129822-43-1

Basic information

• Product Name: BOC-2,4-DIMETHYLANILINE
• Synonyms: BOC-2,4-DIMETHYLANILINE
• CAS NO: 129822-43-1
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.3
• Mol File: 129822-43-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BOC-2,4-DIMETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-2,4-DIMETHYLANILINE(129822-43-1)
• EPA Substance Registry System: BOC-2,4-DIMETHYLANILINE(129822-43-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 129822-43-1(Hazardous Substances Data)

Usage

General Description

BOC-2,4-DIMETHYLANILINE is a chemical compound with the molecular formula C10H15NO. It is a derivative of aniline and is often used as a reagent in organic synthesis, particularly in the pharmaceutical and agrochemical industries. The BOC (tert-butoxycarbonyl) group is commonly used as a protecting group for amines, allowing for selective reactions to occur at other functional groups without affecting the amine. 2,4-DIMETHYLANILINE is a widely used precursor in the production of dyes, pigments, and pharmaceuticals. It is a colorless to pale yellow liquid with a fishy odor and is considered hazardous, with potential health risks from ingestion, inhalation, or skin contact. Proper handling and disposal procedures are necessary when working with BOC-2,4-DIMETHYLANILINE to minimize the risks to human health and the environment.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 95-68-1 2,4-Xylidine 

Downstream Products

• 3484-35-3 5-methylindolin-2-one 
• 129822-49-7 5-methylindole-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

PEG-mediated facile protocol for N-Boc protection of amines

We have reported an efficient and eco-friendly protocol for the protection of various structurally and electronically divergent aryl and aliphatic amines using (Boc)2O in the presence of PEG-400 at room temperature. The reaction gave excellent

Copper(II) tetrafluoroborate as a novel and highly efficient catalyst for N-tert-butoxycarbonylation of amines under solvent-free conditions at room temperature

Commercially available copper(II) tetrafluoroborate hydrate was found to be a highly efficient catalyst for chemoselective N-tert-butoxycarbonylation of amines with di-tert-butyl dicarbonate under solvent-free conditions and at room temperature. Various aromatic amines were protected as their N-tert-butyl carbamates in high yields and in short times. No competitive side reactions such as isocyanate, urea, and N,N-di-t-Boc formation was observed. Chemoselective N-tert-butoxycarbonylation was achieved with substrates bearing OH and SH groups. Chiral α-amino acid esters afforded the corresponding N-t-Boc derivatives in excellent yields.

Catalyst-free chemoselective N-tert-butyloxycarbonylation of amines in water

Catalyst-free N-tert-butyloxycarbonylation of amines in water is reported. The N-t-Boc derivatives were formed chemoselectively without any isocyanate, urea, N,N-di-t-Boc, and O/S-t-Boc as side products. Chiral amines, esters of α-amino acids, and β-amino alcohol afforded optically pure N-t-Boc derivatives. Amino alcohol and 2-aminophenol afforded the N-t-Boc derivative without oxazolidinone formation. Selectivity was observed during competition of aromatic amine vs aliphatic amine, amine vs amino acid ester, amine vs amino alcohol, and primary amine vs secondary amine.