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tert-Butyldichlorophosphine

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tert-Butyldichlorophosphine Basic information

Product Name:
tert-Butyldichlorophosphine
Synonyms:
  • DICHLORO-TERT-BUTYLPHOSPHINE
  • AURORA KA-1260
  • T-BUTYLDICHLOROPHOSPHINE
  • T-BUTYLPHOSPHONOUS DICHLORIDE
  • TERT-BUTYLDICHLOROPHOSPHINE
  • Phosphonous dichloride, (1,1-dimethylethyl)-
  • tert-Butylphosphonous dichloride
  • tert-C4H9PCl2
CAS:
25979-07-1
MF:
C4H9Cl2P
MW:
158.99
EINECS:
247-386-9
Product Categories:
  • organophosphine halide
  • Catalysis and Inorganic Chemistry
  • Phosphorus Compounds
  • Phosphorus Precursors
  • Chlorophosphines
  • Ligand
  • 1
Mol File:
25979-07-1.mol
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tert-Butyldichlorophosphine Chemical Properties

Melting point:
44-49 °C(lit.)
Boiling point:
142-150 °C
Density 
0.766 g/mL at 25 °C
storage temp. 
Inert atmosphere,2-8°C
form 
Low Melting Crystalline Mass
color 
White to light yellow
Water Solubility 
Reacts with water. Soluble in n-Pentane, n-Hexane, Ether, Toluene,THF. tert-Butyldichlorophosphine is infinitely soluble in hydrocarbon and ethereal solvents.
Sensitive 
Air Sensitive
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
InChI
InChI=1S/C4H9Cl2P/c1-4(2,3)7(5)6/h1-3H3
InChIKey
NMJASRUOIRRDSX-UHFFFAOYSA-N
SMILES
C(P(Cl)Cl)(C)(C)C
CAS DataBase Reference
25979-07-1(CAS DataBase Reference)
NIST Chemistry Reference
Tert-butyldichlorophosphine(25979-07-1)
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Safety Information

Hazard Codes 
C,T,F
Risk Statements 
14-34-29-23/24/25-17-11-67-22-19
Safety Statements 
26-27-28-36/37/39-45-8-16
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
TSCA 
No
HazardClass 
8
PackingGroup 
II
HS Code 
29310099

MSDS

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tert-Butyldichlorophosphine Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

Reactant for the synthesis of alkali metal complexes. As intermediates. tert-Butyldichlorophosphine (TBDCP) is used primarily in the preparation of monoand bidentate phosphine ligands in metal complexes for catalytic chiral asymmetric hydrogenations and other asymmetric reactions as well as transition metal coupling reactions. This reagent is also used in the preparation of other phosphines in catalytic polymerization reactions.

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

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