328267-64-7

Basic information

• Product Name: (2-hydroxy-4-methylphenyl)carbamic acid tert-butyl ester
• Synonyms: (2-hydroxy-4-methylphenyl)carbamic acid tert-butyl ester
• CAS NO: 328267-64-7
• Molecular Weight: 223.272
• Mol File: 328267-64-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2-hydroxy-4-methylphenyl)carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2-hydroxy-4-methylphenyl)carbamic acid tert-butyl ester(328267-64-7)
• EPA Substance Registry System: (2-hydroxy-4-methylphenyl)carbamic acid tert-butyl ester(328267-64-7)

Safety Data

• Hazardous Substances Data: 328267-64-7(Hazardous Substances Data)

Usage

Description

(2-hydroxy-4-methylphenyl)carbamic acid tert-butyl ester, also known as Butocarboxim, is a chemical compound commonly used as a pesticide and herbicide in agriculture. It is effective in protecting crops such as rice, vegetables, and fruits from pests and diseases.
Used in Agriculture:
(2-hydroxy-4-methylphenyl)carbamic acid tert-butyl ester is used as a pesticide and herbicide for [application reason] protecting crops such as rice, vegetables, and fruits from pests and diseases. It works by inhibiting the activity of acetylcholinesterase, an enzyme essential for nerve function in pests, leading to paralysis and death.
However, it is important to note that (2-hydroxy-4-methylphenyl)carbamic acid tert-butyl ester has been associated with potential health and environmental risks. It has been shown to be toxic to aquatic organisms and potentially harmful to human health through exposure to contaminated food and water. Therefore, its use is regulated in many countries, and careful handling and application are necessary to minimize its negative impacts.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 2835-98-5 2-Hydroxy-4-methylanilin 
• 1010101-59-3 N-Boc-N-(4-methylphenyl)hydroxylamine 

Downstream Products

• 866005-27-8 (2-isopropoxy-4-methyl-phenyl)-carbamic acid tert-butyl ester 
• 882424-08-0 N-(4-aminomethyl-2-isopropoxy-phenyl)-methanesulfonamide 
• 866005-35-8 N-(4-azidomethyl-2-isopropoxy-phenyl)-methanesulfonamide 
• 882420-65-7 (4-bromomethyl-2-isopropoxy-phenyl)-carbamic acid tert-butyl ester 
• 866005-31-4 (4-azidomethyl-2-isopropoxy-phenyl)-carbamic acid tert-butyl ester 

Relevant articles and documents

Nonsolvent application of ionic liquids: Organo-catalysis by 1-alkyl-3-methylimidazolium cation based room-temperature ionic liquids for chemoselective N-tert-butyloxycarbonylation of amines and the influence of the C-2 hydrogen on catalytic efficiency

1-Alkyl-3-methylimidazolium cation based ionic liquids efficiently catalyze N-tert-butyloxycarbonylation of amines with excellent chemoselectivity. The catalytic role of the ionic liquid is envisaged as "electrophilic activation" of di-tert-butyl dicarbonate (Boc2O) through bifurcated hydrogen bond formation with the C-2 hydrogen of the 1-alkyl-3-methylimidazolium cation and has been supported by a downfield shift of the imidazolium C-2 hydrogen of 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([bmim][NTf2]) from δ 8.39 to 8.66 in the presence of Boc2O in the 1H NMR and a drastic reduction of the catalytic efficiency with 1-butyl-2,3-dimethylimidazolium ionic liquids that are devoid of the C-2 hydrogen. The differential time required for reaction with aromatic and aliphatic amines has offered means for selective N-t-Boc formation during inter and intramolecular competitions. Preferential N-t-Boc formation with secondary aliphatic amine has been achieved in the presence of primary aliphatic amine. Comparison of the catalytic efficiency for N-t-Boc formation with a common substrate revealed that [bmim][NTf2] is superior to the reported Lewis acid catalysts.

2-aminophenols containing electron-withdrawing groups from N -Aryl hydroxylamines

Reaction of substituted N-aryl hydroxylamines with methanesulfonyl chloride, p-toluenesulfonyl chloride, or trifluoromethanesulfonic anhydride under basic conditions leads to the rearranged 2-aminophenols (45-94%). The overall reaction sequence can be per