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B32807

Sigma-Aldrich

Benzyltriphenylphosphonium chloride

99%

Synonym(s):

BTPPC, NSC 116712, Triphenyl(phenylmethyl)phosphonium chloride

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About This Item

Linear Formula:
C6H5CH2P(Cl)(C6H5)3
CAS Number:
1100-88-5
Molecular Weight:
388.87
Beilstein:
3599868
EC Number:
214-154-3
MDL number:
MFCD00011913
UNSPSC Code:
12352107
PubChem Substance ID:
24891707
NACRES:
NA.22

Assay

99%

form

powder

reaction suitability

reaction type: C-C Bond Formation

mp

≥300 °C (lit.)

SMILES string

[Cl-].C(c1ccccc1)[P+](c2ccccc2)(c3ccccc3)c4ccccc4

InChI

1S/C25H22P.ClH/c1-5-13-22(14-6-1)21-26(23-15-7-2-8-16-23,24-17-9-3-10-18-24)25-19-11-4-12-20-25;/h1-20H,21H2;1H/q+1;/p-1

InChI key

USFRYJRPHFMVBZ-UHFFFAOYSA-M

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Application

Benzyltriphenylphosphonium chloride can be used as a reactant for the synthesis of:
  • Platinum chloro-tetrazole complexes via azidation.
  • Trans-stilbenes and cinnamates via Wittig olefination.
  • Achiral N-hydroxyformamide inhibitors of ADAM-TS4 and ADAM-TS5 for osteoarthritis treatment.
  • Pentiptycenes for use as light-driven molecular brakes.
  • Archipelago structures for formation of petroleum asphaltenes.


It is also used as a crosslinking agent for tube-like natural halloysite / fluorelastomer nanocomposites.
Crosslinking agent for tube-like natural halloysite / fluorelastomer nanocomposites

Reactant for synthesis of:
  • Platinum chloro tetrazole complexes via azidation
  • Trans-stilbenes and cinnamates via Wittig olefination
  • Achiral N-hydroxyformamide inhibitors of ADAM-TS4 and ADAM-TS5 for osteoarthritis treatment
  • Pentiptycenes for use as light-driven molecular brakes

Reactant for formation of archipelago structures for formation of petroleum asphaltenes

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - STOT RE 1 - STOT SE 3

Target Organs

Lungs,nasal cavity, Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

572.0 °F - closed cup

Flash Point(C)

300 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

B32807-25G:
B32807-VAR:
B32807-BULK:
B32807-100G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Pentiptycene?Derived Light?Driven Molecular Brakes: Substituent Effects of the Brake Component.
Sun W T, et al.
Chemistry?A European Journal , 16(38), 11594-11604 (2010)
Orally active achiral N-hydroxyformamide inhibitors of ADAM-TS4 (aggrecanase-1) and ADAM-TS5 (aggrecanase-2) for the treatment of osteoarthritis.
De Savi , et al.
Bioorganic & Medicinal Chemistry Letters, 21(11), 3301-3306 (2011)
Synthesis and tyrosinase inhibition activity of trans-stilbene derivatives.
Ismail T, et al.
Bioorganic Chemistry, 64, 97-102 (2016)
Formation of archipelago structures during thermal cracking implicates a chemical mechanism for the formation of petroleum asphaltenes.
Alshareef A H, et al.
Energy and Fuels, 25(5), 2130-2136 (2011)
A new route to N (1)-5R-tetrazole complexes via azidation to nitriles coordinated to Pt (II) and Pt (IV).
Popova E A, et al.
Inorgorganica Chimica Acta, 375(1), 242-247 (2011)
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