Phosphonium, (dibromomethyl)triphenyl-, bromide

Base Information

Chemical Name:Phosphonium, (dibromomethyl)triphenyl-, bromide
CAS No.:56506-90-2
Molecular Formula:C19H16 Br2 P . Br
Molecular Weight:515.022
Hs Code.:
NSC Number:74743
DSSTox Substance ID:DTXSID30447060

Synonyms:56506-90-2;Phosphonium, (dibromomethyl)triphenyl-, bromide;Dibromomethyl-triphenyl-phosphonium bromide;AGN-PC-0NC8R6;SCHEMBL510075;DTXSID30447060;VZZZWTJRBHETPC-UHFFFAOYSA-M;NSC74743;NSC-74743;(dibromomethyl)triphenylphosphonium bromide;dibromomethyl(triphenyl)phosphanium;bromide

Suppliers and Price of Phosphonium, (dibromomethyl)triphenyl-, bromide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 8 raw suppliers

Chemical Property of Phosphonium, (dibromomethyl)triphenyl-, bromide

Chemical Property:

Boiling Point:°Cat760mmHg
Flash Point:°C
Density:g/cm³
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:513.85193
Heavy Atom Count:23
Complexity:281

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C(C=C1)[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C(Br)Br.[Br-]
General Description (Dibromomethyl)(triphenyl)phosphonium bromide is a reagent used in the synthesis of 1,1-dibromo-1-alkenes from aldoses via in situ generation of dibromomethylenetriphenylphosphorane in the presence of zinc, facilitating Wittig olefination reactions to yield unsaturated adducts efficiently. It also serves as a key intermediate in stereoselective olefination strategies, such as the Tanino-Miyashita reaction, contributing to the synthesis of complex molecules like vinyliodides in natural product total synthesis.

Technology Process of Phosphonium, (dibromomethyl)triphenyl-, bromide

There total 6 articles about Phosphonium, (dibromomethyl)triphenyl-, 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: 88.0%

: 558-13-4
carbon tetrabromide

: 603-35-0
triphenylphosphine

: 56506-90-2
(dibromomethyl)(triphenyl)phosphonium bromide

Guidance literature:: carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 0.5h;

With water; In dichloromethane;
DOI:10.1002/ejoc.201001245

Reference yield:

: 19493-09-5
Methylenetriphenylphosphorane

: 1034-49-7
(bromomethyl)triphenyl phosphonium bromide

: 1779-49-3
Methyltriphenylphosphonium bromide

: 56506-89-9
tribromomethyltriphenylphosphonium bromide

: 56506-90-2
(dibromomethyl)(triphenyl)phosphonium bromide

Guidance literature:: With 1,2-dibromo-1,1,2,2-tetrafluoroethane; In diethyl ether; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4039(01)91362-0

Reference yield:

: 1779-58-4
(methyloxycarbonylmethyl)triphenylphosphonium bromide

: 56506-90-2
(dibromomethyl)(triphenyl)phosphonium bromide

Guidance literature:: Multi-step reaction with 3 steps

1: Br₂, NaOAc / acetic acid

2: Br₂ / CHCl₃

3: acetonitrile

With bromine; sodium acetate; In chloroform; acetic acid; acetonitrile;