4-Chloromethyl-1,2-diethoxy-benzene

Base Information

• Chemical Name: 4-Chloromethyl-1,2-diethoxy-benzene
• CAS No.: 27472-20-4
• Molecular Formula: C11H15 Cl O2
• Molecular Weight: 214.692
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID20368654
• Wikidata: Q82155363
• Mol file: 27472-20-4.mol

Synonyms:4-Chloromethyl-1,2-diethoxy-benzene;4-(chloromethyl)-1,2-diethoxybenzene;27472-20-4;Enamine_005500;3,4-diethoxybenzyl chloride;SCHEMBL2022558;ALUMINUMFLUORIDETRIHYDRATE;DTXSID20368654;TXBSWQWDLFJQMU-UHFFFAOYSA-N;HMS1409J22;CBA47220;AKOS000122434;EN300-05663

Chemical Property of 4-Chloromethyl-1,2-diethoxy-benzene

Chemical Property:

• Vapor Pressure: 0.00286mmHg at 25°C
• Boiling Point: 294.4°Cat760mmHg
• Flash Point: 101.7°C
• PSA: 18.46000
• Density: 1.083g/cm³
• LogP: 3.22280
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 214.0760574
• Heavy Atom Count: 14
• Complexity: 152

Purity/Quality:

97% ^*data from raw suppliers

4-chloromethyl-1,2-diethoxybenzene 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=C(C=C1)CCl)OCC

Technology Process of 4-Chloromethyl-1,2-diethoxy-benzene

There total 5 articles about 4-Chloromethyl-1,2-diethoxy-benzene 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: 97.0%

(3,4-diethoxyphenyl)methanol (83459-29-4) → 1,2-diethoxy-4-chloromethyl-benzene (27472-20-4)

Guidance literature:

With pyridine; thionyl chloride; In tetrahydrofuran; at 0 - 20 ℃; for 8h;

DOI:10.1016/j.bioorg.2020.104239

Reference yield:

3,4-diethoxybenzaldehyde (2029-94-9) → 1,2-diethoxy-4-chloromethyl-benzene (27472-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; methanol / tetrahydrofuran / 4.5 h / 100 °C

2: thionyl chloride; pyridine / tetrahydrofuran / 8 h / 0 - 20 °C

With pyridine; methanol; sodium tetrahydroborate; thionyl chloride; In tetrahydrofuran;

DOI:10.1016/j.bioorg.2020.104239

Reference yield:

3,4-diethoxybenzoic acid (5409-31-4) → 1,2-diethoxy-4-chloromethyl-benzene (27472-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / LiAlH₄ / diethyl ether / a) 0 deg C to 20 deg C, 1.5 h, b) reflux, 3 h

2: SOCl₂, CaCl₂ / benzene / 2 h

With lithium aluminium tetrahydride; thionyl chloride; calcium chloride; In diethyl ether; benzene;

DOI:10.1016/S0957-4166(00)82251-X

upstream raw materials:

formaldehyd

1,2-diethoxybenzene

(3,4-diethoxyphenyl)methanol

3,4-diethoxybenzoic acid

Downstream raw materials:

3,4-diethoxyphenylacetonitrile

ethyl 2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate

2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

3,4-diethoxy-phenyl-acetic acid

Refernces

• 1、 Chan, Sock Ying,Loh, Yean Chun,Oo, Chuan Wei,Yam, Mun Fei. "In vitro study and structure-activity relationship analysis of stilbenoid derivatives as powerful vasorelaxants: Discovery of new lead compound". . . Retrieved 2020/10/12.
• 2、 -. "CYCLIC COMPOUNDS AND USES THEREOF". Example 174'. . Retrieved 2010/01/31.