Allyltriphenylphosphonium bromide
Synonym(s):2-Propenyltriphenylphosphonium bromide;NSC 110609;NSC 59815
- CAS NO.：1560-54-9
- Empirical Formula: C21H20BrP
- Molecular Weight: 383.26
- MDL number: MFCD00011808
- EINECS: 216-332-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is Allyltriphenylphosphonium bromide?
Chemical properties
white crystalline powder
The Uses of Allyltriphenylphosphonium bromide
Allyltriphenylphosphonium bromide is used for the first time in the preparation of DES. It has been shown to be part of Phosphonium salts, having antiviral activity against influenza virus A. It can be used in witting olefination of aldehydes for preparation of conjugated dienes.
Preparation
Allyltriphenylphosphonium bromide was synthesized from the reaction of triphenylphosphine and allyl bromide in dry toluene.
What are the applications of 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
Properties of Allyltriphenylphosphonium bromide
| 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 |
| CAS DataBase Reference | 1560-54-9(CAS DataBase Reference) |
Safety information for Allyltriphenylphosphonium bromide
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for Allyltriphenylphosphonium bromide
| InChIKey | FWYKRJUVEOBFGH-UHFFFAOYSA-M |
| SMILES | [P+](CC=C)(C1C=CC=CC=1)(C1=CC=CC=C1)C1C=CC=CC=1.[Br-] |
New Products
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