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Sigma-Aldrich

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
MDL number:
MFCD00797597
UNSPSC Code:
12352200
PubChem Substance ID:
329767224
NACRES:
NA.22

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.

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Description
Pricing

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_germany

WGK 3

flash_point_f

165.0 °F

flash_point_c

73.9 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
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