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362719

Sigma-Aldrich

Di-tert-butylphosphine

98%

Synonym(s):

Bis(tert-butyl)phosphine, HP(t-Bu)2

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About This Item

Linear Formula:
(CH3)3CPHC(CH3)3
CAS Number:
819-19-2
Molecular Weight:
146.21
Beilstein:
1918492
MDL number:
MFCD00134241
UNSPSC Code:
12352001
PubChem Substance ID:
24862331
NACRES:
NA.22

Assay

98%

form

liquid

reaction suitability

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

density

0.79 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

CC(C)(C)PC(C)(C)C

InChI

1S/C8H19P/c1-7(2,3)9-8(4,5)6/h9H,1-6H3

InChI key

CRHWEIDCXNDTMO-UHFFFAOYSA-N

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Application

Di-tert-butylphosphine can be used in the synthesis of variety of ligands, such as Q-Phos, for C-N, C-O, and C-C bond forming cross-coupling reactions.

accessory

Product No.
Description
Pricing

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H250,H314

Hazard Classifications

Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1B

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ1549
SHBK0134
SHBJ6637
SHBH1356V
SHBG5282V

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Palladium-catalyzed ?-arylation of esters and amides under more neutral conditions.
Hama T, et al.
Journal of the American Chemical Society, 125(37), 11176-11177 (2003)
A novel functionalized P,C,P pincer ligand complex.
Grimm JC, et al.
Inorganic Chemistry Communications, 3(10), 511-514 (2000)
Air stable, sterically hindered ferrocenyl dialkylphosphines for palladium-catalyzed C? C, C? N, and C? O bond-forming cross-couplings.
Kataoka N, et al.
The Journal of Organic Chemistry, 67(16), 5553-5566 (2002)
Catalytic C-S Cross-Coupling Reactions Employing Ni Complexes of Pyrrole-Based Pincer Ligands.
Venkanna GT, et al.
ACS Catalysis, 4(9), 2941-2950 (2014)
Q-Phos.
William S
Aldrich Chemfiles, 7.10, 12-12 (2007)

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