Benzyltriphenylphosphonium bromide
- CAS No.
- 1449-46-3
- Chemical Name:
- Benzyltriphenylphosphonium bromide
- Synonyms
- TZP;SKL082;NSC 54813;CAS1449-46-3;Benzyltriphen;Benzyl triphenyl pho;Benzyl threephosphoniuM broMide;Benzyltriphenylphosphine bromide;Benzyltriphenylphosphanium bromid;Bromo(benzyl)triphenylphosphorane
- CBNumber:
- CB4319243
- Molecular Formula:
- C25H22BrP
- Molecular Weight:
- 433.32
- MDL Number:
- MFCD00031707
- MOL File:
- 1449-46-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 295-298 °C(lit.) |
|---|---|
| storage temp. | Inert atmosphere,Room Temperature |
| form | solid |
| color | White to Almost white |
| Water Solubility | Soluble in water. |
| Sensitive | Hygroscopic |
| BRN | 3599867 |
| InChI | InChI=1S/C25H22P.BrH/c1-5-13-22(14-6-1)21-26(23-15-7-2-8-16-23,24-17-9-3-10-18-24)25-19-11-4-12-20-25;/h1-20H,21H2;1H/q+1;/p-1 |
| InChIKey | WTEPWWCRWNCUNA-UHFFFAOYSA-M |
| SMILES | [P+](CC1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1=CC=CC=C1.[Br-] |
| CAS DataBase Reference | 1449-46-3(CAS DataBase Reference) |
| UNSPSC Code | 12352002 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36/37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29319090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
Benzyltriphenylphosphonium bromide price More Price(48)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 430056 | Benzyltriphenylphosphonium bromide 96% | 1449-46-3 | 50g | $120 | 2026-04-30 | Buy |
| Sigma-Aldrich | 430056 | Benzyltriphenylphosphonium bromide 96% | 1449-46-3 | 250g | $328 | 2025-07-31 | Buy |
| TCI Chemical | B2025 | Benzyltriphenylphosphonium Bromide >98.0%(HPLC)(T) | 1449-46-3 | 25g | $36 | 2026-04-30 | Buy |
| TRC | TRC-B316170-5G | Benzyltriphenylphosphonium bromide | 1449-46-3 | 5g | $84 | 2026-06-03 | Buy |
| TRC | TRC-B316170-1G | Benzyltriphenylphosphonium bromide | 1449-46-3 | 1g | $72 | 2026-06-03 | Buy |
Benzyltriphenylphosphonium bromide Chemical Properties,Uses,Production
Preparation
Benzyl triphenylphosphonium bromide is prepared by the following steps:To a solution of Ph3P (22 g, 0.084 mol) in toluene, BnBr (10 ml, 0.084 mol) was added dropwise with ice-cooling and stirred at room temperature for 2 hours. A solid was formed, which was filtered and washed with toluene and then dry pet ether to remove unreacted Ph3P. The salt was dried under vacuum (35 g, 96% yield).
Chemical Properties
WHITE CRYSTALLINE POWDER
Uses
Benzyltriphenylphosphonium bromide is used as a reactant for stereoselective azidolysis of vinyl epoxides, enantioselective aziridination and Friedel-Crafts cyclization for asymmetric synthesis of dihydrexidine, biomimetic iron(III) mediated oxidative dimerization for synthesis of benzoquinone parvistemin A, enantioselective synthesis of syn-diarylheptanoids from D-glucose, preparation of β-amyloid plaque ligands and decarboxylative cyclopropanation. It react with 4-methyl-oxetan-2-one to produce 4-hydroxy-1-phenyl-1-(triphenyl-l5-phosphanylidene)-pentan-2-one.
reaction suitability
reaction type: C-C Bond Formation
Synthesis
100-39-0
603-35-0
1449-46-3
The general procedure for the synthesis of triphenylbenzylphosphonium bromide from benzylbromide and triphenylphosphine was as follows: triphenylphosphine (7.868 g, 1.0 eq.) and benzylbromide (3.73 mL, 1.04 eq.) were dissolved in dimethylformamide (DMF) (30 mL) and the mixture was transferred to a 100 mL round bottom flask equipped with a reflux condenser. The reaction mixture was heated to reflux and kept for 1 hr and subsequently cooled to room temperature. The precipitated white crystalline solid was collected by filtration, washed with ether (100 mL) and finally dried under vacuum at 60 °C for 5 h to afford the product triphenylbenzylphosphonium bromide (12.676 g, 98% yield).
References
[1] Synthetic Communications, 2001, vol. 31, # 21, p. 3377 - 3382
[2] Journal of Organic Chemistry, 2018, vol. 83, # 7, p. 3529 - 3536
[3] Canadian Journal of Chemistry, 2004, vol. 82, # 9, p. 1365 - 1371
[4] Patent: WO2004/52823, 2004, A1. Location in patent: Page 8
[5] Organic Letters, 2013, vol. 15, # 22, p. 5650 - 5653
Benzyltriphenylphosphonium bromide Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Integrity（Anhui）Biopharma Co., Ltd. | 18655878467 | fayinzheng@163.com | China | 37 | 55 |
| Macheng jinxin biotechnology co., LTD | 18271582018 | 1126319697@qq.com | China | 1525 | 58 |
| Hubei Zhonglong Kangsheng Fine Chemical Co., Ltd. | 18171205315; 18171205315 | 1213219329@qq.com | China | 982 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Beijing Donghualituo Techonlogy Development Co.,Ltd. | 010-88425576 | sales@dhltchem.com | China | 793 | 59 |
| future industrial shanghai co., ltd | 400-0066400 13621662912 | sales@jonln.com | China | 1989 | 65 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
View Lastest Price from Benzyltriphenylphosphonium bromide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-11 | Benzyltriphenylphosphonium bromide
1449-46-3
|
1KG | 98%min | 30tons/month | WUHAN FORTUNA CHEMICAL CO., LTD | ||
 |
2026-09-02 | BENZYLTRIPHENYLPHOSPHONIUM BROMIDE
1449-46-3
|
$5.00 | 1KG | 99% | Henan Fengda Chemical Co., Ltd | ||
 |
2026-08-07 | BenzyltriphenylphosphoniuM broMide
1449-46-3
|
$1.00 | 1KG | 99% | 20 tons | Shaanxi Dideu Medichem Co. Ltd |
-
- Benzyltriphenylphosphonium bromide
1449-46-3
- $0.00
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- BENZYLTRIPHENYLPHOSPHONIUM BROMIDE
1449-46-3
- $5.00
- 99%
- Henan Fengda Chemical Co., Ltd
-
- BenzyltriphenylphosphoniuM broMide
1449-46-3
- $1.00
- 99%
- Shaanxi Dideu Medichem Co. Ltd
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