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(Bromomethyl)triphenylphosphonium bromide
Catalog Number
ACM1034497
Product Name
(Bromomethyl)triphenylphosphonium bromide
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/1034-49-7.gif)
CAS
1034-49-7
Synonyms
DB-005516; AX8046473; TL8000148; (Bromomethyl)-triphenylphosphonium bromide; Phosphonium, (bromomethyl)triphenyl-, bromide; bromomethyl triphenylphosphonium bromide; KS-00000YQW; LS41363; SCHEMBL320149; NSC 193751;
IUPAC Name
bromomethyl(triphenyl)phosphanium;bromide
Molecular Weight
436.12
Molecular Formula
C19H17Br2P
Canonical SMILES
C1=CC=C(C=C1)[P+](CBr)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-];
InChI
YFTMLUSIDVFTKU-UHFFFAOYSA-M
InChI Key
InChI=1S/C19H17BrP.BrH/c20-16-21(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19;/h1-15H,16H2;1H/q+1;/p-1
Melting Point
234-236 °C(lit.)
Purity
98%
Appearance
Solid
Complexity
253
Covalently-Bonded Unit Count
2
EC Number
213-857-2
Exact Mass
435.941g/mol
H-Bond Acceptor
1
Heavy Atom Count
22
Isomeric SMILES
C1=CC=C(C=C1)[P+](CBr)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
Monoisotopic Mass
433.943g/mol
NSC Number
193751
Rotatable Bond Count
4
Topological Polar Surface Area
0A^2
Application
(Bromomethyl)triphenylphosphonium bromide is a versatile chemical compound, typically appearing as a light beige to pink powder, used extensively in various synthesis processes. It serves as a reactant or reagent for the production of Vernonia allenes and sesquiterpenoids, contributing to the synthesis of compounds with significant biological activity. Additionally, it is instrumental in creating monohalovinylated pyrethroids, known for their potent insecticidal properties, and in the development of Vitamin D analogs that exhibit anticancer activities. The compound also plays a crucial role in asymmetric substitution reactions that enhance the optical properties of boradiazaindacene dyes, as well as in carbanionic rearrangements of halomethylenecyclobutanes. Furthermore, it is utilized in the preparation of diferrocenyl molecular wires, underscoring its importance in high-level chemical research and synthesis.
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