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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 67.14
5g 224.50
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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-H314-H318-H302

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

Precautionary Statements: P280-P305+P351+P338-P309-P310

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician.

Other References

Beilstein
3588525
Hazard Class
4.2
Packing Group
I
Harmonized Tariff Code
2931.90
TSCA
No

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