ChemicalBook > CAS DataBase List > 4-Nitrobenzeneethanol

4-Nitrobenzeneethanol

Product Name: 4-Nitrobenzeneethanol
CAS No.: 100-27-6
Chemical Name: 4-Nitrobenzeneethanol
Synonyms: AKOS 90322;AURORA KA-7063;4-Nitrophenethanol;p-Nitrophenylethanol;4-nitrobenzeneethanol;4-nitro-benzeneethano;4-NITRO PHENYL ETHANOL;4-NITROBENETHYL ALCOHOL;SS-P-NITROPHENYLETHANOL;Benzeneethanol,4-nitro-
CBNumber: CB4389446
Molecular Formula: C8H9NO3
Formula Weight: 167.16
MOL File: 100-27-6.mol

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4-Nitrobenzeneethanol Property

Melting point:: 59-62 °C(lit.)
Boiling point:: 177 °C16 mm Hg(lit.)
Density: 1.2917 (rough estimate)
refractive index: 1.5570 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform, Methanol (Slightly)
form: Solid
pka: 14.57±0.10(Predicted)
color: White to Light Brown
Water Solubility: <0.01 g/100 mL at 18 ºC
BRN: 1866148
Stability:: Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
CAS DataBase Reference: 100-27-6(CAS DataBase Reference)
NIST Chemistry Reference: Benzeneethanol, 4-nitro-(100-27-6)
EPA Substance Registry System: 4-Nitrobenzeneethanol (100-27-6)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 22-36-40-36/37/38
Safety Statements: 22-24/25-26-36
WGK Germany: 3
RTECS: SG8602000
Hazard Note: Irritant
TSCA: Yes
HS Code: 29062990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 183466
Product name: 4-Nitrophenethyl alcohol
Purity: 99%
Packaging: 10g
Price: $42.5
Updated: 2025/07/31

Sigma-Aldrich

Product number: 183466
Product name: 4-Nitrophenethyl alcohol
Purity: 99%
Packaging: 50g
Price: $141.4
Updated: 2025/07/31

TCI Chemical

Product number: N0569
Product name: 2-(4-Nitrophenyl)ethanol
Purity: >98.0%(GC)
Packaging: 5g
Price: $53
Updated: 2025/07/31

TCI Chemical

Product number: N0569
Product name: 2-(4-Nitrophenyl)ethanol
Purity: >98.0%(GC)
Packaging: 25g
Price: $212
Updated: 2025/07/31

TRC

Product number: N502240
Product name: 4-Nitro-benzeneethanol
Packaging: 10g
Price: $250
Updated: 2021/12/16

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4-Nitrobenzeneethanol Chemical Properties,Usage,Production

Chemical Properties

yellow to orange crystalline powder

Uses

4-Nitro-benzeneethanol is a useful synthetic intermediate. It can be used to synthesize N-phenylethylindole carboxamides as SAR study of allosteric modulators of CB1 receptor. It can also be used to prepare 2-aza-2''-deoxyinosine-containing oligodeoxyribonucleotide duplexes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 2786, 1973 DOI: 10.1021/jo00956a011

General Description

Yellow needles (from aqueous methanol) or orange solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A nitrated alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

Health Hazard

SYMPTOMS: Structurally similar chemicals may cause methemoglobinemia.

Fire Hazard

Flash point data for 4-Nitrobenzeneethanol are not available; however, 4-Nitrobenzeneethanol is probably combustible.

Synthesis

104-03-0

100-27-6

(1) Dissolve p-nitrophenylacetic acid in ether and heat under nitrogen protection to 50°C. Slowly add lithium aluminium hydride (mass ratio of lithium aluminium hydride to p-nitrophenylacetic acid 1:2) and make sure that the mixture is homogeneous. Subsequently, water was added dropwise (the mass ratio of the amount of water added dropwise to lithium aluminum hydride was 1:1) and the reaction continued to be stirred for 3 hours. Upon completion of the reaction, the reaction mixture was cooled to 0°C, and a 12% sodium hydroxide solution (the mass ratio of sodium hydroxide to lithium aluminum hydride was 3:2) and water (the mass ratio of water to lithium aluminum hydride for the second addition was 5:2) were slowly added. After standing for 20 minutes, it was gradually warmed to room temperature and dried by adding anhydrous MgSO4. After stirring for 30 minutes, filter and distill to remove the solvent in the filtrate to obtain p-nitrophenylethanol. (2) Dissolve p-nitrophenyl ethanol in ethanol and add catalyst (a mixture of CeO2, MnO and ZnO in the ratio of 1:2:5; the mass ratio of p-nitrophenyl ethanol to catalyst was 3:167). The reaction system was warmed up to 80°C under nitrogen atmosphere. hydrogen was introduced at atmospheric pressure and the reaction was carried out for 3 h. The reaction was carried out at atmospheric pressure and the reaction was carried out at atmospheric pressure and the reaction was carried out at atmospheric pressure. After completion of the reaction, it was cooled to room temperature and the catalyst was removed by filtration. Ethanol was removed by distillation and the resulting solid was purified by recrystallization to give p-aminophenethyl alcohol.

References

[1] Patent: CN108033888, 2018, A. Location in patent: Paragraph 0019-0057
[2] European Journal of Organic Chemistry, 2011, # 17, p. 3178 - 3183
[3] Journal of Medicinal Chemistry, 1990, vol. 33, # 11, p. 3008 - 3014
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992, # 1, p. 109 - 114
[5] Patent: WO2004/29066, 2004, A2. Location in patent: Page/Page column 302

4-Nitrobenzeneethanol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Nitrobenzeneethanol manufacturers

Beijing CosmicKoda Chemical Technology Co.,Ltd

Product: 4-Nitrophenethyl alcohol 100-27-6
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: bulk production
Release date: 2025-11-26

Hebei Fengjia New Material Co., Ltd

Product: 4-Nitrobenzeneethanol 100-27-6
Price: US $30.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 100 tons
Release date: 2024-08-09

Hebei Chuanghai Biotechnology Co., Ltd

Product: 4-Nitrobenzeneethanol 100-27-6
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-29

100-27-6, 4-NitrobenzeneethanolRelated Search:

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100-27-6

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