2-Cyanoethyl N,N-diisopropylchlorophosphoramidite - ≥95% , CAS No.89992-70-1

CAS: 89992-70-1 Cat. No.: C123961 Molecular Weight: 236.68 Beilstein Registry Number: 3588525 EC Number: 628-591-6

GRADE & PURITY ≥95%

Synonyms

3-[chloro-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile | cyanoethyl n,n-diisopropyl phosphoamidochloridite

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Phosphitylating reagent for -hydroxyl groups for use in the synthesis of oligodeoxyribonucleotides. Used 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.

Specifications

Synonyms

3-[chloro-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile | cyanoethyl n, n-diisopropyl phosphoamidochloridite

Specifications & Purity

≥95%

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504761209
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761209
• Canonical Smiles: CC(C)N(C(C)C)P(OCCC#N)Cl
• IUPAC Name: 3-[chloro-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
• InChIKey: QWTBDIBOOIAZEF-UHFFFAOYSA-N
• INCHI: 1S/C9H18ClN2OP/c1-8(2)12(9(3)4)14(10)13-7-5-6-11/h8-9H,5,7H2,1-4H3
• Isomeric SMILES: CC(C)N(C(C)C)P(OCCC#N)Cl
• WGK Germany: 3
• Molecular Weight: 236.68
• Beilstein: 3588525
• Reaxy-Rn: 3588525
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3588525&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Organic cyanides

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Organic cyanides
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitriles
• Alternative Parents: Organopnictogen compounds Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Nitrile - Carbonitrile - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as nitriles. These are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Miscible with chloroform and dichloromethane.
• Sensitivity: Moisture Sensitive；Light sensitive
• Refractive Index: 1.478
• Flash Point(°F): 230°F
• Flash Point(°C): >110℃
• Boil Point(°C): 103-105°C/0.08mmHg
• Molecular Weight: 236.680 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 236.085 Da
• Monoisotopic Mass: 236.085 Da
• Topological Polar Surface Area: 36.300 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 194.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Qingxue Li, Danqi Li, Bo Zhuang, Wenkai Zhang, Ran-Ran Feng, Feng Gai.  (2025)  Photophysics of a Nucleoside Analogue: 4-Cyanoindole-2′-deoxyribonucleoside.  JOURNAL OF PHYSICAL CHEMISTRY B,      [PMID:40047380] [10.1021/acs.jpcb.5c00508]