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708496

Sigma-Aldrich

Acetyl chloride solution

1 M in methylene chloride

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About This Item

Empirical Formula (Hill Notation):
C2H3ClO
CAS Number:
Molecular Weight:
78.50
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

form

liquid

concentration

1 M in methylene chloride

refractive index

n20/D 1.423

density

1.294 g/mL at 25 °C

SMILES string

CC(Cl)=O

InChI

1S/C2H3ClO/c1-2(3)4/h1H3

InChI key

WETWJCDKMRHUPV-UHFFFAOYSA-N

Application

Acetyl chloride (AcCl) can be used as:
  • An acylating reagent to prepare useful key intermediates in organic synthesis.
  • A reagent to convert oxathioacetals and dithioacetals into corresponding carbonyl compounds in the presence of sodium nitrite.
  • An activating or acylating reagent in solid-phase organic synthesis.
  • A reagent to prepare various alkyl and aryl tetrahydropyranyl ethers from corresponding alcohols.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system

WGK

WGK 2

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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New phenylfluorenyl based linkers for solid phase synthesis
Bleicher KH, et al.
Tetrahedron Letters, 41(47), 9037-9042 (2000)
Selective synthesis of spirooxindoles via a two-step reaction of N-phenacylpyridinium bromide, 1, 3-indanedione and N-alkylisations
Sun J, et al.
Organic & Biomolecular Chemistry, 17(16), 3978-3983 (2019)
Solid phase synthesis of styrylquinazolinones
Theoclitou M-E, et al.
Tetrahedron Letters, 41(13), 2051-2054 (2000)
A highly efficient procedure for regeneration of carbonyl groups from their corresponding oxathioacetals and dithioacetals using sodium nitrite and acetyl chloride in dichloromethane
Khan AT, et al.
Synlett, 2003(03), 0377-0381 (2003)
Acetyl chloride-mediated mild and chemoselective attachment and removal of tetrahydropyranyl (THP) group
Yeom C-E, et al.
Bulletin of the Korean Chemical Society,, 28(1), 103-107 (2007)

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