54625-53-5

Basic information

• Product Name: Benzene, 1-chloro-2,3,4-trimethoxy-
• Synonyms: Benzene, 1-chloro-2,3,4-trimethoxy-;4-Chloro-1,2,3-trimethoxybenzene
• CAS NO: 54625-53-5
• Molecular Formula: C₉H₁₁ClO₃
• Molecular Weight: 202.63
• Mol File: 54625-53-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 252.3°C at 760 mmHg
• Flash Point: 92.7°C
• Appearance: /
• Density: 1.168g/cm³
• Vapor Pressure: 0.0311mmHg at 25°C
• Refractive Index: 1.502
• CAS DataBase Reference: Benzene, 1-chloro-2,3,4-trimethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-chloro-2,3,4-trimethoxy-(54625-53-5)
• EPA Substance Registry System: Benzene, 1-chloro-2,3,4-trimethoxy-(54625-53-5)

Safety Data

• Hazardous Substances Data: 54625-53-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H11ClO3/c1-11-7-5-4-6(10)8(12-2)9(7)13-3/h4-5H,1-3H3

Upstream product

• 128-09-6 N-chloro-succinimide 
• 634-36-6 1,2,3-trimethoxybenzene 
• 507-40-4 tert-butylhypochlorite 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 3598-34-3 4-Chloro-1,2,3-trihydroxybenzene 
• 77-78-1 dimethyl sulfate 
• 18113-22-9 3-chloro-2,6-dimethoxyphenol 

Downstream Products

• 98993-61-4 1-chloro-2,3,4-trimethoxy-5,6-dinitro-benzene 

Relevant articles and documents

In Situ Formed IIII-Based Reagent for the Electrophilic ortho-Chlorination of Phenols and Phenol Ethers: The Use of PIFA-AlCl3 System

A new and in situ formed reagent generated by mixing PIFA {bis[(trifluoroacetoxy)iodobenzene]} and AlCl3 was introduced in the organic synthesis for the direct and highly regioselective ortho-chlorination of phenols and phenol ethers. An efficient electrophilic chlorination for these electron-rich arenes as well as the scope of the reaction are described herein. An easy, practical, and open-flask reaction allowed us to introduce a chlorine atom, which is a highly important functional group in organic synthesis. The reproducibility of our method has been demonstrated on gram-scale by carrying out the reaction in 6-bromo-2-naphthol. This halogenation reaction also proceeds in excellent conditions by first preparing the iodine(III)-based chlorinating reagent. Our new chlorinating reagent can be stored at least for two weeks at 4 °C without losing its reactivity.

Kaolin-assisted Aromatic Chlorination and Bromination

Moist kaolin catalyses the regioselective and high-yielding chlorination and bromination of C6H5OR (R = C1-C8 alkyl. Bu1, allyl, cyclohexyl, benzyl) to 4-XC6H4OR (X = Cl and Br, respectively) with NaCl02 and Mn(acac)3 in CH2Cl2 in the absence and presence of NaBr, respectively, under mild and neutral conditions.

Regiospecific aromatic chlorination of alkyl phenyl ethers using sodium chlorite catalysed by manganese(III) acetylacetonate and moist alumina in dichloromethane

A solid-liquid biphasic system (dichloromethane and chromatographic neutral alumina) has been tested for the aromatic chlorination of various alkyl aryl ethers using a reagent combination of sodium chlorite and manganese(III) acetylacetonate catalyst. Efficient incorporation of a chlorine atom into the benzene ring with high para-selectivity results. This catalytic system is also applicable to the regiocontrolled chlorination of polyether substrates.