1-[(Chloromethoxy)methyl]-4-methoxybenzene

Base Information

• Chemical Name: 1-[(Chloromethoxy)methyl]-4-methoxybenzene
• CAS No.: 88023-78-3
• Molecular Formula: C9H11ClO2
• Molecular Weight: 186.638
• European Community (EC) Number: 829-570-6
• Mol file: 88023-78-3.mol

Synonyms:1-[(chloromethoxy)methyl]-4-methoxybenzene;88023-78-3;1-(chloromethoxymethyl)-4-methoxybenzene;1-((Chloromethoxy)methyl)-4-methoxybenzene;SCHEMBL2624069;4-methoxybenzyloxymethyl chloride;4-[(Chloromethoxy)methyl]anisole;4-methoxybenzyl chloromethyl ether;chloromethyl 4-methoxybenzyl ether;DNZXMWKFPMIKRG-UHFFFAOYSA-N;MFCD17013551;AKOS017518848;SY309352;CS-0303001;FT-0713470;FT-0725329;EN300-761496

Chemical Property of 1-[(Chloromethoxy)methyl]-4-methoxybenzene

Chemical Property:

• Boiling Point: 66-67 °C (0.01 mmHg)
• PSA: 18.46000
• Density: 1.138±0.06 g/cm3 (Predicted)
• LogP: 2.40810
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 186.0447573
• Heavy Atom Count: 12
• Complexity: 111

Purity/Quality:

99%min ^*data from raw suppliers

1-[(Chloromethoxy)methyl]-4-methoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)COCCl

Technology Process of 1-[(Chloromethoxy)methyl]-4-methoxybenzene

There total 6 articles about 1-[(Chloromethoxy)methyl]-4-methoxybenzene 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: 80.0%

1-methoxy-4-{[(methylsulfanyl)methoxy]methyl}-benzene (88023-83-0) → para-methoxybenzyl chloride (88023-78-3)

Guidance literature:

With acetyl chloride; In dichloromethane; Inert atmosphere;

DOI:10.1039/d0ob01831g

Reference yield:

4-Methoxybenzyl alcohol (105-13-5) → para-methoxybenzyl chloride (88023-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, NaI / 1.) THF, RT, 2.) THF, a) 0 deg C, 2 h, b) RT, 6 h

2: AcCl / CH₂Cl₂ / 6 h / Ambient temperature

With sodium hydride; acetyl chloride; sodium iodide; In dichloromethane;

Reference yield:

p-methoxybenzyloxymethyl methyl sulfide → para-methoxybenzyl chloride (88023-78-3)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; at -78 ℃; for 1.5h;

DOI:10.1021/jo991681n

upstream raw materials:

1-methoxy-4-{[(methylsulfanyl)methoxy]methyl}-benzene

4-Methoxybenzyl alcohol

4-methoxybenzyl alcohol sodium salt

Downstream raw materials:

4-(4-Methoxy-benzyloxymethoxymethyl)-1-(toluene-4-sulfonyl)-1H-indole

(3S,4aS,8aS)-3-(4-Methoxy-benzyloxymethoxy)-hexahydro-thiochromen-8-one

(R)-(E)-2-<<<(-p-Methoxybenzyl)oxy>methoxy>methyl>-1-<(triisopropylsilyl)oxy>-5-methylhex-3-ene

(R)-(E)-1-<(tert-Butyldiphenylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-methylhex-3-ene

Refernces

• 1、 Takahashi, Keisuke,Yamaguchi, Daisuke,Ishihara, Jun,Hatakeyama, Susumi. "Total synthesis of (-)-kaitocephalin based on a rh-catalyzed c-h amination". supporting information; experimental part. p. 1644 - 1647. Retrieved 2012/06/18.
• 2、 Nishikawa, Keisuke,Nakahara, Hiroshi,Shirokura, Yousuke,Nogata, Yasuyuki,Yoshimura, Erina,Umezawa, Taiki,Okino, Tatsufumi,Matsuda, Fuyuhiko. "Total Synthesis of 10-lsocyano-4-cadinene and Determination of Its Absolute Configuration". supporting information; experimental part. p. 904 - 907. Retrieved 2010/06/16.