1467-35-2

Basic information

• Product Name: 2,3,4-trimethylaniline
• Synonyms: 2,3,4-trimethylaniline;Benzenamine, 2,3,4-trimethyl-
• CAS NO: 1467-35-2
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.20622
• EINECS: 215-989-6
• Mol File: 1467-35-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 244.6°Cat760mmHg
• Flash Point: 107.8°C
• Appearance: /
• Density: 0.962g/cm³
• CAS DataBase Reference: 2,3,4-trimethylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-trimethylaniline(1467-35-2)
• EPA Substance Registry System: 2,3,4-trimethylaniline(1467-35-2)

Safety Data

• Hazardous Substances Data: 1467-35-2(Hazardous Substances Data)

Usage

General Description

2,3,4-trimethylaniline is a chemical compound with the molecular formula C9H13N. It is an aromatic amine that consists of a benzene ring with three methyl groups attached to the 2nd, 3rd, and 4th carbon atoms. 2,3,4-trimethylaniline is commonly used as an intermediate in the synthesis of various dyes, pigments, and pharmaceuticals. It is known to be a skin and eye irritant and can cause respiratory irritation if inhaled. This chemical compound is also considered to be hazardous to the aquatic environment and is classified as a dangerous goods for transportation. Safety precautions should be taken when handling and storing 2,3,4-trimethylaniline to prevent exposure and environmental contamination.

InChI:InChI=1/C9H13N/c1-6-4-5-9(10)8(3)7(6)2/h4-5H,10H2,1-3H3

Upstream product

• 1076-47-7 trimethylbenzoic acid 
• 526-73-8 1,2,3-trimethylbenzene 
• 74404-35-6 (2,3,4-trimethyl-phenyl)-hydrazine 
• 112277-82-4 tosyldiazoamino-4 hemimellitene 
• 112277-80-2 azidocarbonyl-4 hemimellitene 
• 1639-33-4 1-(2,3,4-Trimethyl-phenyl)-ethan-1-on-oxim 
• 1128-19-4 2,3,4-trimethyl-1-nitrobenzene 

Downstream Products

• 112277-74-4 Trimethyl-(3,4,5-trimethyl-phenyl)-silane 
• 112277-84-6 amino-4 bromo-5 hemimellitene 
• 1639-32-3 acetic acid-(2,3,4-trimethyl-anilide) 
• 41381-33-3 1-iodo-2,3,4-trimethylbenzene 
• 526-85-2 2,3,4-trimethylphenol 
• 42014-63-1 2,3,4,2',3',4'-Hexamethyl-azobenzol 
• 1467-30-7 2-Chlor-3-<2,3,4-trimethyl-anilino>-1,4-naphthochinon 
• 32591-43-8 5-bromo-1,2,3-trimethylbenzene 

Relevant articles and documents

"1,4" Alkyl Migrations in Fischer Indole Cyclizations

The product from Fisher indole cyclization and dehydrogenation of cyclohexanone 2,4,6-trimethylphenylhydrazone (1) was determined to be 2,3,4-trimethylcarbazole (3) resulting from a formal 1,4-methyl migration, as previously proposed.To determine the destinations of migrating groups in these rearrangements, the Fischer indole cyclization and dehydrogenation of cyclohexanone 2-ethyl-6-methylphenylhydrazone (17) were studied.The products obtained were 1-ethylcarbazole, 1-methylcarbazole, 2-ethyl-1-methylcarbazole (18), and an apparent mixture of 1-ethyl-4-methylcarbazole (21) and 4-ethyl-1-methylcarbazole (22).However, no 1-ethyl-2-methylcarbazole (19), which would have been obtained by a "1,4"-methyl migration, was obtained.Analysis of the product ratios suggested that the apparent ethyl shift in formation of 18 actually proceeded by a formal shift of either an ethyl or a methyl group, followed by a ethyl shift.Cyclization of 3-pentanone 2,4,6-trimethylphenylhydrazone (26) proceeded to give the product of "1,4" methyl migration, demonstrating that such reactions can occur with phenylhydrazones of ketones other than cyclohexanone.It is proposed that steric factors play a major role in determining whether migrating groups undergo or "1,4" shifts during Fischer indole cyclizations.