Methyl 4-(chloromethyl)thiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 4-(chloromethyl)thiophene-2-carboxylate
• CAS No.: 34767-85-6
• Molecular Formula: C7H7ClO2S
• Molecular Weight: 190.64700
• European Community (EC) Number: 819-309-4
• DSSTox Substance ID: DTXSID70428318
• Wikidata: Q82241143
• Mol file: 34767-85-6.mol

Synonyms:methyl 4-(chloromethyl)thiophene-2-carboxylate;34767-85-6;Methyl4-(chloromethyl)thiophene-2-carboxylate;DTXSID70428318;BBL010192;MFCD06739295;STK500383;AKOS000310109;VS-02371;BB 0256769;EN300-301944;A874867;4-Chloromethylthiophene-2-carboxylic acid methyl ester;4-Chloromethyl-thiophene-2-carboxylic acid methyl ester

Chemical Property of Methyl 4-(chloromethyl)thiophene-2-carboxylate

Chemical Property:

• PSA: 54.54000
• LogP: 2.27350
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 189.9855283
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

97% ^*data from raw suppliers

methyl4-(chloromethyl)thiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CS1)CCl

Technology Process of Methyl 4-(chloromethyl)thiophene-2-carboxylate

There total 2 articles about Methyl 4-(chloromethyl)thiophene-2-carboxylate 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: 15.0%

thiophene-2-carboxylic acid methyl ester (5380-42-7) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → methyl 5-(chloromethyl)thiophene-2-carboxylate (34776-79-9) + 4,5-Bis-chloromethyl-thiophene-2-carboxylic acid methyl ester (7353-89-1) + methyl 4-chloromethyl-2-thiophenecarboxylate (34767-85-6)

Guidance literature:

With hydrogenchloride; zinc(II) chloride; In 1,2-dichloro-ethane; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1135/cccc19921483

Reference yield:

thiophene-2-carboxylic acid methyl ester (5380-42-7) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → methyl 5-methylthiophene-2-carboxylate (19432-69-0) + methyl 4-chloromethyl-2-thiophenecarboxylate (34767-85-6)

Guidance literature:

With hydrogenchloride; acetic acid; zinc(II) chloride; zinc; Yield given. Multistep reaction. Yields of byproduct given; 1.) 1,2-dichloroethane, RT, 5 h, 2.) RT, 24 h;

DOI:10.1135/cccc19921483

Reference yield: 82.0%

methyl 4-chloromethyl-2-thiophenecarboxylate (34767-85-6) → 4-methyl-thiophene-2-carboxylic acid methyl ester (28686-90-0)

Guidance literature:

With acetic acid; zinc; for 4h; Heating;

DOI:10.1135/cccc19921483

upstream raw materials:

thiophene-2-carboxylic acid methyl ester

formaldehyd

Downstream raw materials:

4-methyl-thiophene-2-carboxylic acid methyl ester