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Merck

335908

Sigma-Aldrich

Isopropyl chloroformate solution

1.0 M in toluene

Sinónimos:

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

Fórmula lineal:
(CH3)2CHOCOCl
Número de CAS:
Peso molecular:
122.55
Beilstein/REAXYS Number:
506416
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

liquid

concentration

1.0 M in toluene

density

0.892 g/mL at 25 °C

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

signalword

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

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

42.8 °F - closed cup

flash_point_c

6 °C - closed cup

ppe

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


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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
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