1-Methyl-2-(nitromethyl)benzene

Base Information

• Chemical Name: 1-Methyl-2-(nitromethyl)benzene
• CAS No.: 38362-89-9
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• DSSTox Substance ID: DTXSID00456841
• Nikkaji Number: J514.431K
• Wikidata: Q82279418
• Mol file: 38362-89-9.mol

Synonyms:1-methyl-2-(nitromethyl)benzene;38362-89-9;2-(Nitromethyl)toluene;SCHEMBL701265;DTXSID00456841;1-methyl-2-(nitro-methyl)-benzene;EN300-1831803

Chemical Property of 1-Methyl-2-(nitromethyl)benzene

Chemical Property:

• Boiling Point: 249.5±9.0 °C(Predicted)
• PSA: 45.82000
• Density: 1.121±0.06 g/cm3(Predicted)
• LogP: 2.29490
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C[N+](=O)[O-]

Technology Process of 1-Methyl-2-(nitromethyl)benzene

There total 10 articles about 1-Methyl-2-(nitromethyl)benzene 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: 93.0%

nitromethane (75-52-5) + 2-methylphenyl bromide (95-46-5) → 1-methyl-2-(2-nitroethyl)benzene (38362-89-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos; at 50 ℃; for 3.5h; Inert atmosphere; Molecular sieve; Neat (no solvent);

DOI:10.1021/ol301713j

Reference yield: 89.0%

2-methylbenzyl bromide (89-92-9) → 1-methyl-2-(2-nitroethyl)benzene (38362-89-9)

Guidance literature:

With silver(I) nitrite; In diethyl ether; at 0 ℃; for 5h; Reflux;

DOI:10.1039/c5cc08681g

Reference yield: 69.0%

o-xylene (95-47-6) → 1-methyl-2-(2-nitroethyl)benzene (38362-89-9) + 2-methyl-benzyl alcohol (89-95-2) + 2-methylphenyl aldehyde (529-20-4)

Guidance literature:

With N-acetoxyphthalimide; nitric acid; at 90 ℃; for 5h;

DOI:10.1021/jo025632d

upstream raw materials:

o-xylene

2-tolylmethylnitrile

1-chloromethyl-2-methylbenzene

1-methyl-2-<2-nitro-2-(phenylsulfonyl)-ethyl>benzene

Downstream raw materials:

2-methyl-α-nitro-stilbene

(E)-2-methylbenzaldehyde oxime

ortho-methylbenzoic acid