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MilliporeSigma

185892

Ethyl chloroformate

97%

Synonym(s):

Chloroformic acid ethyl ester

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$43.40

100 G

$47.30

500 G

$203.00

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$477.00

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About This Item

Linear Formula:
ClCOOC2H5
CAS Number:
Molecular Weight:
108.52
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-778-5
Beilstein/REAXYS Number:
385653
MDL number:
Assay:
97%
Form:
liquid

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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

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1 of 4

This Item
1779891299012980
assay

97%

assay

98%

assay

≥95% (HPLC)

assay

≥97.0% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

solubility

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

solubility

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

solubility

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

solubility

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

form

liquid

form

liquid

form

liquid

form

-

refractive index

n20/D 1.395 (lit.)

refractive index

n20/D 1.407 (lit.)

refractive index

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

refractive index

n20/D 1.52 (lit.), n20/D 1.531

density

1.135 g/mL at 25 °C (lit.)

density

1.053 g/mL at 25 °C (lit.)

density

1.11 g/mL at 25 °C (lit.)

density

1.11 g/mL at 25 °C (lit.)

Application

  • Ethyl chloroformate was used in the synthesis of nitrile oxides[1].
  • It was used as derivatization reagent to investigate stereochemical conversion of chiral non-steroidal anti-inflammatory drugs during derivatization reaction[2].
  • It was used to develop flexible template strategy for the generation of nanometer-scale templates via dip-pen nanolithography[3].
  • It was used as derivatization reagent in an enantiomeric analysis of amino acids by two-dimensional gas chromatography[4].
  • It was also used with ammonia and cyanuric chloride to convert carboxylic acids to nitriles[5].

Packaging

Derivatization reagent employed in an enantiomeric analysis of amino acids by two-dimensional gas chromatography.[4] Also used with ammonia and cyanuric chloride to convert carboxylic acids to nitriles.[5]

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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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
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)
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)

Questions

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    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/418/501/product-dating-information-06-25-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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