| Identification | More | [Name]
Butyltriphenylphosphonium bromide | [CAS]
1779-51-7 | [Synonyms]
(1-BUTYL)TRIPHENYLPHOSPHONIUM BROMIDE
BTPPBR
BUTYLTRIPHENYLPHOSPHONIUM BROMIDE
BUTYL TRIPHENYL PHOSPHOROUS BROMIDE
N-BUTYLTRIPHENYLPHOSPHONIUM BROMIDE
TBP
butyltriphenyl-phosphoniubromide
Phosphonium,butyltriphenyl-,bromide
Butylriphenylphosphonium Bromide
Butyl Triphenyl Phosphorium Bromide
BUTPPBR: BUTYLTRIPHENYLPHOSPHONIUM BROMIDE
Butyltriphenylbromophosphine
Butyl bromide triphenylphosphine salt
Triphenylbutylphosphonium bromide | [EINECS(EC#)]
217-219-4 | [Molecular Formula]
C22H24BrP | [MDL Number]
MFCD00011855 | [Molecular Weight]
399.3 | [MOL File]
1779-51-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
240-243 °C(lit.)
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform, Methanol | [form ]
Crystalline Powder | [color ]
White | [Water Solubility ]
soluble | [Sensitive ]
Hygroscopic | [BRN ]
3580224 | [InChI]
InChI=1S/C22H24P.BrH/c1-2-3-19-23(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22;/h4-18H,2-3,19H2,1H3;1H/q+1;/p-1 | [InChIKey]
IKWKJIWDLVYZIY-UHFFFAOYSA-M | [SMILES]
[P+](CCCC)(C1C=CC=CC=1)(C1C=CC=CC=1)C1=CC=CC=C1.[Br-] | [CAS DataBase Reference]
1779-51-7(CAS DataBase Reference) | [EPA Substance Registry System]
1779-51-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R21/22:Harmful in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
3464 | [WGK Germany ]
3
| [RTECS ]
TA1855200
| [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29319099 | [Storage Class]
13 - Non Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
PTC catalyst | [Uses]
Reactant for:
Free radical 5-exo-dig cyclization
Intramolecular hydroacylalkoxylation
Wittig reactions for stereoselective synthesis of alkenes
Dimerization of α-olefins
Alkylidenation of hydrazides for synthesis of indoles
Tandem cyclization and 1,2-thiolate shift of nitrogen ylides | [Uses]
suzuki reaction | [reaction suitability]
reaction type: C-C Bond Formation | [Synthesis]
Under nitrogen protection, 280 g of bromobutane and 696 g of triphenylphosphine were added to a 2 L four-neck flask dissolved in 500 mL of xylene. The reaction mixture was heated to reflux temperature with continuous stirring for 6 hours. After completion of the reaction, the system was cooled to room temperature, the precipitated white crystals were collected by filtration and washed with xylene. After drying, 797 g of butyltriphenylphosphonium bromide was obtained as a white solid in 97.7% yield. | [References]
[1] Patent: JP6136589, 2017, B2. Location in patent: Paragraph 0102-0104
[2] Acta Chimica Hungarica, 1987, vol. 124, # 5, p. 737 - 748
[3] Journal of Fluorine Chemistry, 2002, vol. 113, # 2, p. 177 - 183
[4] Pharmazie, 1999, vol. 54, # 1, p. 26 - 30
[5] Synthetic Communications, 1981, vol. 11, # 2, p. 125 - 132 |
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