CAS 89992-70-1 2-Cyanoethyl N,N-diisopropylchlorophosphoramidite (HCID 2734844)

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Basic information

CAS: 89992-70-1
Standard SMILES: CC(C)N(C(C)C)P(Cl)OCCC#N
InChIKey: QWTBDIBOOIAZEF-UHFFFAOYSA-N
Molecular formula: C9H18ClN2OP
Average molar mass: 236.68 g/mol
Monoisotopic mass: 236.08452751

Overview

See also: 2-Cyanoethyl diisopropylchlorophos phoramidite (annotation moved to).

Names & identifiers

Preferred name: 2-Cyanoethyl N,N-diisopropylchlorophosphoramidite
IUPAC: 3-[chloro-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
English name: 2-Cyanoethyl N,N-diisopropylchlorophosphoramidite
Molecular formula: C9H18ClN2OP
Molecular weight: 236.68

Names & synonyms

2-Cyanoethyl N,N-diisopropylchlorophosphoramiditePhosphoramidochloridous acid, bis(1-methylethyl)-, 2-cyanoethyl esterDTXSID60370534RefChem:470745DTXCID4032156989992-70-12-cyanoethyl-N,N-diisopropylchlorophosphoramiditeMFCD00011544cyanoethyl n,n-diisopropyl phosphoamidochloridite3-[chloro-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile(2-Cyanoethoxy)(diisopropylamino)chlorophosphane124482-92-4

Show more names

3-(chloro(diisopropylamino)phosphinooxy)propanenitrileCyanoethoxidiisopropylaMine3-[Chloro(diisopropylamino)phosphino2-Cyanoethyldiisopropylchlorophosphonamidate2-Cyanoethyl diisopropylchlorophosphoramidit2-Cyanoethyl diisopropylamidochlorophosphite2-Cyano-N,N-diisopropylchlorophosphoramidite2-CYANOETHYL DIISOPROPYLCHLOROPHOSPHORAMIDITE2-CYANOETHYL DIISDPROPYLCHLOROPHOSPHORAMIDITEchloro(diisopropylamino)-β-cyanoethoxyphosphine

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 36.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 6
Heavy atoms: 14
Formal charge: 0
Complexity: 194

Physicochemical properties

Boiling point: 103 · 103-105°C 0,08mm
Density: 1.061 g/mL · 1.061 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.479
Flash point: 230 °F · >230 °F
storage temp.: 20 °C · −20°C
solubility: Miscible with chloroform and dichloromethane.
form: Crystalline Powder
pka: 0.83 · 0.83±0.70(Predicted)
color: clear to very slightly hazy colorless
Sensitive: Moisture Sensitive
BRN: 3588525 · 3588525
Stability: Hygroscopic, Moisture Sensitive
InChI: InChI=1S/C9H18ClN2OP/c1-8(2)12(9(3)4)14(10)13-7-5-6-11/h8-9H,5,7H2,1-4H3
InChIKey: QWTBDIBOOIAZEF-UHFFFAOYSA-N
SMILES: P(N(C(C)C)C(C)C)(Cl)OCCC#N
CAS DataBase Reference

Safety & regulation

Hazard information

Regulatory InformationPhosphoramidochloridous acid, bis(1-methylethyl)-, 2-cyanoethyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Safety data

F: 10
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 2845 4.2/PG 1
hs_code: 29299090
risk_code: 5-34-29-20/21/22
Signal word: Danger
Symbol(GHS): GHS02,GHS05
hazard_code: C,T
safety_code: 26-36/37/39-45-8
hazard_class: 8
Storage Class: 4.2 - Pyrophoric and self-heating hazardous materials
packing_group: II
Hazard statements: H250-H314
Hazard Classifications: Eye Dam. 1Pyr. Liq. 1Skin Corr. 1B
Precautionary statements: P210-P233-P280-P302+P334-P303+P361+P353-P304+P340+P310-P305+P351+P338-P370+P378

Chemistry & industry

Applications · 2 items

UsesA protecting reagent in DNA synthesis. Also a phosphorylating agent

Uses2-Cyanoethyl diisopropylchlorophosphoramidite is a useful intermediate in organic synthesis. It acts as a protecting reagent in DNA synthesis. It is involved in the selective monophosphorylation of carbohydrates and nucleosides. It plays an essential role in the conversion of protected ribonucleosides to phosphoramidites. It is also utilized as phosphitylating reagent for 3'-hydroxyl groups in the synthesis of oligodeoxyribonucleotides.