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

L18575 2-Cyanoethyl diisopropylchlorophosphoramidite, 95%

CAS-Nummer
89992-70-1
Synonyme

Größe Preis ($) Menge Verfügbarkeit
1g 70,20
5g 238,00
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2-Cyanoethyl diisopropylchlorophosphoramidite, 95%

MDL
MFCD00011544

Chemische Eigenschaften

Formel
C9H18ClN2OP
Molmasse
236.68
Siedepunkt
103-105°/0.08mm
Flammpunkt
>110°(230°F)
Dichte
1.061
Brechungsindex
1.4780
Sensitivität
Moisture Sensitive
Löslichkeit
Miscible with chloroform and dichloromethane.

Anwendungen

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.

Bemerkungen

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

Literaturverweise

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 Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): 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.

Sicherheitshinweise: 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.

Weitere Referenzen

Beilstein
3588525
Gefahrenklasse
4.2
Verpackungsgruppe
I
Harmonized Tariff Code
2931.90
TSCA
No

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