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7693-46-1 - 4-Nitrophenyl chloroformate, 97% - Chloroformic acid 4-nitrophenyl ester - A18742 - Alfa Aesar

A18742 4-Nitrophenyl chloroformate, 97%

CAS Number
7693-46-1
Synonyms
Chloroformic acid 4-nitrophenyl ester

Size Price ($) Quantity Availability
5g 28.08
25g 88.37
100g 256.47
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4-Nitrophenyl chloroformate, 97%

MDL
MFCD00007321
EINECS
231-706-9

Chemical Properties

Formula
C7H4ClNO4
Formula Weight
201.57
Melting point
75-82°
Boiling Point
159-162°/19mm
Flash Point
>110°(230°F)
Sensitivity
Moisture Sensitive
Solubility
Soluble in acetone, chloroform, acetone, toluene and benzene.

Applications

4-Nitrophenyl chloroformate is used in the synthesis of poly(oxyethylene) modified dextrans. It is also used to prepare a cleavable, heterobifunctional cross-linker for reversible conjugation of amines to thiol-modified DNA. Further, it is used in the synthesis of mixed, activated carbonates, thiocarbonates and activated urethanes. In addition to this, it is used in the preparation of 4-nitrophenyl diazoacetate with diazomethane.

Notes

Moisture sensitive. Store in a cool place. Incompatible with water, acids, alcohols, ammonia, amines and strong bases.

Literature References

Reagent for protection of nucleoside alcohols. The carbonate derivatives readily undergo aqueous hydrolysis in the presence of imidazole: J. Org. Chem., 33, 3699 (1967). For use in the formation of a carbonate linker in an efficient N-terminal attachment methodology for solid phase peptide synthesis, see: Synlett, 1609 (2000).

Sarma, B. K.; Liu, X.; Wu, H.; Gao, Y.; Kodadek, T. Solid phase synthesis of 1,3,4-oxadiazin-5 (6R)-one and 1,3,4-oxadiazol-2-one scaffolds from acyl hydrazides. Org. Biomol. Chem. 2015, 13 (1), 59-63.

Lee, N. R.; Zhang, X.; Darna, M.; Dwoskin, L. P.; Zheng, G. Muscarinic acetylcholine receptor binding affinities of pethidine analogs. Bioorg. Med. Chem. Lett. 2015, 25 (22), 5032-5035.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318-H302-H335

Causes severe skin burns and eye damage. Causes serious eye damage. Harmful if swallowed. May cause respiratory irritation.

Precautionary Statements: P260-P261-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
518127
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2915.90
TSCA
Yes

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