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335908

Sigma-Aldrich

Isopropyl chloroformate solution

1.0 M in toluene

Synonym(s):

1-Methylethyl chloroformate, 2-Propyl chloroformate, Chloroformic acid isopropyl ester, Isopropoxycarbonyl chloride, Isopropyl carbonochloridate, Isopropyl chlorcarbonate, Isopropyl chlorocarbonate

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About This Item

Linear Formula:
(CH3)2CHOCOCl
CAS Number:
108-23-6
Molecular Weight:
122.55
Beilstein:
506416
MDL number:
MFCD00075068
UNSPSC Code:
12352100
PubChem Substance ID:
24860351
NACRES:
NA.22

form

liquid

Quality Level

100

concentration

1.0 M in toluene

density

0.892 g/mL at 25 °C

functional group

chloro

storage temp.

2-8°C

SMILES string

CC(C)OC(Cl)=O

InChI

1S/C4H7ClO2/c1-3(2)7-4(5)6/h3H,1-2H3

InChI key

IVRIRQXJSNCSPQ-UHFFFAOYSA-N

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General description

Specific rates of solvolysis of isopropyl chloroformate in various solvents at 25°C has been reported.

Application

Isopropyl chloroform was used in the preparation of isopropyl cyclohexane via alkylation of cyclohexene. It was also used in the preparation of 10-isopropyloctadecanoic acid via reaction with oleic acid in the presence of ethylaluminum sesquichloride

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - Skin Sens. 1 - STOT RE 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

42.8 °F - closed cup

Flash Point(C)

6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR6155
SHBP8336
SHBP0471
SHBM0702
SHBC1896V

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Biermann et al.
Angewandte Chemie (International ed. in English), 38(24), 3675-3677 (2000-01-29)
The formal addition of propane to nonactivated double bonds can be achieved with isopropyl chloroformate (2) in the presence of Et(3)Al(2)Cl(3). Thus, a 1:1 mixture of 10-isopropyloctadecanoic acid (3) and the 9-regioisomer is formed from oleic acid (1). The reaction
Malcolm J D'Souza et al.
International journal of molecular sciences, 10(3), 862-879 (2009-04-29)
Specific rates of solvolysis at 25 degrees C for isopropyl chloroformate (1) in 24 solvents of widely varying nucleophilicity and ionizing power, plus literature values for studies in water and formic acid, are reported. Previously published solvolytic rate constants at
Hatem Salama Mohamed Ali et al.
Amino acids, 46(9), 2241-2257 (2014-06-19)
Whereas an abundance of literature is available on the occurrence of common proteinogenic amino acids (AAs) in edible fruits of the date palm (Phoenix dactylifera L.), recent reports on non-proteinogenic (non-coded) AAs and amino components are scarce. With emphasis on
Emmanuel O Mogusu et al.
Analytical and bioanalytical chemistry, 407(18), 5249-5260 (2015-05-15)
To assess sources and degradation of the herbicide glyphosate [N-(phosphonomethyl) glycine] and its metabolite AMPA (aminomethylphosphonic acid), concentration measurements are often inconclusive and even (13)C/(12)C analysis alone may give limited information. To advance isotope ratio analysis of an additional element

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