| Identification | More | [Name]
(BROMOMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE | [CAS]
1034-49-7 | [Synonyms]
(BROMOMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE
(BROMOMETHYL)TRIPHENYLPHOSPHONIUM &
(BROMOMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE 98%
Triphenyl(bromomethyl)phosphonium | [EINECS(EC#)]
213-857-2 | [Molecular Formula]
C19H17Br2P | [MDL Number]
MFCD00011864 | [Molecular Weight]
436.12 | [MOL File]
1034-49-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Light beige to pink powder | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . | [WGK Germany ]
3
| [F ]
3-10 | [HS Code ]
29319019 |
| Hazard Information | Back Directory | [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 |
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