2-Chloro-1,4-dimethoxybenzene

Base Information

• Chemical Name: 2-Chloro-1,4-dimethoxybenzene
• CAS No.: 2100-42-7
• Molecular Formula: C8H9ClO2
• Molecular Weight: 172.611
• Hs Code.: 2909309090
• European Community (EC) Number: 218-267-9
• NSC Number: 60152
• UNII: HF0105709I
• DSSTox Substance ID: DTXSID3041403
• Nikkaji Number: J60.207H
• Wikidata: Q27279894
• ChEMBL ID: CHEMBL4561202
• Mol file: 2100-42-7.mol

Synonyms:2-chloro-1,4-dimethoxybenzene;2Cl-1,4DMB

Chemical Property of 2-Chloro-1,4-dimethoxybenzene

Chemical Property:

• Appearance/Colour: clear light pink to green or blue liquid
• Vapor Pressure: 0.0661mmHg at 25°C
• Melting Point: 8.1 °C
• Refractive Index: 1.5452-1.5472
• Boiling Point: 238.233 °C at 760 mmHg
• Flash Point: 92.654 °C
• PSA: 18.46000
• Density: 1.155 g/cm³
• LogP: 2.35720
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: practically insoluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 172.0291072
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99.9% ^*data from raw suppliers

2-chloro-1,4-dimethoxy-Benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)OC)Cl
• Uses: 2-chloro-1,4-dimethoxy-Benzene is a useful reactant which has been used in Suzuki cross-coupling reactions of aryl chlorides with arylboronic acids.

Technology Process of 2-Chloro-1,4-dimethoxybenzene

There total 17 articles about 2-Chloro-1,4-dimethoxybenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1,4-dimethoxybezene (150-78-7) → 2-chloro-1,4-dimethoxybenzene (2100-42-7)

Guidance literature:

With Selectfluor; sodium chloride; In acetonitrile; at 20 ℃; for 113h;

DOI:10.1021/jo020053u

Reference yield: 70.6%

methylene chloride (74-87-3) + chloro-p-hydroquinone (615-67-8) → 2-chloro-1,4-dimethoxybenzene (2100-42-7)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium hydroxide; In propan-1-ol; at 90 ℃; for 5h; under 15001.5 Torr; Temperature; Pressure; Solvent; Autoclave;

Reference yield: 31.0%

1,4-dimethoxybezene (150-78-7) → 2-chloro-1,4-dimethoxybenzene (2100-42-7) + 1,4-diiodo-2,5-dimethoxybenzene (51560-21-5) + 1-iodo-2,4-dimethoxybenzene (25245-35-6)

Guidance literature:

With Iodine monochloride; In acetic acid; at 70 ℃; for 4h;

DOI:10.1021/op025566h

upstream raw materials:

dimethyl sulfate

chloro-p-hydroquinone

1,4-dimethoxybezene

2,5-dimethoxyaniline

Downstream raw materials:

1-chloro-4-iodo-2,5-dimethoxybenzene

4-chloro-2,5-dimethoxy nitrobenzene

3-chloro-6-(2-fluorobenzoyl)-4-methoxyphenol

4-chloro-2,5-dimethoxybenzaldehyde

Refernces

• 1、 Barhate, Nivrutti B.,Gajare, Anil S.,Wakharkar, Radhika D.,Bedekar, Ashutosh V.. "Simple and efficient chlorination and bromination of aromatic compounds with aqueous TBHP (or H2O2) and a hydrohalic acid". . p. 6349 - 6350. Retrieved 1998.
• 2、 -. "Method for synthesizing 4-chloro-2, 5-dimethoxynitrobenzene by using microreactor". Paragraph 0021-0028. . Retrieved 2020/12/05.
• 3、 Granados, Albert,Jia, Zhiyu,del Olmo, Marc,Vallribera, Adelina. "In situ Generation of Hypervalent Iodine Reagents for the Electrophilic Chlorination of Arenes". . p. 2812 - 2818. Retrieved 2019/04/08.