Skip to Content
Merck
CN

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

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Bis(diisopropylamino)chlorophosphine, ≥95.0%

InChI

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

SMILES string

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

InChI key

FEHUTHGOLLQBNW-UHFFFAOYSA-N

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

Quality Level

100

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

Novel N-phosphonio imine-catalyzed epoxidation reactions
Prieur D, et al.
Organic Letters, 10(11), 2291-2294 (2008)
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)
Borylated methylenephosphonium salts: precursors of elusive boryl (phosphino) carbenes
Lavigne F, et al.
Journal of the American Chemical Society, 132(26), 8864-8865 (2010)
Shiyue Fang et al.
Current protocols in nucleic acid chemistry, 82(1), e111-e111 (2020-07-07)
This protocol provides details for the preparation of nucleoside phosphoramidites with 1,3-dithian-2-yl-methyl (Dim) and 1,3-dithian-2-yl-methoxycarbonyl (Dmoc) as protecting groups, and a linker with Dmoc as the cleavable function, then using them for solid phase synthesis of sensitive oligodeoxynucleotides (ODNs). Using

Related Content

Phosphine Ligand Application Guide

Phosphine Ligand Application Guide

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service