Skip to Content
Merck
CN

Key Documents

View All Documentation

341347

Bis(diisopropylamino)chlorophosphine

≥95.0%

Synonym(s):

Chlorobis(N,N-diisopropyl)phosphoramidite, Chlorobis(N,N-diisopropylamino)phosphine, Tetraisopropylphosphorodiamidous chloride

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Linear Formula:
[[(CH3)2CH]2N]2PCl
CAS Number:
56183-63-2
Molecular Weight:
266.79
NACRES:
NA.22
PubChem Substance ID:
24860930
UNSPSC Code:
12352001
MDL number:
MFCD00061482
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

assay

≥95.0%

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

100-104 °C (lit.)

functional group

phosphine

SMILES string

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

InChI

1S/C12H28ClN2P/c1-9(2)14(10(3)4)16(13)15(11(5)6)12(7)8/h9-12H,1-8H3

InChI key

FEHUTHGOLLQBNW-UHFFFAOYSA-N

Application

Bis(diisopropylamino)chlorophosphine has been used in the synthesis of tert-butyl tetraisopropylphosphorodiamidite ligand for palladium-catalyzed Buchwald–Hartwig amination reaction.

It is also can be used to synthesize:
  • acyclic N-phosphonio imine catalyst for selective epoxidations
  • boryl-substituted methylenephosphonium derivatives

Other Notes

Contains varying amounts of diisopropylamine hydrochloride

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCZ4231
MKCX3436
MKCW4596
MKCT5512
MKCQ7894

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Related Content

Phosphine Ligand Application Guide

Phosphine Ligand Application Guide

Borylated methylenephosphonium salts: precursors of elusive boryl (phosphino) carbenes
Lavigne F, et al.
Journal of the American Chemical Society, 132(26), 8864-8865 (2010)
Palladium?Catalysed Amination of Aryl?and Heteroaryl Halides Using tert?Butyl Tetraisopropylphosphorodiamidite as an Easily Accessible and Air?Stable Ligand
Roiban GD , et al.
European Journal of Organic Chemistry, 2014(10), 2070-2076 (2014)
Novel N-phosphonio imine-catalyzed epoxidation reactions
Prieur D, et al.
Organic Letters, 10(11), 2291-2294 (2008)
View All Related Papers

Global Trade Item Number

SKUGTIN
341347-5G04061833546871