4-Nitrobenzyl alcohol

Base Information

• Chemical Name: 4-Nitrobenzyl alcohol
• CAS No.: 619-73-8
• Deprecated CAS: 185532-82-5
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 29062900
• European Community (EC) Number: 210-611-6
• NSC Number: 5389
• UNII: 86BTJ68Y9M
• DSSTox Substance ID: DTXSID1052298
• Nikkaji Number: J28.535H
• Wikidata: Q26840765
• Metabolomics Workbench ID: 56412
• ChEMBL ID: CHEMBL153580
• Mol file: 619-73-8.mol

Synonyms:4-nitrobenzyl alcohol;p-nitrobenzyl alcohol

Chemical Property of 4-Nitrobenzyl alcohol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000128mmHg at 25°C
• Melting Point: 92-94 °C(lit.)
• Refractive Index: 1.597
• Boiling Point: 320.8 °C at 760 mmHg
• PKA: 13.61±0.10(Predicted)
• Flash Point: 148.1 °C
• PSA: 66.05000
• Density: 1.33 g/cm³
• LogP: 1.61030
• Storage Temp.: Store at RT.
• Solubility.: 2g/l
• Water Solubility.: Soluble in water (2 mg/ml at 20°C).
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrobenzenemethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C, F
• Hazard Codes: Xi,C,F,Xn
• Statements: 36/37/38-34-11-22
• Safety Statements: 22-24/25-36/37/39-26-45-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=CC=C1CO)[N+](=O)[O-]
• Chemical Composition and Structure: 4-Nitrobenzyl alcohol is a member of the class of benzyl alcohols, with a nitro group (-NO2) attached at the para-position of the benzene ring. Its chemical structure consists of a benzene ring with a hydroxyl group (-OH) and a nitro group (-NO2) attached to it.
• Uses and Mechanism of Action: Metabolism:; Metabolized by enzymes like benzyl alcohol dehydrogenase to form 4-nitrobenzaldehyde.; ; Photocatalytic Reduction:; Can be photocatalytically reduced to 4-amino benzyl alcohol, a less harmful compound, under solar light irradiation.
• References: [1] Cloning and Expression of ntnD, Encoding a Novel NAD(P)+-Independent 4-Nitrobenzyl Alcohol Dehydrogenase from Pseudomonas sp. Strain TW3; DOI 10.1128/jb.182.11.3136-3141.2000; [2] Highly Efficient Self-Assembled Activated Carbon Cloth-Templated Photocatalyst for NADH Regeneration and Photocatalytic Reduction of 4-Nitro Benzyl Alcohol; DOI 10.3390/catal13040666

Technology Process of 4-Nitrobenzyl alcohol

There total 232 articles about 4-Nitrobenzyl alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

benzyl chloride (100-44-7) → 4-nitrobenzyl chloride (619-73-8)

Guidance literature:

With sulfur trioxide; water; nitric acid; sodium hydroxide; In dichloromethane; at 0 - 40 ℃; Large scale;

Reference yield: 97.05%

benzyl bromide (100-39-0) → 4-nitrobenzyl chloride (619-73-8)

Guidance literature:

With sulfur trioxide; water; nitric acid; sodium hydroxide; In dichloromethane; at 10 - 75 ℃; Large scale;

Reference yield: 96.0%

1-bromomethyl-4-nitro-benzene (100-11-8) → 4-nitrobenzyl chloride (619-73-8)

Guidance literature:

With 1-dodecyl-3-methylimidazol-1-ium bromide; water; zinc dibromide; at 90 ℃; for 3h; Reagent/catalyst;

upstream raw materials:

1-methyl-4-nitrobenzene

ethyl 4-nitrobenzoate

4-nitrobenzyl acetate

methanol

Downstream raw materials:

4-nitrobenzyl chloroformate

4-nitrobenzyl acetate

(2-methyl-5-nitro-phenyl)-(4-nitro-phenyl)-methane

(4-methyl-3-nitro-phenyl)-(4-nitro-phenyl)-methane

Refernces

• 1、 Amaral, Luciana Da Silva,Rodrigues-Filho, Edson. "Aryl carboxylic acid reduction and further reactions with GABA and glucose promoted by whole cells of Xylaria arbuscula". . p. 90 - 94. Retrieved 2015.
• 2、 Wang, Zhen,Beletskiy, Evgeny V.,Lee, Sungsik,Hou, Xianliang,Wu, Yuyang,Li, Tiehu,Kung, Mayfair C.,Kung, Harold H.. "Amine-functionalized siloxane oligomer facilitated synthesis of subnanometer colloidal Au particles". . p. 1743 - 1751. Retrieved 2015.
• 3、 Vial, Laurent,Sanders, Jeremy K. M.,Otto, Sijbren. "A catalyst for an acetal hydrolysis reaction from a dynamic combinatorial library". . p. 1001 - 1003. Retrieved 2005.
• 4、 Cheng, Xiu-Fen,Yu, Ting,Liu, Yi,Wang, Nan,Chen, Zhenzhen,Zhang, Guang-Lu,Tong, Lili,Tang, Bo. "Palladium(II)-Catalyzed C(sp2)-H Bond Activation/C-N Bond Cleavage Annulation of N-Methoxy Amides and Arynes". . p. 2087 - 2092. Retrieved 2022/04/07.
• 5、 Pandey, Vipin K.,Tiwari, Chandra Shekhar,Rit, Arnab. "Silver-Catalyzed Hydroboration of C-X (X = C, O, N) Multiple Bonds". supporting information. p. 1681 - 1686. Retrieved 2021/03/03.