Description
Benzyloxyacetyl chloride (CAS No. 19810-31-2) is a highly reactive organic compound with the molecular formula C9H9ClO2. This clear to pale yellow liquid is widely used as a key intermediate in organic synthesis, particularly in the preparation of esters, amides, and other acyl derivatives. Its IUPAC name, 2-phenylmethoxyacetyl chloride, reflects its structural composition featuring a benzyloxy group attached to an acetyl chloride moiety. This compound is moisture-sensitive and should be stored under inert conditions to prevent hydrolysis. With a purity of ≥95%, it is suitable for research and industrial applications in pharmaceuticals, agrochemicals, and specialty chemicals. Proper handling with appropriate PPE is recommended due to its corrosive and lachrymatory properties.
Properties
- CAS Number: 19810-31-2
- Complexity: 141
- IUPAC Name: 2-benzyloxyacetyl chloride
- InChI: InChI=1S/C9H9ClO2/c10-9(11)7-12-6-8-4-2-1-3-5-8/h1-5H,6-7H2
- InChI Key: QISAUDWTBBNJIR-UHFFFAOYSA-N
- Exact Mass: 184.0291072
- Molecular Formula: C9H9ClO2
- Molecular Weight: 184.62
- SMILES: C1=CC=C(C=C1)COCC(=O)Cl
- Topological: 26.3
- Monoisotopic Mass: 184.0291072
- Synonyms: Benzyloxyacetyl chloride, 629-534-8, 19810-31-2, 2-(benzyloxy)acetyl chloride, 2-phenylmethoxyacetyl chloride, Acetyl chloride, 2-(phenylmethoxy)-, Benzyloxy acetyl chloride, Benzyloxyacetylchloride, (benzyloxy)acetyl chloride, benzyloxyacetic acid chloride, ACETYL CHLORIDE, (PHENYLMETHOXY)-, Acetyl chloride, (benzyloxy)-, alpha-(Benzyloxy)acetyl chloride, BnOCH2COCl, MFCD00010768, benzyloxy acetylchloride, 2-benzoxyacetyl chloride, (benzyloxy)acetylchloride, Benzyloxy-acetyl chloride, 2-benzyloxyacetyl chloride, 2-(benzyloxy)acetylchloride, 2-benzyloxy acetyl chloride, SCHEMBL73270, 2-(benzyloxy)ethanoyl chloride, Benzyloxyacetyl chloride, 95%, 2-(phenylmethoxy)acetyl chloride, DTXSID00941641, FD7227, SBB063195, AKOS005206716, CS-W016979, NCGC00165989-01, DS-13549, DB-012996, A4344, EN300-198150, F2191-0263
Application
Benzyloxyacetyl chloride is primarily employed as an acylating agent in the synthesis of complex organic molecules. It finds application in pharmaceutical research for the preparation of prodrugs and active pharmaceutical ingredients (APIs). The compound is also utilized in material science for modifying polymer backbones and creating functionalized materials. Its reactivity makes it valuable in peptide coupling reactions and the production of fine chemicals.
Safety and Hazards
GHS Hazard Statements
- H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
Precautionary Statements
- P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501
Hazard Classes and Categories
- Skin Corr. 1B (100%)
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