Identification | More | [Name]
Allyltriphenylphosphonium bromide | [CAS]
1560-54-9 | [Synonyms]
ALLYLTRIPHENYLPHOSPHONIUM BROMIDE TAL allyltriphenyl-phosphoniubromide allyltriphenylphosphonium ALLYLTRIPHENYLPHOSPHONIUM BROMIDE (TAL) Allyltriphenylphosphoniumbromide,99% Phosphonium, triphenyl-2-propenyl-, bromide 2-Propenyltriphenylphosphonium bromide Triphenyl(2-propenyl)phosphonium bromide Triphenylallylphosphonium bromide Triphenyl-prop-2-enylphosphanium bromide | [EINECS(EC#)]
216-332-6 | [Molecular Formula]
C21H20BrP | [MDL Number]
MFCD00011808 | [Molecular Weight]
383.26 | [MOL File]
1560-54-9.mol |
Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
222-225 °C (lit.) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Powder | [color ]
White | [Water Solubility ]
decomposes | [Sensitive ]
Hygroscopic | [BRN ]
3579053 | [InChI]
InChI=1S/C21H20P.BrH/c1-2-18-22(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21;/h2-17H,1,18H2;1H/q+1;/p-1 | [InChIKey]
FWYKRJUVEOBFGH-UHFFFAOYSA-M | [SMILES]
[P+](CC=C)(C1C=CC=CC=1)(C1=CC=CC=C1)C1C=CC=CC=1.[Br-] | [CAS DataBase Reference]
1560-54-9(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 . S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
TA1843000
| [HS Code ]
29310095 | [Toxicity]
mouse,LD50,intravenous,22mg/kg (22mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01708, |
Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
Reactant for:
- Preparation of a diol and carbamate chemistry library for common functional groups
- Regioselective synthesis of alkenes via semihydrogenation and semihydrogenation-oxidation of dienes
- Alkene addition of frustrated Lewis pairs
- Olefination of N-sulfonyl imines for stereoselective synthesis of vinyl arenes
- Wittig olefination of aldehydes for preparation of conjugated dienes
- Tandem Michael addition / ylide olefination reactions for the synthesis of highly functionalized cyclohexadienes
| [Application]
Reactant for: Preparation of a diol and carbamate chemistry library for common functional groups Regioselective synthesis of alkenes via semihydrogenation and semihydrogenation-oxidation of dienes Alkene addition of frustrated Lewis pairs Olefination of N-sulfonyl imines for stereoselective synthesis of vinyl arenes Wittig olefination of aldehydes for preparation of conjugated dienes Tandem Michael addition / ylide olefination reactions for the synthesis of highly functionalized cyclohexadienes Reaction of allyltriphenylphosphonium bromide and Garner's aldehyde in basic media provided β- hydroxy-1,3-dienes. Methyl 3-(buta-1,3-dienyl)benzoate 1-(Buta-1,3-dienyl)-4-(trifluoromethyl)benzene 1-(Buta-1,3-dienyl)-2-chlorobenzene 1-Bromo-4-(buta-1,3-dienyl)benzene Buta-1,3-dienylbenzene | [Preparation]
Allyltriphenylphosphonium bromide was synthesized from the reaction of triphenylphosphine and allyl bromide in dry toluene. | [reaction suitability]
reaction type: C-C Bond Formation |
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