302309

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: 89992-70-1
• Molecular Weight: 236.68
• Beilstein: 3588525
• MDL number: MFCD00011544
• UNSPSC Code: 12352100
• PubChem Substance ID: 24858245
• NACRES: NA.22

Properties

• form: liquid
• composition: Cl, 13.5-15.5%
• density: 1.061 g/mL at 25 °C (lit.)
• functional group: amine; nitrile
• 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

Description

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

Safety Information

• Pictograms: GHS02,GHS05
• Signal Word: Danger
• Hazard Statements: H250,H314
• Precautionary Statements: P210 - P231 + P232 - P280 - P303 + P361 + P353 - P305 + P351 + P338 - P370 + P378
• Hazard Classifications: Eye Dam. 1 - 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