4-Amino-3,5-dimethylbenzaldehyde

Base Information

• Chemical Name: 4-Amino-3,5-dimethylbenzaldehyde
• CAS No.: 56066-83-2
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• DSSTox Substance ID: DTXSID50434432
• Nikkaji Number: J497.398D
• Wikidata: Q82248853
• Mol file: 56066-83-2.mol

Synonyms:4-amino-3,5-dimethylbenzaldehyde;56066-83-2;4-amino-3,5-dimethyl-benzaldehyde;Benzaldehyde, 4-amino-3,5-dimethyl- (9CI);SCHEMBL1863094;DTXSID50434432;MGNOINHCQPDTPO-UHFFFAOYSA-N;STR09860;AKOS006337800;Benzaldehyde,4-amino-3,5-dimethyl-(9ci);FT-0743467

Chemical Property of 4-Amino-3,5-dimethylbenzaldehyde

Chemical Property:

• PSA: 43.09000
• LogP: 2.27930
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1N)C)C=O

Technology Process of 4-Amino-3,5-dimethylbenzaldehyde

There total 6 articles about 4-Amino-3,5-dimethylbenzaldehyde 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: 95.97%

2,4,6-trimethylaniline (88-05-1) → 4-amino-3,5-dimethylbenzaldehyde (56066-83-2)

Guidance literature:

With hydrogenchloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water; at 25 ℃; for 2h;

Reference yield: 66.0%

acetic acid (64-19-7,77671-22-8) + 2,6-dimethylaniline (87-62-7) → 4-amino-3,5-dimethylbenzaldehyde (56066-83-2)

Guidance literature:

With hexamethylenetetramine; In water; for 4h; Reflux; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.organomet.9b00130

Reference yield: 40.0%

nitromesitylene (603-71-4,34505-32-3,82795-90-2) → 4-amino-3,5-dimethylbenzaldehyde (56066-83-2) + 3-nitro-2,4,6-trimethylbenzenesulfonyl fluoride (392-49-4)

Guidance literature:

With fluorosulphonic acid; at 20 ℃; for 0.5h; Product distribution; Mechanism;

upstream raw materials:

nitromesitylene

dimethyl sulfoxide

2,6-dimethylaniline

2,4,6-trimethylaniline

Downstream raw materials:

5-(4-amino-3,5-dimethylphenyl)dipyrromethane

4-amino-α-(anilino-methylene)-3,5-dimethyl-hydrocinnamic acid nitrile

acetic acid (4-formyl-2,6-dimethyl-phenylcarbamoyl)-methyl ester

3-(4-amino-3,5-dimethyl-phenyl)-1-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propenone