Introduction：Basic information about 4-Nitrophenyl chloroformate CAS 7693-46-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-Nitrophenyl chloroformate Basic information
| Product Name: | 4-Nitrophenyl chloroformate |
| Synonyms: | 4-Nitrophenyl chloridocarbonate;CARBONOCHLORIDIC ACID, 4-NITROPHENYL ESTER;CHLOROFORMIC ACID 4-NITROPHENYL ESTER;CHLOROFORMIC ACID P-NITROPHENYL ESTER;4-NITROPHENYL CHLOROCARBONATE;4-NITROPHENYL CHLOROFORMATE;Nitrophenyl chloroforMate;4-Nitrophenyl chloroforMate, 97% 25GR |
| CAS: | 7693-46-1 |
| MF: | C7H4ClNO4 |
| MW: | 201.56 |
| EINECS: | 231-706-9 |
| Product Categories: | Pharmaceutical intermediates;Protection & Derivatization Reagents (for Synthesis);Synthetic Organic Chemistry;blocks;BuildingBlocks;NitroCompounds;Miscellaneous |
| Mol File: | 7693-46-1.mol |
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4-Nitrophenyl chloroformate Chemical Properties
| Melting point | 77-79 °C(lit.) |
| Boiling point | 159-162 °C19 mm Hg(lit.) |
| density | 1.5719 (rough estimate) |
| refractive index | 1.6000 (estimate) |
| Fp | >110°C |
| storage temp. | 2-8°C |
| solubility | Soluble in acetone, chloroform, acetone, toluene and benzene. |
| form | isopropanol suspension |
| color | White to yellow-beige |
| Water Solubility | decomposes |
| Sensitive | Lachrymatory |
| BRN | 518127 |
| Stability: | Stable. Incompatible with strong bases, acids. Combustible. |
| Major Application | peptide synthesis |
| InChI | 1S/C7H4ClNO4/c8-7(10)13-6-3-1-5(2-4-6)9(11)12/h1-4H |
| InChIKey | NXLNNXIXOYSCMB-UHFFFAOYSA-N |
| SMILES | [O-][N+](=O)c1ccc(OC(Cl)=O)cc1 |
| CAS DataBase Reference | 7693-46-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Carbonochloridic acid, 4-nitrophenyl ester(7693-46-1) |
| EPA Substance Registry System | Carbonochloridic acid, 4-nitrophenyl ester (7693-46-1) |
Safety Information
| Hazard Codes | C,T,Xi,F |
| Risk Statements | 34-36/37-23/24/25-41-36/37/38-11-67-36 |
| Safety Statements | 26-36/37/39-45-38-28A-36-16-27 |
| RIDADR | UN 3261 8/PG 2 |
| WGK Germany | 3 |
| F | 19-21 |
| Hazard Note | Toxic/Corrosive/Lachrymator |
| TSCA | TSCA listed |
| HazardClass | 8 |
| PackingGroup | II |
| HS Code | 29159020 |
| Storage Class | 8A - Combustible corrosive hazardous materials |
| Hazard Classifications | Eye Dam. 1
Skin Corr. 1B
STOT SE 3 |
4-Nitrophenyl chloroformate Usage And Synthesis
| Chemical Properties | Cream solid |
| Uses | 4-Nitrophenyl chloroformate can be used:
- As a reagent for the activation of amines, alcohols and thiols.
- In the synthesis of 4-substituted phenyl derivatives of 1,2,4-triazolidindiones (urazoles).
- In the solid-phase synthesis of 3-aryl-2,4-quinazolinedione derivatives with potent anti-cancer property.
- In the preparation of poly(oxyethylene) modified dextrans.
- To synthesize a cleavable, heterobifunctional cross-linker for reversible conjugation of amines to thiol-modified DNA.
|
| Uses | 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. It is an ester of chloroformic acid used in the immobilization of enzymes and other biomolecules. |
| Application | 4-Nitrophenyl chloroformate is used as:A coupling agent to link the drug molecule with the polyrotaxane carrier molecule.As an activated ester reagent that enables the covalent coupling of a peptide onto a macromer, such as oligo(poly(ethylene glycol) fumarate) (OPF). |
| Description | 4-Nitrophenyl chloroformate, also known as p-nitrophenyl chloroformate, is a coupling agent used in the synthesis of ureas, carbamates, and carbonates. It is also used as a building block in solid-phase peptide synthesis (SPPS) to obtain altered side chain functionalities in peptides. |
| reaction suitability | reaction type: Carbonylations |
4-Nitrophenyl chloroformate Preparation Products And Raw materials
| Preparation Products | Temozolomide-->Z-GLY-ONP-->Z-LEU-ONP-->FMoc-Val-Cit-PAB-PNP-->Mc-Val-Cit-PABC-PNP-->5-AMINO-2-METHYLBENZOTHIAZOLE-->Temozolomide Impurity-->Carbonic acid, 4-nitrophenyl [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl ester-->cyclohexyl (4-nitrophenyl) carbonate-->4-(Phenoxycarbonylamino)benzeneboronic acid pinacol ester, 95%-->N-Ethyl-N-methyl-O-(4-nitrophenyl)carbamate-->4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate |
