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236349

Sigma-Aldrich

Butyryl chloride

≥99%

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About This Item

Linear Formula:
CH3CH2CH2COCl
CAS Number:
Molecular Weight:
106.55
Beilstein:
605395
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.7 (vs air)

Quality Level

Assay

≥99%

form

liquid

refractive index

n20/D 1.412 (lit.)

bp

102 °C (lit.)

mp

−89 °C (lit.)

solubility

diethyl ether: miscible(lit.)

density

1.026 g/mL at 25 °C (lit.)

SMILES string

CCCC(Cl)=O

InChI

1S/C4H7ClO/c1-2-3-4(5)6/h2-3H2,1H3

InChI key

DVECBJCOGJRVPX-UHFFFAOYSA-N

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General description

Photchlorination of butyryl chloride in liquid phase has been investigated.

Application

Butyryl chloride can be used as:
  • A reagent in the acylation of thiophene in the liquid phase catalyzed by zeolites.
  • A source of CO and -Cl in the chlorocarbonylation of aryl bromides to yield acid chlorides.
  • An intermediate in the synthesis of aryl [11C]methylsulfones for PET applications.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

64.4 °F - DIN 51755 Part 1

Flash Point(C)

18 °C - DIN 51755 Part 1

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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A general method for the synthesis of aryl [11C] methylsulfones: potential PET probes for imaging cyclooxygenase-2 expression
Majo VJ, et al.
Bioorganic & Medicinal Chemistry Letters, 15(19), 4268-4271 (2005)
CHLORINATION OF BUTYRYL CHLORIDE IN THE LIQUID-PHASE.
Korhonen IO.
Acta Chemica Scandinavica. Series B, 35(3), 175-178 (1981)
A lewis acid site-activated reaction in zeolites: thiophene acylation by butyryl chloride.
Isaev Y and Fripiat JJ.
J. Catal., 182(1), 257-263 (1999)
Palladium-catalyzed Chlorocarbonylation of Aryl (pseudo) Halides through in situ Generation of Carbon Monoxide
Boehm P, et al.
Angewandte Chemie (International Edition in English), 132(41), 18043-18052 (2020)
A Lewis acid site-activated reaction in zeolites: Thiophene acylation by butyryl chloride
Isaev Y and Fripiat JJ
J. Catal., 182(1), 257-263 (1999)

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