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89992-70-1 - 2-Cyanoethyl diisopropylchlorophosphoramidite, 95% - L18575 - Alfa Aesar

L18575 2-Cyanoethyl diisopropylchlorophosphoramidite, 95%

CAS Number
89992-70-1
Synonyms

Size Price ($) Quantity Availability
1g 70.20
5g 238.00
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2-Cyanoethyl diisopropylchlorophosphoramidite, 95%

MDL
MFCD00011544

Chemical Properties

Formula
C9H18ClN2OP
Formula Weight
236.68
Boiling Point
103-105°/0.08mm
Flash Point
>110°(230°F)
Density
1.061
Refractive Index
1.4780
Sensitivity
Moisture Sensitive
Solubility
Miscible with chloroform and dichloromethane.

Applications

2-Cyanoethyl diisopropylchlorophosphoramidite is a useful intermediate in organic synthesis. It acts as a protecting reagent in DNA synthesis. It is involved in the selective monophosphorylation of carbohydrates and nucleosides. It plays an essential role in the conversion of protected ribonucleosides to phosphoramidites. It is also utilized as phosphitylating reagent for 3'-hydroxyl groups in the synthesis of oligodeoxyribonucleotides.

Notes

Reacts violently with water. Incompatible with alcohols and strong bases.

Literature References

Phosphitylating agent for use in oligonucleotide synthesis by the phosphite triester method: Tetrahedron Lett., 24, 5843 (1983); 27, 1211 (1986).

Zhou, Y.; Chladek, S.; Romano, L. J. Synthesis of Oligonucleotides Containing Site-specific Carcinogen Adducts. Preparation of the 2-Cyanoethyl N, N-Diisopropylphosphoramidite of N-(2'-Deoxyguanosin-8-yl)-2-(acetylamino)fluorene with Fmoc as the Base-Protecting Group. J. Org. Chem. 1994, 59 (3), 556-563.

Balaz, M.; Holmes, A. E.; Benedetti, M.; Proni, G.; Berova, N. Porphyrin substituted phosphoramidites: new building blocks for porphyrin-oligonucleotide syntheses. Bioorg. Med. Chem. 2005, 13 (7), 2413-2421.

GHS Hazard and Precautionary Statements

Hazard Statements: H250-H252-H302-H314-H318

Catches fire spontaneously if exposed to air. Self-heating in large quantities; may catch fire. Harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P201-P280-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
3588525
Hazard Class
4.2
Packing Group
I
Harmonized Tariff Code
2931.39
TSCA
No

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