Acetonyl triphenylphosphonium bromide

Base Information

• Chemical Name: Acetonyl triphenylphosphonium bromide
• CAS No.: 2236-01-3
• Molecular Formula: C21H20 O P . Br
• Molecular Weight: 399.267
• Hs Code.: 2931900090
• European Community (EC) Number: 218-796-5
• DSSTox Substance ID: DTXSID50945013
• Mol file: 2236-01-3.mol

Synonyms:2236-01-3;ACETONYL TRIPHENYLPHOSPHONIUM BROMIDE;Acetonyltriphenylphosphonium bromide;(2-Oxopropyl)triphenylphosphonium bromide;2-oxopropyl(triphenyl)phosphanium;bromide;phosphonium, (2-oxopropyl)triphenyl-, bromide;EINECS 218-796-5;(ACETONYL)TRIPHENYLPHOSPHONIUM BROMIDE;Phosphonium,(2-oxopropyl)triphenyl-,bromide(1:1);SCHEMBL2446505;DTXSID50945013;CAA23601;MFCD00051863;2-Oxopropyltriphenylphosphonium bromide;AKOS017345126;2-oxopropyl-triphenylphosphonium bromide;(2-Oxopropyl)(triphenyl)phosphanium bromide;CS-0206962;FT-0634155

Chemical Property of Acetonyl triphenylphosphonium bromide

Chemical Property:

• Melting Point: 226-227°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 30.66000
• Density: g/cm³
• LogP: 0.57350
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 398.04351
• Heavy Atom Count: 24
• Complexity: 328

Purity/Quality:

99% ^*data from raw suppliers

(ACETONYL)TRIPHENYLPHOSPHONIUM BROMIDE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]

Technology Process of Acetonyl triphenylphosphonium bromide

There total 24 articles about Acetonyl triphenylphosphonium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.5%

propargyl bromide (106-96-7) + triphenylphosphine (603-35-0) → triphenyl(prop-2-ynyl)phosphonium bromide (2091-46-5) + acetonyltriphenylphosphonium bromide (2236-01-3) + propadienyltriphenylphosphonium bromide

Guidance literature:

With hydrogen bromide; In 1,4-dioxane; at 100 ℃;

DOI:10.1134/S1070363208060133

Reference yield: 38.0%

triphenyl(prop-2-ynyl)phosphonium bromide (2091-46-5) → (2-bromoprop-2-enyl)triphenylphosphonium bromide (1160836-95-2) + acetonyltriphenylphosphonium bromide (2236-01-3)

Guidance literature:

With hydrogen bromide; In ethanol; for 1h; Heating;

DOI:10.1134/S1070363208060133

Reference yield: 25.0%

[(E)-2-(4-Nitro-benzoyloxy)-propenyl]-triphenyl-phosphonium; bromide → 4-nitrobenzoic acid methyl ester (619-50-1) + acetonyltriphenylphosphonium bromide (2236-01-3)

Guidance literature:

With methanol; In chloroform; Yields of byproduct given; Ambient temperature;

upstream raw materials:

triphenylphosphine

1-bromoacetone

1-triphenylphosphoranylidene-2-propanone

methanol

Downstream raw materials:

(E)-3-Acetonyliden-isobenzofuran-1(3H)-on

[2-(hydroxyimino)propyl](triphenyl)phosphonium bromide

1-methyl-3-(2-oxopropylidene)indolin-2-one

1-benzyl-3-(2-oxopropylidene)indolin-2-one

Refernces

• 1、 Wei, Hongbo,Li, Yun,Xiao, Ke,Cheng, Bin,Wang, Huifei,Hu, Lin,Zhai, Hongbin. "Synthesis of Polysubstituted Pyridines via a One-Pot Metal-Free Strategy". supporting information. p. 5974 - 5977. Retrieved 2016/01/09.
• 2、 Bagdasaryan,Pogosyan,Panosyan,Indzhikyan. "Synthesis and transformations of triphenylpropargylphosphonium bromide". . p. 1177 - 1183. Retrieved 2008/12/22.