301558

Sigma-Aldrich

Di-tert-butylchlorophosphine

96%

Linear Formula:
[(CH3)3C]2PCl
CAS Number:
Molecular Weight:
180.66
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level

assay

96%

reaction suitability

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

refractive index

n20/D 1.482 (lit.)

bp

48 °C/3 mmHg (lit.)

density

0.951 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

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

InChI

1S/C8H18ClP/c1-7(2,3)10(9)8(4,5)6/h1-6H3

InChI key

MCRSZLVSRGTMIH-UHFFFAOYSA-N

Packaging

25, 100 g in Sure/Seal™
5 g in glass bottle

Application

Bulky ligand used with Pd(OAc)2 in efficient Suzuki-Miyaura cross-couplings of arylboronic acids with aryl bromides and chlorides.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3265 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

143.6 °F - closed cup

Flash Point(C)

62 °C - closed cup

Jesudoss V Kingston et al.
The Journal of organic chemistry, 72(8), 2816-2822 (2007-03-24)
Pro-azaphosphatrane 1a [P(iBuNCH2CH2)3N] reacts with iodine under mild conditions to give [IP(iBuNCH2CH2)3N]I in excellent yield, which on subsequent reaction with ammonia followed by deprotonation with KOtBu provided HN=P(iBuNCH2CH2)3N (3a) in quantitative yield. Reaction of 3a with R'2PCl afforded sterically bulky...

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