369047

Sigma-Aldrich

(tert-Butoxycarbonylmethyl)triphenylphosphonium bromide

98%

Synonym(s):
NSC 82468
Linear Formula:
(CH3)3CO2CCH2P(C6H5)3Br
CAS Number:
Molecular Weight:
459.36
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

98%

reaction suitability

reaction type: C-C Bond Formation

mp

178 °C (dec.) (lit.)

SMILES string

[Br-].CC(C)(C)OC(=O)C[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C24H26O2P.BrH/c1-24(2,3)26-23(25)19-27(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22;/h4-18H,19H2,1-3H3;1H/q+1;/p-1

InChI key

ZGLFRTJDWWKIAK-UHFFFAOYSA-M

Application

Reactant for:
  • Rhodium-catalyzed asymmetric hydrogenation reactions
  • Wittig reaction
  • Wittig methylenation
  • Preparation of N-(phenylmethyl)-cis-pyrrolidinediacetic acid esters via double aza-Michael addition reaction
  • Stereoselective preparation of of α-fluoro-α,β-unsaturated esters via deprotonation, followed by fluorination and stereoselective Wittig olefination with aldehydes
  • Wittig chain extension reactions

Packaging

10, 50 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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