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Cas Database |
| Name |
4-Nitrophenyl chloroformate |
EINECS | 231-706-9 |
| CAS No. | 7693-46-1 | Density | 1.506 g/cm3 |
| PSA | 72.12000 | LogP | 2.85560 |
| Solubility | decomposes in water | Melting Point |
77-79 °C(lit.) |
| Formula | C7H4ClNO4 | Boiling Point | 283.7 °C at 760 mmHg |
| Molecular Weight | 201.566 | Flash Point | 125.3 °C |
| Transport Information | UN 3261 8/PG 2 | Appearance | cream solid |
| Safety | 26-36/37/39-45-38-28A-36-16-27 | Risk Codes | 34-36/37-23/24/25-41-36/37/38-11 |
| Molecular Structure |
|
Hazard Symbols |
 C, Xi, T, F
|
| Synonyms |
AI3-52204;Carbonochloridicacid, 4-nitrophenyl ester; |
Article Data | 23 |
4-Nitrophenyl chloroformate Synthetic route
| Conditions | Yield |
|---|---|
| With N,N-diethylaniline In toluene at 0℃; for 1h; | 95% |
| With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 75℃; for 0.5h; Inert atmosphere; | |
| With triethylamine In tetrahydrofuran at 0 - 20℃; for 6.25h; Inert atmosphere; |
| Conditions | Yield |
|---|---|
| With potassium carbonate In dichloromethane at 25℃; Green chemistry; | 92% |
| With N,N-dimethyl-aniline; triethylamine |
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In dichloromethane 1.) 0 deg C, 0.5 h, 2.) reflux, 2 h; | 90% |
| With N-ethyl-N,N-diisopropylamine In dichloromethane Heating; | 36% |
| Conditions | Yield |
|---|---|
| With benzene |
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B
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4-Nitrophenyl chloroformate
| Conditions | Yield |
|---|---|
| With triethylamine In N,N-dimethyl-formamide |
| Conditions | Yield |
|---|---|
| Stage #1: 4-nitro-phenol With bis(trichloromethyl) carbonate In dichloromethane at 0℃; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Heating / reflux; |
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4-Nitrophenyl chloroformate
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dexamethasone 21-(p-nitrophenyl carbonate)
| Conditions | Yield |
|---|---|
| With pyridine In chloroform Ambient temperature; | 100% |
| With pyridine In dichloromethane at 20℃; for 0.4h; Sealed tube; | 72% |
| With 4-methyl-morpholine In tetrahydrofuran at 20℃; for 24h; | 55% |
| With 4-methyl-morpholine In tetrahydrofuran at 20℃; for 4h; | |
| With pyridine at 20℃; for 2h; Concentration; |
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| Conditions | Yield |
|---|---|
| With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1h; | 100% |
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| Conditions | Yield |
|---|---|
| With pyridine; dmap at 20℃; for 16h; | 100% |
| In pyridine; toluene for 1h; Ambient temperature; | 96% |
| With pyridine In toluene at 20℃; for 5h; Inert atmosphere; | 81% |
4-Nitrophenyl chloroformate Specification
1.Introduction of 4-Nitrophenyl chloroformate
The 4-Nitrophenyl chloroformate, with the CAS registry number 7693-46-1, is also known as Carbonochloridic acid, 4-nitrophenyl ester. It belongs to the product categories of Blocks; Building Blocks; Nitro Compounds; Miscellaneous; Protection & Derivatization Reagents (for Synthesis); Synthetic Organic Chemistry. Its IUPAC name is called (4-nitrophenyl) carbonochloridate. What's more, 4-Nitrophenyl chloroformate is used as intermediate of Anti-HIV drug.
2.Physical properties of 4-Nitrophenyl chloroformate
(1)ACD/LogP: 2.84; (2)ACD/LogD (pH 5.5): 2.84; (3)ACD/LogD (pH 7.4): 2.84; (4)ACD/BCF (pH 5.5): 84.98; (5)ACD/BCF (pH 7.4): 84.98; (6)ACD/KOC (pH 5.5): 836.81; (7)ACD/KOC (pH 7.4): 836.81; (8)#H bond acceptors: 5; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.577; (11)Molar Refractivity: 44.35 cm3; (12)Molar Volume: 133.7 cm3; (13)Surface Tension: 54.1 dyne/cm; (14)Density: 1.506 g/cm3; (15)Flash Point: 125.3 °C; (16)Enthalpy of Vaporization: 52.26 kJ/mol; (17)Boiling Point: 283.7 °C at 760 mmHg; (18)Vapour Pressure: 0.00312 mmHg at 25°C.
3.Structure descriptors of 4-Nitrophenyl chloroformate
(1)Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OC(=O)Cl
(2)InChI: InChI=1S/C7H4ClNO4/c8-7(10)13-6-3-1-5(2-4-6)9(11)12/h1-4H
(3)InChIKey: NXLNNXIXOYSCMB-UHFFFAOYSA-N
4.Uses of 4-Nitrophenyl chloroformate
4-Nitrophenyl chloroformate can be used to produce 4-nitrophenyl diazoacetate with diazomethane at temperature of -5 - 0 °C. This reaction is a kind of Acylation. It will need solvent diethyl ether with reaction time of 3 hours. The yield is about 47%.
5.Safety information of 4-Nitrophenyl chloroformate
This chemical may destroy living tissue on contact and may cause burns. It may also cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.
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