302309
2-Cyanoethyl N,N-diisopropylchlorophosphoramidite
Cl 13.5-15.5 %
Synonym(s):
Chloro(diisopropylamino)-β-cyanoethoxyphosphine
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About This Item
Linear Formula:
[(CH3)2CH]2NP(Cl)OCH2CH2CN
CAS Number:
Molecular Weight:
236.68
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3588525
Form:
liquid
form
liquid
Quality Segment
composition
Cl, 13.5-15.5%
refractive index
n/D 1.476-1.480
bp
103 -105 °C/0.1 hPa
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
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
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Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1B
Storage Class
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
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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