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Thermo Scientific Chemicals
4-Nitrophenyl chloroformate, 97%
CAS: 7693-46-1 | C7H4ClNO4 | 201.562 g/mol
化学物質識別子
CAS7693-46-1
IUPAC Name4-nitrophenyl carbonochloridate
Molecular FormulaC7H4ClNO4
InChI KeyNXLNNXIXOYSCMB-UHFFFAOYSA-N
SMILES[O-][N+](=O)C1=CC=C(OC(Cl)=O)C=C1
さらに表示
仕様
スペックシート
スペックシートAssay (Titration ex Chloride)≥96.0 to ≤104.0%
Melting Point (clear melt)74.0-85.0?C
FormCrystals or powder or crystalline powder or fused solid
Identification (FTIR)Conforms
Appearance (Color)White to cream to pale gray
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
Soluble in acetone, chloroform, acetone, toluene and benzene.
Notes
Moisture sensitive. Store in a cool place. Incompatible with water, acids, alcohols, ammonia, amines and strong bases.
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.
Solubility
Soluble in acetone, chloroform, acetone, toluene and benzene.
Notes
Moisture sensitive. Store in a cool place. Incompatible with water, acids, alcohols, ammonia, amines and strong bases.
RUO – Research Use Only
General 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.