether: miscible

bp

93 °C (lit.)

bp

128.8 °C (lit.)

bp

93 °C (lit.)

bp

265-270 °C (lit.)

form

liquid

form

liquid

form

liquid

form

liquid

refractive index

n20/D 1.395 (lit.)

refractive index

n20/D 1.407 (lit.)

refractive index

n20/D 1.395 (lit.)

refractive index

n20/D 1.52 (lit.), n20/D 1.520-1.540

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_germany

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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Customers Also Viewed

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
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
Tetrahedron Letters, 48, 1465-1465 (2007)
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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