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Merck

766305

Bis(2-cyanoethyl)-N,N-diisopropylphosphoramidite

95%

Synonym(s):

Bis(2-cyanoethoxy)(diisopropylamino)phosphine, Bis(2-cyanoethoxy)-N,N-diisopropylaminophosphine

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About This Item

Empirical Formula (Hill Notation):
C12H22N3O2P
CAS Number:
102690-88-0
Molecular Weight:
271.30
NACRES:
NA.22
PubChem Substance ID:
329767224
UNSPSC Code:
12352200
MDL number:
MFCD00797597
Assay:
95%
Form:
liquid

Key Documents

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Quality Level

100

assay

95%

form

liquid

refractive index

n20/D 1.465

density

1.039 g/mL at 25 °C

storage temp.

−20°C

SMILES string

CC(C)N(C(C)C)P(OCCC#N)OCCC#N

InChI

1S/C12H22N3O2P/c1-11(2)15(12(3)4)18(16-9-5-7-13)17-10-6-8-14/h11-12H,5-6,9-10H2,1-4H3

InChI key

LDHWBEHZLFDXCU-UHFFFAOYSA-N

Related Categories

General description

Useful phosphorylating reagent used in oligonucleotide synthesis for adding a terminal phosphate group to the 3′ or 5′ hydroxyl.

Application

Bis(2-cyanoethyl)-N,N-diisopropylphosphoramidite may be used as a phosphitylating agent during the multi-step synthesis of (-)-1L-chiro-inositol 2,3,5-trisphosphate starting from L-quebrachitol.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

165.0 °F

flash_point_c

73.9 °C

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Deleterious substance

pdsc

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

766305-1G:4548173332772 + 766305-VAR: + 766305-5G:4548173332789 + 766305-BULK:

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Synthesis from quebrachitol of 1L-chiro-inositol 2, 3, 5-trisphosphate, an inhibitor of the enzymes of 1D-myo-inositol 1, 4, 5-trisphosphate metabolism.
Liu C, et al.
Carbohydrate Research, 234, 107-115 (1992)
Sequence-specific recognition and cleavage of duplex DNA via triple-helix formation by oligonucleotides covalently linked to a phenanthroline-copper chelate.
Francois JC, et al.
Proceedings of the National Academy of Sciences of the USA, 86(24), 9702-9706 (1989)
Solid-phase synthesis of a New Diphosphate 5-Aminoimidazole-4-carboxamide Riboside (AICAR) derivative and studies toward cyclic AICAR diphosphate ribose.
D?Errico S, et al.
Molecules (Basel), 16(9), 8110-8118 (2011)
Seigo Nagata et al.
Nucleic acids research, 38(21), 7845-7857 (2010-07-28)
Though medicines that target mRNA are under active investigation, there has been little or no effort to develop mRNA itself as a medicine. Here, we report the synthesis of a 130-nt mRNA sequence encoding a 33-amino-acid peptide that includes the
Inhibition of glutamate carboxypeptidase by phosphoryl and thiophosphoryl derivatives of glutamic and 2-hydroxyglutaric acid.
Lu H, et al.
Phosph. Sulfur Relat. Elem., 178(1), 17-32 (2003)
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