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184462

Sigma-Aldrich

Butyl chloroformate

98%

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About This Item

Linear Formula:
ClCOOCH2CH2CH2CH3
CAS Number:
592-34-7
Molecular Weight:
136.58
Beilstein:
605635
EC Number:
209-750-5
MDL number:
MFCD00000650
UNSPSC Code:
12352100
PubChem Substance ID:
24851117
NACRES:
NA.22

vapor pressure

2.42 psi ( 20 °C)

Assay

98%

form

liquid

refractive index

n20/D 1.412 (lit.)

bp

142 °C (lit.)

density

1.074 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCCCOC(Cl)=O

InChI

1S/C5H9ClO2/c1-2-3-4-8-5(6)7/h2-4H2,1H3

InChI key

NRDQFWXVTPZZAZ-UHFFFAOYSA-N

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Application

  • Butyl chloroformate was used in the synthesis of dextran alkyl carbonates.
  • It was also used in the synthesis of S-tert-alkyl-N,N-alkoxycarbonylmethyl-dithiocarbamate, radical polymerization with reversible addition-fragmentation chain transfer agent.
  • It was used as derivatization reagent in determination of linsidomine in plasma using high-performance liquid chromatographic separation with tandem mass spectrometric detection.

Signal Word

Danger

Hazard Statements

H226,H314,H331

Hazard Classifications

Acute Tox. 3 Inhalation - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

100.4 °F - closed cup

Flash Point(C)

38 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Multiblock copolymer synthesis via controlled radical polymerization in aqueous dispersions. Part 1: Synthesis of S-tert-alkyl-N,N-alkoxycarbonylmethyl-dithiocarbamate.
Bussels R and Koning CE.
Tetrahedron, 61(5), 1167-1174 (2005)
F C Sutherland et al.
Journal of pharmaceutical and biomedical analysis, 22(3), 461-467 (2000-04-15)
A sensitive method for the determination of linsidomine in plasma was developed, using high-performance liquid chromatographic (HPLC) separation with tandem mass spectrometric detection. Linsidomine was derivatised with propyl chloroformate and extracted with tert-butyl methyl ether/1,2-dichloroethane (55:45, v/v), back-extracted into HCl
Andrea Y Garzón-Serrano et al.
Journal of forensic sciences, 65(4), 1085-1093 (2020-03-17)
Ammonium nitrate fuel oil is an explosive mixture found in most antipersonnel landmines (APL) buried throughout the Colombian territory. During more than 50 years of internal conflict, the Colombian government has found that trained dogs are the most effective method to
Thomas Elschner et al.
Carbohydrate polymers, 93(1), 216-223 (2013-03-08)
Dextran alkyl carbonates were synthesized applying ethyl chloroformate, butyl chloroformate, butyl fluoroformate and 1H-imidazole-1-carboxylates. The influence of the reaction conditions on the reaction efficiency and the substitution pattern was studied in detail. The structure of the products obtained was clearly
Tomáš Hložek et al.
Journal of analytical toxicology, 40(9), 749-753 (2016-09-04)
A simple, sensitive and robust method for simultaneous determination of antiepileptic drugs (gabapentin, pregabalin and vigabatrin) in human serum using GC-MS was developed and validated for clinical toxicology purposes. This method employs an emerging class of derivatization agents - alkyl
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