4-(3-Chloropropyl)-1,2-dimethoxybenzene

Base Information

• Chemical Name: 4-(3-Chloropropyl)-1,2-dimethoxybenzene
• CAS No.: 110406-97-8
• Molecular Formula: C11H15ClO2
• Molecular Weight: 214.692
• DSSTox Substance ID: DTXSID30564529
• Wikidata: Q82449246
• Mol file: 110406-97-8.mol

Synonyms:110406-97-8;4-(3-Chloropropyl)-1,2-dimethoxybenzene;3-(3,4-DIMETHOXYPHENYL)-1-CHLOROPROPANE;SCHEMBL9799812;DTXSID30564529;OSYVXUTXJLHKFK-UHFFFAOYSA-N;AKOS013837976;3-(3,4-dimethoxyphenyl)propyl chloride

Chemical Property of 4-(3-Chloropropyl)-1,2-dimethoxybenzene

Chemical Property:

• Melting Point: 48 °C
• Boiling Point: 152 °C(Press: 1 Torr)
• PSA: 18.46000
• Density: 1.083±0.06 g/cm3(Predicted)
• LogP: 2.87520
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 2.7
• 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:

98% ^*data from raw suppliers

3-(3,4-Dimethoxyphenyl)-1-chloropropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CCCCl)OC
• Uses: 3-(3,4-Dimethoxyphenyl)-1-chloropropane (cas# 110406-97-8) is a compound useful in organic synthesis.

Technology Process of 4-(3-Chloropropyl)-1,2-dimethoxybenzene

There total 5 articles about 4-(3-Chloropropyl)-1,2-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: 89.0%

3-(3,4-dimethoxyphenyl)-1-propanol (3929-47-3) → 4-(4-chloropropyl)-1,2-dimethoxybenzene (110406-97-8)

Guidance literature:

With thionyl chloride; triethylamine; In chloroform; at 20 ℃; for 24h;

DOI:10.1021/acsmedchemlett.8b00587

Reference yield:

3-(3,4-dimethoxyphenyl)-1-propanol (3929-47-3) + methanesulfonyl chloride (124-63-0) → 4-(4-chloropropyl)-1,2-dimethoxybenzene (110406-97-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/anie.202110233

Reference yield:

3,4-methoxycinnamic acid (2107-70-2) → 4-(4-chloropropyl)-1,2-dimethoxybenzene (110406-97-8)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C

2: triethylamine / dichloromethane / 0 - 20 °C

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.202110233

upstream raw materials:

3-(3,4-dimethoxyphenyl)-1-propanol

1,2-dimethoxy-4-(2-propenyl)benzene

ethyl 3-(3,4-dimethoxyphenyl)propionate

3,4-methoxycinnamic acid

Downstream raw materials:

3-(3,4-dimethoxyphenyl)-1-iodopropane

4-(3-azidopropyl)-1,2-dimethoxybenzene

10-[3-(3,4-Dimethoxy-phenyl)-propyl]-2-trifluoromethyl-10H-phenothiazine

10-[3-(3,4-Dimethoxy-phenyl)-propyl]-10H-phenothiazine

Refernces

• 1、 Gu, Qiang-Shuai,Guo, Kai-Xin,Li, Zhong-Liang,Liu, Lin,Liu, Xin-Yuan,Tian, Yu,Yang, Chang-Jiang,Ye, Liu. "Copper-Catalyzed Intermolecular Enantioselective Radical Oxidative C(sp3)?H/C(sp)?H Cross-Coupling with Rationally Designed Oxazoline-Derived N,N,P(O)-Ligands". . p. 26710 - 26717. Retrieved 2021/11/18.