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Merck
CN

28314

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

purum, ≥98.0% (31P-NMR)

Synonym(s):

Bis(diisopropylamino)(2-cyanoethoxy)phosphine

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About This Item

Linear Formula:
{[(CH3)2CH]2N}2POCH2CH2CN
CAS Number:
102691-36-1
Molecular Weight:
301.41
PubChem Substance ID:
329753143
UNSPSC Code:
12352100
Beilstein/REAXYS Number:
3590103
MDL number:
MFCD00012213

Key Documents

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grade

purum

assay

≥98.0% (31P-NMR)

refractive index

n20/D 1.470

bp

100 °C/0.5 mmHg (lit.)

density

0.949 g/mL at 25 °C (lit.)

storage temp.

2-8°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

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Other Notes

Phosphitylation reagent used in nucleotide synthesis by the phosphite method ; Phosphitylation of other compounds

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

119.3 °F - closed cup

flash_point_c

48.5 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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W. Bannwarth et al.
Helvetica Chimica Acta, 71, 1517-1517 (1988)
Y. Jl et al.
Tetrahedron, 46, 487-487 (1990)
W. Bannwarth et al.
Helvetica Chimica Acta, 70, 175-175 (1987)
Improved synthesis of (Pri2 N)2POCH2CH2CN.
J Nielsen et al.
Nucleic acids research, 15(8), 3626-3626 (1987-04-24)
M Morillo et al.
Lipids, 31(5), 541-546 (1996-05-01)
A simple chemical method for the synthesis of 1,2-diacyl-sn-glycerophosphatidylserine (PS), with the same fatty acid composition in the sn-1 and sn-2 glycerol positions as egg phosphatidylcholine (PC), is described. PS synthesis was carried out by a phosphite-triester approach, using 2-cyanoethyl-N,N,N',N'-tetraisopropylphosphorodiamidite
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