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369047

Sigma-Aldrich

(tert-Butoxycarbonylmethyl)triphenylphosphonium bromide

98%

Synonym(s):

NSC 82468

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About This Item

Linear Formula:
(CH3)3CO2CCH2P(C6H5)3Br
CAS Number:
Molecular Weight:
459.36
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

reaction suitability

reaction type: C-C Bond Formation

mp

178 °C (dec.) (lit.)

functional group

ester
phosphine

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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