CAS 1235-21-8 Acetonyltriphenylphosphonium chloride

Synonyms

acetonyl(triphenyl)phosphonium chloride; AK305630; A1305; SCHEMBL1251194; ST50406702; MCULE-7812361839; CTK3J1507; WLN: 1V1PR&R&R &G; AN-48927; Phosphonium, (2-oxopropyl)triphenyl-, chloride;

IUPAC Name

2-oxopropyl(triphenyl)phosphanium;chloride;

Molecular Weight

354.814g/mol

Molecular Formula

C21H20ClOP;

Canonical SMILES

CC(=O)C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Cl-];

InChI

InChI=1S/C21H20OP.ClH/c1-18(22)17-23(19-11-5-2-6-12-19,20-13-7-3-8-14-20)21-15-9-4-10-16-21;/h2-16H,17H2,1H3;1H/q+1;/p-1;

InChI Key

XAMZZEBAJZJERT-UHFFFAOYSA-M;

Storage

Store below +30°C.

Complexity

328

Covalently-Bonded Unit Count

EC Number

214-974-1

Exact Mass

354.094g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

354.094g/mol

NSC Number

6741

Rotatable Bond Count

Topological Polar Surface Area

17.1A^2

Application

Acetonyltriphenylphosphonium chloride, a white to slightly beige fine crystalline powder, is primarily utilized to explore the antimycobacterial properties of Me alkenyl quinolones. Additionally, it serves as a crucial reactant in the synthesis of unsaturated esters and ketones featuring multiple aromatic and heteroaromatic rings. This compound is central to the Suzuki coupling-Wittig olefination process and is also employed in the creation of fused oxygen and nitrogen heterocycles through regioselective cyclocondensation.

March 14, 2025

Highly Effective Reagent for Complex Syntheses

Acetonyltriphenylphosphonium chloride is outstanding for synthesizing unsaturated esters and ketones. Its reliability and fine crystalline form simplify complex reactions in my research on antimycobacterial agents. Highly recommend for precise applications!