3-Nitrobenzyl alcohol

Base Information

• Chemical Name: 3-Nitrobenzyl alcohol
• CAS No.: 619-25-0
• Deprecated CAS: 185532-94-9
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 29062900
• European Community (EC) Number: 210-588-2
• NSC Number: 5388
• UNII: F829X990IV
• DSSTox Substance ID: DTXSID0060698
• Nikkaji Number: J28.536F
• Wikipedia: 3-Nitrobenzyl_alcohol
• Wikidata: Q414170
• Mol file: 619-25-0.mol

Synonyms:3-nitrobenzyl alcohol;m-nitrobenzyl alcohol

Chemical Property of 3-Nitrobenzyl alcohol

Chemical Property:

• Appearance/Colour: yellow to brown crystalline low melting solid
• Vapor Pressure: 1.71E-05mmHg at 25°C
• Melting Point: 29-33 °C
• Refractive Index: 1.5730
• Boiling Point: 349.8 °C at 760 mmHg
• PKA: 13.82±0.10(Predicted)
• Flash Point: 146.2 °C
• PSA: 66.05000
• Density: 1.33 g/cm³
• LogP: 1.61030
• Storage Temp.: Store below +30°C.
• Water Solubility.: It is soluble in water.
• 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:

97% ^*data from raw suppliers

3-Nitrobenzyl alcohol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])CO
• Uses: 3-Nitrobenzyl alcohol is the best substrate for cytosolic alcohol dehydrogenase. 3-Nitrobenzyl alcohol was employed as matrix during fast-atom bombardment mass spectrometry. It was used in isolation of palmitylated peptide fragment from bovine rhodopsin and its characterization by mass spectrometry. It has been used as a liquid matrix for fast atom bombardment[1] and matrix-assisted laser desorption ionization. In electrospray ionization 3-NBA is doped into low surface tension spray solvents to increase analyte charging. 3-NBA has been used as liquid matrix in Ionization in liquid secondary ion mass spectrometry.

Technology Process of 3-Nitrobenzyl alcohol

There total 54 articles about 3-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%

trimethyl(3-nitrobenzyloxy)silane (62673-14-7) → 3-Nitrobenzyl alcohol (619-25-0)

Guidance literature:

With aluminium trichloride; 2-(3-nitrophenyl)-1,3-dioxolane; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate; for 0.05h;

Reference yield: 100.0%

2-<3-Nitro-benzyloxy>-tetrahydro-pyran (18483-95-9) → 3-Nitrobenzyl alcohol (619-25-0)

Guidance literature:

With aluminium trichloride; 2-(3-nitrophenyl)-1,3-dioxolane; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate; for 0.05h;

Reference yield: 98.0%

m-nitrobenzoic acid chloride (121-90-4) → 3-Nitrobenzyl alcohol (619-25-0)

Guidance literature:

With N-methylpyrrolidine zinc borohydride; In tetrahydrofuran; at 20 ℃; for 0.666667h;

DOI:10.1081/SCC-120015705

upstream raw materials:

methanol

tetrachloromethane

3-nitro-benzaldehyde

formaldehyd

Downstream raw materials:

m-Nitrobenzyloxymethylchlorid

3-aminobenzenemethanol

di(3-nitrobenzyl) ether

m-nitrobenzyl iodide

Refernces

Reaction of 2-azidobenzothiazole and 1-azido-4-(3',5'-dimethyl-1'-pyrazolyl)tetrafluorobenzene with [60]fullerene and characterization of the adducts by fast-atom bombardment mass spectrometry

10.1016/0040-4020(96)00287-6

The research aimed to investigate the reaction of 2-azidobenzothiazole and 1-azido-4-(3',5'-dimethyl-1'-pyrazolyl)tetrafluorobenzene with [60]fullerene, leading to the formation of imino[60]fullerenes. The study sought to determine whether the formation of azafulleroid ([5-6]-π bonding type) or aziridinefullerene ([6-6]-α bonding type) could be explained by the duality of azide decomposition mechanisms. Through the use of fast-atom bombardment mass spectrometry (FAB-MS) and 13C NMR spectroscopy, the researchers established the structures of three new imino[60]fullerenes: two monoadducts (5 and 7) and one bisadduct (8). The chemicals used in the process included [60]fullerene, 2-azidobenzothiazole, 1-azido-4-(3',5'-dimethylpyrazol-1'-yl)tetrafluorobenzene, toluene, chlorobenzene, and various solvents and reagents for synthesis and characterization, such as sodium nitrite, hydrochloric acid, and m-nitrobenzyl alcohol (NBA) used as a matrix in the mass spectrometry analysis. The conclusions drawn from the study were that the reaction pathways could indeed lead to the formation of both types of imino[60]fullerenes, and the structural assignments of the adducts were confirmed through the spectroscopic techniques employed.