(tert-Butoxycarbonylmethyl)triphenylphosphonium bromide - ≥98%(HPLC) , CAS No.59159-39-6

CAS: 59159-39-6 Cat. No.: T139046 Molecular Weight: 459.36 EC Number: 628-357-3 PubChem CID: 2733853

GRADE & PURITY ≥98%(HPLC)

Synonyms

SCHEMBL629737 | (2-tert-butoxy-2-oxoethyl)triphenylphosphonium bromide | [2-(tert-Butoxy)-2-oxoethyl]triphenylphosphonium Bromide | Phosphonium, [2-(1,1-dimethylethoxy)-2-oxoethyl]triphenyl-, bromide | [2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-triphenylph

Storage

Room temperature

Shipped In

Normal

Overview

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

Specifications

Synonyms

SCHEMBL629737 | (2-tert-butoxy-2-oxoethyl)triphenylphosphonium bromide | [2-(tert-Butoxy)-2-oxoethyl]triphenylphosphonium Bromide | Phosphonium, [2-(1, 1-dimethylethoxy)-2-oxoethyl]triphenyl-, bromide | [2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-triphenylph

Specifications & Purity

≥98%(HPLC)

Storage

Room temperature

Shipped In

Normal

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488192444
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192444
• Canonical Smiles: CC(C)(C)OC(=O)C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• IUPAC Name: [2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-triphenylphosphanium;bromide
• InChIKey: ZGLFRTJDWWKIAK-UHFFFAOYSA-M
• 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
• Isomeric SMILES: CC(C)(C)OC(=O)C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• WGK Germany: 3
• PubChem CID: 2733853
• Molecular Weight: 459.36
• Reaxy-Rn: 4631405

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenylphosphines and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylphosphines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylphosphines and derivatives
• Alternative Parents: Carboxylic acid esters Monocarboxylic acids and derivatives Organopnictogen compounds Organophosphorus compounds Organic oxides Organic bromide salts Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Triphenylphosphine - Phenylphosphine - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic bromide salt - Organic salt - Organophosphorus compound - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylphosphines and derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in Methanol
• Melt Point(°C): 176°C(dec.)(lit.)
• Molecular Weight: 457.300 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 456.085 Da
• Monoisotopic Mass: 456.085 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 418.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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