(2-Nitrobenzyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (2-Nitrobenzyl)triphenylphosphonium bromide
• CAS No.: 23308-83-0
• Molecular Formula: C25H21 N O2 P . Br
• Molecular Weight: 478.325
• Hs Code.: 2931900090
• European Community (EC) Number: 621-750-0
• NSC Number: 226219
• DSSTox Substance ID: DTXSID20447054
• Mol file: 23308-83-0.mol

Synonyms:(2-Nitrobenzyl)triphenylphosphonium bromide;23308-83-0;(2-nitrophenyl)methyl-triphenylphosphanium;bromide;(2-NITRO-BENZYL)-TRIPHENYL-PHOSPHONIUM, BROMIDE;(2-Nitrobenzyl)triphenylphosphoniumbromide;SCHEMBL2546696;DTXSID20447054;ATURWXASWONPRT-UHFFFAOYSA-M;Phosphonium, [(2-nitrophenyl)methyl]triphenyl-, bromide (1:1);YAA30883;NSC226219;AKOS005068019;AB86694;NSC-226219;2-nitro-benzyltriphenylphosphonium bromide;CS-0037645;FT-0604645;(2-nitrobenzyl)(triphenyl)phosphonium bromide;W10694;A816663;(2-nitrophenyl)methyl-triphenyl-phosphonium bromide;[(2-Nitrophenyl)methyl](triphenyl)phosphanium bromide

Chemical Property of (2-Nitrobenzyl)triphenylphosphonium bromide

Chemical Property:

• Melting Point: 238-240°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 59.41000
• Density: g/cm³
• LogP: 2.61610
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 477.04933
• Heavy Atom Count: 30
• Complexity: 470

Purity/Quality:

97% ^*data from raw suppliers

(2-Nitrobenzyl)triphenylphosphoniumbromide 98% ^*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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CC2=CC=CC=C2[N+](=O)[O-])(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]

Technology Process of (2-Nitrobenzyl)triphenylphosphonium bromide

There total 3 articles about (2-Nitrobenzyl)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: 100.0%

triphenylphosphine (603-35-0) + 2-nitrophenylmethyl bromide (3958-60-9) → (2-nitrobenzyl)triphenylphosphonium bromide (23308-83-0)

Guidance literature:

In acetonitrile; for 4.5h; Reflux;

DOI:10.1021/acsmedchemlett.5b00170

Reference yield:

1-methyl-2-nitrobenzene (88-72-2) → (2-nitrobenzyl)triphenylphosphonium bromide (23308-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-bromosuccinimide; benzoyl peroxide / CCl₄ / 5 h / Heating

2: 36.0 g / benzene / 20 °C

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; benzene;

DOI:10.1002/poc.837

Reference yield:

1-methyl-2-nitrobenzene (88-72-2) + triphenylphosphine (603-35-0) → (2-nitrobenzyl)triphenylphosphonium bromide (23308-83-0)

Guidance literature:

With bromine; Yield given. Multistep reaction; 1.) CCl₄, irradiation; 2.) benzene;

upstream raw materials:

1-methyl-2-nitrobenzene

triphenylphosphine

2-nitrophenylmethyl bromide

Downstream raw materials:

cis-2-<2-(2-nitrophenyl)vinyl>furan

trans-2-<2-(2-nitrophenyl)vinyl>furan

cis-2-methyl-5-<2-(2-nitrophenyl)vinyl>furan

trans-2-methyl-5-<2-(2-nitrophenyl)vinyl>furan