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M072000

Sigma-Aldrich

2-Cyanoethyl N,N-diisopropylchlorophosphoramidite

Synonym(s):

Chloro(diisopropylamino)-β-cyanoethoxyphosphine

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About This Item

Linear Formula:
[(CH3)2CH]2NP(Cl)OCH2CH2CN
CAS Number:
89992-70-1
Molecular Weight:
236.68
Beilstein/REAXYS Number:
3588525
MDL number:
MFCD00011544
UNSPSC Code:
12352100
PubChem Substance ID:
329817824
NACRES:
NA.21

type

for DNA synthesis

product line

Proligo Reagents

assay

≥97.0% (31P-NMR)

form

liquid

color

clear to very slightly hazy colorless

density

1.061 g/mL at 25 °C (lit.)

storage temp.

2-8°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

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General description

2-Cyanoethyl N,N-diisopropylchlorophosphoramidite is a monochloridite phosphorylation reagent used for DNA synthesis.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H250,H314

Hazard Classifications

Pyr. Liq. 1 - Skin Corr. 1B

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

Certificates of Analysis (COA)

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Abdelaziz Al Ouahabi et al.
Journal of the American Chemical Society, 137(16), 5629-5635 (2015-04-09)
Sequence-defined non-natural polyphosphates were prepared using iterative phosphoramidite protocols on a polystyrene solid support. Three monomers were used in this work: 2-cyanoethyl (3-dimethoxytrityloxy-propyl) diisopropylphosphoramidite (0), 2-cyanoethyl (3-dimethoxytrityloxy-2,2-dimethyl-propyl) diisopropylphosphoramidite (1), and 2-cyanoethyl (3-dimethoxytrityloxy-2,2-dipropargyl-propyl) diisopropylphosphoramidite (1'). Phosphoramidite coupling steps allowed rapid synthesis

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