305995

2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphorodiamidite

97%

• Synonym(s): Bis(diisopropylamino)(2-cyanoethoxy)phosphine
• Linear Formula: {[(CH₃)₂CH]₂N}₂POCH₂CH₂CN
• CAS Number: 102691-36-1
• Molecular Weight: 301.41
• Beilstein: 3590103
• MDL number: MFCD00012213
• UNSPSC Code: 12352100
• PubChem Substance ID: 24858468
• NACRES: NA.22

Properties

• Assay: 97%
• form: liquid
• refractive index: n20/D 1.470 (lit.)
• bp: 100 °C/0.5 mmHg (lit.)
• density: 0.949 g/mL at 25 °C (lit.)
• functional group: amine; nitrile
• storage temp.: −20°C
• SMILES string: CC(C)N(C(C)C)P(OCCC#N)N(C(C)C)C(C)C
• InChI: 1S/C15H32N3OP/c1-12(2)17(13(3)4)20(19-11-9-10-16)18(14(5)6)15(7)8/h12-15H,9,11H2,1-8H3
• InChI key: RKVHNYJPIXOHRW-UHFFFAOYSA-N

Description

Application

2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphordiamidite was used:

• in preparation of prosphoramidite reagent, required for synthesis of 12-mer oligodeoxynucleotide[1]
• as phosphorylating agent in synthesis of 1,2-diacyl-sn-glycerophosphatidylserine[2]
• in situ preparation of deoxyribonucleoside phosphoramidites[3]
• in preparation of 2′-deoxy-2′-fluoro-3′-O-(β-cyanoethyl-N,N-diisopropylphosphoramidic)-5′-O-(4-methoxytrityl)-4′-thio-β-D-arabinouridine and 1-(3-O-(β-cyanoethyl-N,N-diisopropylphosphoramidic)-2-deoxy-2-fluoro-5-O-(4,4′-dimethoxytrityl)-4-thio-β-D-arabinofuranosyl)-thymine[4]
• as reagent for synthesizing phosphitylated nucleotides[5]

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Warning
• Hazard Statements: H226,H302,H317,H412
• Precautionary Statements: P210 - P233 - P273 - P280 - P301 + P312 - P303 + P361 + P353
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1B
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 119.3 °F - closed cup
• Flash Point(C): 48.5 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves