2-Nitrobenzyl alcohol

Base Information

• Chemical Name: 2-Nitrobenzyl alcohol
• CAS No.: 612-25-9
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 29062900
• European Community (EC) Number: 210-302-6
• NSC Number: 66512
• UNII: 5M66390M78
• DSSTox Substance ID: DTXSID40210101
• Nikkaji Number: J28.537D
• Wikidata: Q27262550
• ChEMBL ID: CHEMBL369485
• Mol file: 612-25-9.mol

Synonyms:Benzylalcohol, o-nitro- (6CI,7CI,8CI);2-Nitrobenzenemethanol;NSC 66512;o-(Hydroxymethyl)nitrobenzene;o-Nitrobenzyl alcohol;

Chemical Property of 2-Nitrobenzyl alcohol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00346mmHg at 25°C
• Melting Point: 69-72 °C(lit.)
• Refractive Index: 1.597
• Boiling Point: 270 °C at 760 mmHg
• PKA: 13.77±0.10(Predicted)
• Flash Point: 131.1 °C
• PSA: 66.05000
• Density: 1.33 g/cm³
• LogP: 1.61030
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol
• Water Solubility.: Soluble in water 5000 mg/L 20 deg Celsius.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

99%min ^*data from raw suppliers

2-Nitrobenzyl Alcohol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C(C(=C1)CO)[N+](=O)[O-]
• Uses: 2-Nitrobenzyl alcohol is a useful research chemical. The o-nitrobenzyl group (o-NB) is utilized frequently in polymer and materials science. It covers the use of based cross-linkers for photodegradable hydrogels, o-NB side chain functionalization in (block) copolymers, o-NB side chain functionalization for thin film patterning, o-NB for self-assembled monolayers, photo cleavable block copolymers, and photo cleavable bioconjugates.

Technology Process of 2-Nitrobenzyl alcohol

There total 66 articles about 2-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: 100.0%

2-nitro-benzaldehyde (552-89-6) → 2-Nitrobenzyl alcohol (612-25-9)

Guidance literature:

With magnesium(II) perchlorate; polymer-bound NADH (2a); In acetonitrile; benzene; at 80 ℃; for 120h; Further byproducts given;

DOI:10.1016/S0040-4039(00)85780-9

Reference yield: 100.0%

methyl 2-nitrobenzoate (606-27-9) → 2-Nitrobenzyl alcohol (612-25-9)

Guidance literature:

With sodium tetrahydroborate; In 1,4-dioxane; water; for 2h; Ambient temperature;

Reference yield: 97.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 2-Nitrobenzyl alcohol (612-25-9)

Guidance literature:

ortho-nitrobenzoic acid; With 4-methyl-morpholine; 1,3,5-trichloro-2,4,6-triazine; In 1,2-dimethoxyethane; at 20 ℃; for 3h;

With sodium tetrahydroborate; In water; at 0 ℃;

DOI:10.1016/S0040-4039(99)00734-0

upstream raw materials:

1-methyl-2-nitrobenzene

2-nitrobenzyl chloride

aluminum isopropoxide

isopropyl alcohol

Downstream raw materials:

2-nitro-benzaldehyde

2-nitrosobenzaldehyde

anthranil

L_g-tartaric acid bis-(2-nitro-benzyl ester)

Refernces

• 1、 Suetsugu, Satoshi,Tsukano, Chihiro,Takemoto, Yoshiji. "Synthetic Studies towards Communesins: Diastereoselective Oxidative Rearrangement of Aurantioclavine Derivatives". . p. 108 - 115. Retrieved 2016.
• 2、 Budhathoki-Uprety, Januka,Novak, Bruce M.. "Synthesis of a pyridine substituted polycarbodiimide and its use as a solid support for chemical reagents". . p. 2140 - 2146. Retrieved 2010.
• 3、 Li, Xinying,Mi, Tongge,Guo, Wenjing,Ruan, Zhongrui,Guo, Yu,Ma, Yan-Na,Chen, Xuenian. "KB3H8: An environment-friendly reagent for the selective reduction of aldehydes and ketones to alcohols". supporting information. p. 12776 - 12779. Retrieved 2021/12/10.
• 4、 Aimar, Mario L.,Bordón, Daniela L.,Díaz Panero, Mariángeles,Decarlini, María F.,Demmel, Gabriel I.,Rossi, Laura I.,Vázquez, Ana M.. "Whole seeds of Bauhinia variegata L. (Fabaceae) as an efficient biocatalyst for benzyl alcohol preparations from benzaldehydes". . . Retrieved 2021/08/03.