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381020

Sigma-Aldrich

tert-Butyldichlorophosphine

98%

Synonym(s):

tert-Butylphosphine dichloride, tert-Butylphosphonous dichloride

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About This Item

Linear Formula:
(CH3)3CPCl2
CAS Number:
25979-07-1
Molecular Weight:
158.99
EC Number:
247-386-9
MDL number:
MFCD00013615
UNSPSC Code:
12352001
PubChem Substance ID:
24863784
NACRES:
NA.22

Assay

98%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling

mp

44-49 °C (lit.)

functional group

phosphine

SMILES string

CC(C)(C)P(Cl)Cl

InChI

1S/C4H9Cl2P/c1-4(2,3)7(5)6/h1-3H3

InChI key

NMJASRUOIRRDSX-UHFFFAOYSA-N

Application

tert-Butyldichlorophosphine can be used as a reactant for the synthesis of:
  • Dihydrobenzooxaphosphole core.
  • tert-Butyl functionalized 1,3-C6H4(CH2PR2)2 (PCP) pincer ligands.
  • Chloro-phosphinite reagent by reacting with sodium ethoxide.
  • 2-(tert-Butylhydrophosphoryl)-1-phenyl-1H-imidazole derivatives.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Supplementary Hazards

EUH014

Storage Class Code

8A - Combustible corrosive hazardous materials

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ1953
MKCP3642
MKCL5603
MKCK8955
MKCJ0348

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Solid-phase synthesis and catalytic screening of polystyrene supported diphosphines.
Samuels MC, et al.
Topics in Catalysis, 59(19-20), 1793-1799 (2016)
Synthesis of P-Chiral Dihydrobenzooxaphosphole Core for BI Ligands in Asymmetric Transformations.
Li G, et al.
The Journal of Organic Chemistry, 82(10), 5456-5460 (2017)
Synthesis and coordination chemistry of new asymmetric donor/acceptor pincer ligands, 1, 3-C6H4 (CH2PtBu(Rf))2 (Rf= CF3, C2F5).
Debnath S, et al.
Dalton Transactions, 47(35), 12420-12430 (2018)
Imidazolio-substituted secondary phosphine oxides as potential carbene reagents.
Chang YC, et al.
Polyhedron, 100(19-20), 382-391 (2015)

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