Skip to Content
Merck
CN

302309

2-Cyanoethyl N,N-diisopropylchlorophosphoramidite

Cl 13.5-15.5 %

Synonym(s):

Chloro(diisopropylamino)-β-cyanoethoxyphosphine

Sign In to View Organizational & Contract Pricing.

Select a Size


About This Item

Linear Formula:
[(CH3)2CH]2NP(Cl)OCH2CH2CN
CAS Number:
Molecular Weight:
236.68
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3588525
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

2-Cyanoethyl N,N-diisopropylchlorophosphoramidite, Cl 13.5-15.5 %

Quality Level

InChI

1S/C9H18ClN2OP/c1-8(2)12(9(3)4)14(10)13-7-5-6-11/h8-9H,5,7H2,1-4H3

SMILES string

CC(C)N(C(C)C)P(Cl)OCCC#N

InChI key

QWTBDIBOOIAZEF-UHFFFAOYSA-N

form

liquid

composition

Cl, 13.5-15.5%

refractive index

n/D 1.476-1.480

bp

103 -105 °C/0.1 hPa

density

1.061 g/mL at 25 °C (lit.)

functional group

amine
nitrile

storage temp.

−20°C

Looking for similar products? Visit Product Comparison Guide

Application

2-Cyanoethyl N,N-diisopropylchlorophosphoramidite was employed:
  • for selective monophosphorylation of carbohydrates and nucleosides
  • for conversion of protected ribonucleosides to phosphoramidites
  • as phosphitylating reagent for 3′-hydroxyl groups in the synthesis of oligodeoxyribonucleotides
  • in a scalable, solution-phase oligonucleotide synthesis employing phosphoramidite chemistry and DMT-, iBu- and Bz-protected monomers. Intermediates were isolated by extraction without further purification

pictograms

FlameCorrosion

signalword

Danger

hcodes

Hazard Classifications

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

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

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.

Already Own This Product?

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

Visit the Document Library

A Ono et al.
Bioconjugate chemistry, 4(6), 499-508 (1993-11-01)
Novel 2'-deoxyuridine analogues carrying aminoalkyl linkers at the 1'-position of the sugar residues were synthesized and incorporated into oligonucleotides, then intercalating groups such as an anthraquinone derivative and a pyrene derivative were attached to the amino groups. Duplexes consisting of
Organic Process Research & Development, 10, 1238-1238 (2006)
Tetrahedron Letters, 34, 6189-6189 (1993)
Yousef Ahmadibeni et al.
The Journal of organic chemistry, 70(3), 1100-1103 (2005-01-29)
Two classes of aminomethyl polystyrene resin-bound linkers of p-acetoxybenzyl alcohol were subjected to reactions with 2-cyanoethyl N,N-diisopropylchlorophosphoramidite to produce the corresponding polymer-bound phosphitylating reagents. These were reacted with a number of unprotected nucleosides and carbohydrates in the presence of 1H-tetrazole.
Tetrahedron Letters, 35, 5221-5221 (1994)

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