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302309

Sigma-Aldrich

2-Cyanoethyl N,N-diisopropylchlorophosphoramidite

Cl 13.5-15.5 %

Synonym(s):
Chloro(diisopropylamino)-β-cyanoethoxyphosphine
Linear Formula:
[(CH3)2CH]2NP(Cl)OCH2CH2CN
CAS Number:
Molecular Weight:
236.68
Beilstein:
3588525
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

composition

Cl, 13.5-15.5%

density

1.061 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

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

InChI

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

InChI key

QWTBDIBOOIAZEF-UHFFFAOYSA-N

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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

Packaging

250 mg in glass bottle
1, 5 g in glass bottle

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Pyr. Liq. 1 - Skin Corr. 1B

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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