2-Methyl-6-nitrobenzaldehyde

Base Information

• Chemical Name: 2-Methyl-6-nitrobenzaldehyde
• CAS No.: 107096-52-6
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• Hs Code.: 2913000090
• European Community (EC) Number: 967-782-1
• Nikkaji Number: J3.505.469C
• Mol file: 107096-52-6.mol

Synonyms:2-METHYL-6-NITROBENZALDEHYDE;107096-52-6;Benzaldehyde, 2-methyl-6-nitro-;2-Nitro-6-methylbenzaldehyde;6-methyl-2-nitrobenzaldehyde;SCHEMBL700297;LBHWNZFYCKTRFN-UHFFFAOYSA-N;MFCD10696870;AKOS006303391;AB58397;BS-44311;F85779;EN300-1725356;F2167-9483

Chemical Property of 2-Methyl-6-nitrobenzaldehyde

Chemical Property:

• PSA: 62.89000
• LogP: 2.23890
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-6-nitrobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)[N+](=O)[O-])C=O

Technology Process of 2-Methyl-6-nitrobenzaldehyde

There total 9 articles about 2-Methyl-6-nitrobenzaldehyde 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: 99.0%

2-(hydroxymethyl)-3-methyl-1-nitrobenzene (54915-41-2) → 2-methyl-6-nitrobenzaldehyde (107096-52-6)

Guidance literature:

With 3,5-dimethyl-1H-pyrazole; chromium (VI) oxide; In dichloromethane; at 20 ℃; for 0.75h;

Reference yield: 89.0%

2,3-dimethylnitrobenzene (83-41-0) → 2-methyl-6-nitrobenzaldehyde (107096-52-6)

Guidance literature:

2,3-dimethylnitrobenzene; With N,N-dimethyl-formamide dimethyl acetal; In N,N-dimethyl-formamide; at 130 ℃; for 72h;

With sodium periodate; In water; N,N-dimethyl-formamide; at 0 - 20 ℃; for 3.5h; Cooling with ice;

DOI:10.1021/jacs.0c02002

Reference yield: 82.0%

(E)-2-methyl-6-nitrobenzaldehyde O-methyl oxime → 2-methyl-6-nitrobenzaldehyde (107096-52-6)

Guidance literature:

With formaldehyd; toluene-4-sulfonic acid; In tetrahydrofuran; water; at 100 ℃; for 8h; Sealed tube;

DOI:10.1002/ejoc.201402451

upstream raw materials:

2-(hydroxymethyl)-3-methyl-1-nitrobenzene

2-methyl-6-nitrobenzoic acid

2-methyl-6-nitrobenzoyl chloride

2-{2-(N,N-dimethylamino)vinyl}-3-methylnitrobenzene

Downstream raw materials:

5-[1-(2-Methyl-6-nitro-phenyl)-meth-(E)-ylidene]-imidazolidine-2,4-dione

1-Methyl-5-[1-(2-methyl-6-nitro-phenyl)-meth-(Z)-ylidene]-imidazolidine-2,4-dione

2-nitro-6-methylphenyl acetylene

C₉H₆ClNO₂

Refernces

• 1、 Feist, Florian,Rodrigues, Leona L.,Walden, Sarah L.,Krappitz, Tim W.,Dargaville, Tim R.,Weil, Tanja,Goldmann, Anja S.,Blinco, James P.,Barner-Kowollik, Christopher. "Light-induced Ligation of o-Quinodimethanes with Gated Fluorescence Self-reporting". supporting information. p. 7744 - 7748. Retrieved 2020/05/22.
• 2、 Zhang, Wei,Wu, Degui,Zhang, Jian,Liu, Yunkui. "Regiospecific synthesis of substituted 2-nitrobenzaldehydes from benzaldehydes through palladium-catalyzed chelation-assisted C-H nitration". . p. 5827 - 5835. Retrieved 2014/10/15.