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| | (Bromomethyl)triphenylphosphonium bromide Basic information |
| | (Bromomethyl)triphenylphosphonium bromide Chemical Properties |
| Melting point | 234-236 °C (lit.) | | storage temp. | Inert atmosphere,Room Temperature | | form | Powder | | color | Light beige to pink | | Water Solubility | almost transparency | | BRN | 3579901 | | InChI | 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 | | InChIKey | YFTMLUSIDVFTKU-UHFFFAOYSA-M | | SMILES | [P+](CBr)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Br-] | | CAS DataBase Reference | 1034-49-7(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-28 | | WGK Germany | 3 | | F | 3-10 | | HS Code | 29319019 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | (Bromomethyl)triphenylphosphonium bromide Usage And Synthesis |
| Chemical Properties | Light beige to pink powder | | Uses | Reactant or reagent for synthesis of:
- Vernonia allenes and sesquiterpenoids
- Monohalovinylated pyrethoids with insecticidal activity
- Vitamin D analogs with anticancer activity
Reactant for:
- Asymmetric substitution affecting optical properties of boradiazaindacene dyes
- Carbanionic rearrangements of halomethylenecyclobutanes
Used for diferrocenyl molecular wires | | reaction suitability | reaction type: C-C Bond Formation | | Synthesis | Triphenylphosphine (15.00 g, 57.25 mmol) and dibromomethane (19.92 g, 114.48 mmol) were dissolved in dry toluene (125 mL). The reaction mixture was heated to reflux for 7 days. Upon completion of the reaction, the mixture was cooled to 0 °C, the precipitated white crystals were collected by filtration and washed with toluene to give the final bromomethyltriphenylphosphonium bromide (16.50 g, 66% yield). | | References | [1] Journal of Organic Chemistry, 2000, vol. 65, # 24, p. 8180 - 8187
[2] Journal of the American Chemical Society, 2005, vol. 127, # 41, p. 14182 - 14183
[3] Chemistry - A European Journal, 2010, vol. 16, # 19, p. 5803 - 5811
[4] Journal of Organic Chemistry, 2012, vol. 77, # 5, p. 2149 - 2158
[5] Tetrahedron, 2003, vol. 59, # 7, p. 1021 - 1032 |
| | (Bromomethyl)triphenylphosphonium bromide Preparation Products And Raw materials |
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