3840-27-5

Basic information

• Product Name: 2,5-Dimethoxybenzyl chloride
• Synonyms: 2,5-DIMETHOXYBENZYL CHLORIDE;2-(CHLOROMETHYL)-1,4-DIMETHOXYBENZENE;2,5-Dimethoxybenzy chloride
• CAS NO: 3840-27-5
• Molecular Formula: C₉H₁₁ClO₂
• Molecular Weight: 186.64
• Mol File: 3840-27-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: 69 °C
• Boiling Point: 269.8°Cat760mmHg
• Flash Point: 105.5°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 0.0118mmHg at 25°C
• Refractive Index: 1.509
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,5-Dimethoxybenzyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethoxybenzyl chloride(3840-27-5)
• EPA Substance Registry System: 2,5-Dimethoxybenzyl chloride(3840-27-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT, LACHRYMATOR
• Hazardous Substances Data: 3840-27-5(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

InChI:InChI=1/C9H11ClO2/c1-11-8-3-4-9(12-2)7(5-8)6-10/h3-5H,6H2,1-2H3

Upstream product

• 118-52-5 1,3-dichloro-5,5-dimethylhydantoin 
• 24599-58-4 2,5-dimethoxy toluene 
• 39000-58-3 1,4-dimethoxycyclohexa-1,4-diene 
• 68-12-2 N,N-dimethyl-formamide 
• 108-75-8 2,4,6-trimethyl-pyridine 
• 33524-31-1 2,5-dimethoxybenzyl alcohol 
• 50-00-0 formaldehyd 
• 150-78-7 1,4-dimethoxybezene 
• 93-02-7 2,5-dimethoxybenzaldehyde 

Downstream Products

• 101537-09-1 1,15-bis(2,5-dimethoxyphenyl)-2,5,8,11,14-pentaoxapentadecane 
• 101537-10-4 1,18-bis(2,5-dimethoxyphenyl)-2,5,8,11,14,17-hexaoxaoctadecane 
• 137677-99-7 2,2'-(2,5,8,11-tetraoxadodecane-1,12-diyl)bis(1,4-dimethoxybenzene) 
• 177284-83-2 1-<<(2,5-dimethoxybenzyl)oxy>methyl>-5β-(methoxymethoxy)-3α,4α-(methylenedioxy)cyclohexene 
• 378791-63-0 2-amino-5-(2',5'-dimethoxybenzyl)benzonitrile 
• 120714-07-0 α-[(1-Oxo-3,3-dicyclohexylpropyl)amino]-2,5-dimethoxybenzenepropionic acid, 1,1-dimethylethyl ester 
• 120714-04-7 2,5-Dimethoxy-α-[(1-oxo-3,3-diphenylpropyl)amino]benzenepropionic acid, 1,1-dimethylethyl ester 
• 356085-57-9 1-(2,5-Dimethoxybenzyl)piperazine 

Relevant articles and documents

Preparation method of 2, 5-dimethoxyphenylacetic acid

The invention belongs to the technical field of drug synthesis, and particularly relates to a preparation method of 2, 5-dimethoxyphenylacetic acid, which comprises the following steps: A. Reacting 1,4-dimethoxybenzene with formaldehyde under the action of hydrogen halide, extracting by the reaction system, merging with organic phases, drying, concentrating under reduced pressure, and purifying the crude product to obtain 2-halon methyl-1, 4-dimethoxybenzene ; and B, under the protection of inert gas, putting the 2-halo methyl-1, 4-dimethoxybenzene obtained in the step A, magnesium or butyl lithium and carbon dioxide into a solvent, and then carrying out extraction and deactivation, reduced pressure distillation, extraction, organic phase combination and reduced pressure concentration toobtain the 2, 5-dimethoxyphenylacetic acid. The yield and the total yield of the 2, 5-dimethoxyphenylacetic acid obtained by the method disclosed by the invention are both higher than those of the 2,5-dimethoxyphenylacetic acid synthesized by a Willgerodt-Kindler method.

Promotion of Appel-type reactions by N-heterocyclic carbenes

N-Heterocyclic carbenes (NHCs) have been extensively used as a versatile class of catalysts and ligands in organocatalytic and organometallic chemistry. However, there are only a small number of synthetic applications where they act as reagents. Here we demonstrate that NHCs can be used as stoichiometric redox reagents for Appel-type halogenation reactions of alcohols. This new reactivity reveals a fresh and interesting aspect and enriches the chemistry of NHCs in an underexplored area. The potential of performing this chemical transformation at the catalytic level using an NHC-oxide derivative is also investigated.

N-(5-fluoro-2-phenoxyphenyl)-N-(2-[131I]iodo-5-methoxybenzyl) acetamide: A potent iodinated radioligand for the peripheral-type benzodiazepine receptor in brain

To image the peripheral-type benzodiazepine receptor (PBR) in vivo, we previously developed two positron emission tomography (PET) ligands, N-(2-[ 11C],5-dimethoxybenzyl)-N-(5-fluoro-2-phenoxyphenyl)acetamide ([ 11C]1a) and its [sup