Butyltriphenylphosphonium bromide - ≥98% , CAS No.1779-51-7

CAS: 1779-51-7 Cat. No.: B107826 Molecular Weight: 399.3 Beilstein Registry Number: 3580224 EC Number: 217-219-4

GRADE & PURITY ≥98%

Synonyms

TBP | Q-200774 | (1-BUTYL)TRIPHENYLPHOSPHONIUM BROMIDE;BUTYL TRIPHENYL PHOSPHINE BROMIDE;BUTYL TRIPHENYL PHOSPHOROUS BROMIDE;BUTYLTRIPHENYLPHOSPHONIUM BROMIDE;N-BUTYLTRIPHENYLPHOSPHONIUM BROMIDE;TBP | butyl(triphenyl)phosphonium bromide | NSC59684 | Phosp

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

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

Specifications

Synonyms

TBP | Q-200774 | (1-BUTYL)TRIPHENYLPHOSPHONIUM BROMIDE;BUTYL TRIPHENYL PHOSPHINE BROMIDE;BUTYL TRIPHENYL PHOSPHOROUS BROMIDE;BUTYLTRIPHENYLPHOSPHONIUM BROMIDE;N-BUTYLTRIPHENYLPHOSPHONIUM BROMIDE;TBP | butyl(triphenyl)phosphonium bromide | NSC59684 | Phosp

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488188297
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488188297
• Canonical Smiles: CCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• IUPAC Name: butyl(triphenyl)phosphanium;bromide
• InChIKey: IKWKJIWDLVYZIY-UHFFFAOYSA-M
• 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
• Isomeric SMILES: CCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• WGK Germany: 3
• RTECS: TA1855200
• Molecular Weight: 399.3
• Beilstein: 3580224
• Reaxy-Rn: 3580224
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3580224&ln=

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: Organopnictogen compounds Organophosphorus compounds Organic bromide salts Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Triphenylphosphine - Phenylphosphine - Organopnictogen compound - Hydrocarbon derivative - Organic bromide salt - Organic salt - Organophosphorus compound - 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

Associated Targets(Human)

MCF-10A (2462 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SK-BR-3 (5175 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Melt Point(°C): 243 °C
• Molecular Weight: 399.300 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 398.08 Da
• Monoisotopic Mass: 398.08 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 273.000
• 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

XLogP3

References

1. Weidong Zhou, Tao Xu, Xiaowei Wang, Erjuan Zhi, Jun Liu, Wei Zhang, Junhui Ji.  (2012)  In situ polymerized nanocomposites of poly(butylene succinate)/Tio2 nanofibers: molecular weight, morphology, and thermal properties.  JOURNAL OF APPLIED POLYMER SCIENCE,  127  (1): (733-739).  [PMID:] [10.1002/app.37724]

2. Maida Akhlaq, Maliha Uroos.  (2024)  Applications of tetrabutylphosphonium-based ionic liquids: A state-of-the-art review.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2024.125075]

3. Min Wang, Yajie Yue, Jingjing Zhang, Yifan Qin, Liyan Jia, Xu Jing.  (2024)  Dispersive liquid-liquid microextraction based on magnetic deep eutectic solvent for the determination of succinate dehydrogenase inhibitors in water, juice, wine, and vinegar.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2024.106411]