3-Methyl-2-nitrobenzyl alcohol

Base Information

• Chemical Name: 3-Methyl-2-nitrobenzyl alcohol
• CAS No.: 80866-76-8
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 29062990
• European Community (EC) Number: 279-579-9
• DSSTox Substance ID: DTXSID30230757
• Nikkaji Number: J149.927K
• Wikidata: Q83111465
• Mol file: 80866-76-8.mol

Synonyms:3-Methyl-2-nitrobenzyl alcohol;80866-76-8;(3-Methyl-2-nitrophenyl)methanol;Benzenemethanol, 3-methyl-2-nitro-;EINECS 279-579-9;MFCD00007182;3-Methyl-2-nitrobenzylalcohol;SCHEMBL67211;3-hydroxymethyl-2-nitrotoluene;DTXSID30230757;(3-methyl-2-nitro-phenyl)methanol;AMY26997;(3-Methyl-2-nitrophenyl)methanol #;GEO-01888;AKOS005255157;3-Methyl-2-nitrobenzyl alcohol, 98%;PS-10582;CS-0204692;FT-0616070;E78168;A839990;W-200505

Chemical Property of 3-Methyl-2-nitrobenzyl alcohol

Chemical Property:

• Appearance/Colour: yellow-brown to brownish crystalline solid
• Vapor Pressure: 0.000806mmHg at 25°C
• Melting Point: 48-50 °C(lit.)
• Refractive Index: 1.585
• Boiling Point: 293 °C at 760 mmHg
• PKA: 14.04±0.10(Predicted)
• Flash Point: 130.3 °C
• PSA: 66.05000
• Density: 1.272 g/cm³
• LogP: 1.91870
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

97%+ ^*data from raw suppliers

3-Methyl-2-nitrobenzyl alcohol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)CO)[N+](=O)[O-]
• Uses: 3-Methyl-2-nitrobenzyl alcohol was used as starting reagent in the synthesis of 7-formyl-indole.

Technology Process of 3-Methyl-2-nitrobenzyl alcohol

There total 5 articles about 3-Methyl-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%

3-methyl-2-nitrobenzoic acid (5437-38-7) → 2-methyl-6-hydroxymethyl-1-nitrobenzene (80866-76-8)

Guidance literature:

With borane-THF; In tetrahydrofuran; Inert atmosphere; Reflux;

DOI:10.1002/anie.202008631

Reference yield: 100.0%

→ 2-methyl-6-hydroxymethyl-1-nitrobenzene (80866-76-8)

Guidance literature:

Reference yield: 94.0%

methanol (67-56-1) + methyl 3-methyl-2-nitrobenzoate (5471-82-9) → 2-methyl-6-hydroxymethyl-1-nitrobenzene (80866-76-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; for 1.5h; Heating / reflux;

upstream raw materials:

3-methyl-2-nitrobenzoyl chloride

2-(3-methyl-2-nitrophenyl)acetic acid

3-methyl-2-nitrobenzoic acid

methanol

Downstream raw materials:

7-formyl-2,1-benzisoxazole

7-(4-tolylsulfonylmethyl)-2,1-benzisoxazole

4-Amino-N-(2-hydroxymethyl-6-methyl-phenyl)-benzamide

N-<2-(hydroxymethyl)-6-methylphenyl>-4-nitrobenzamide

Refernces

• 1、 Watts, Field M.,Bunce, Richard A.. "Synthesis of Aryl-Substituted 3,3a,4,5-Tetrahydropyrrolo[1,2- A [ quinolin-1(2 H)-ones and 2,3,4,4a,5,6-Hexahydro-1 H-pyrido[1,2- A [quinolin-1-ones". . p. 564 - 572. Retrieved 2019/01/10.
• 2、 Uchil, Vinod R.,Gund, Machhindra,Satyam, Apparao. "Simple synthesis of 7-formyl-indole". . p. 1051 - 1056. Retrieved 2007/10/03.