Methyl 2-(bromomethyl)thiophene-3-carboxylate

Base Information

• Chemical Name: Methyl 2-(bromomethyl)thiophene-3-carboxylate
• CAS No.: 88048-78-6
• Molecular Formula: C7H7BrO2S
• Molecular Weight: 235.101
• European Community (EC) Number: 844-265-8
• DSSTox Substance ID: DTXSID70443127
• Wikidata: Q82260834
• Mol file: 88048-78-6.mol

Synonyms:88048-78-6;Methyl 2-(bromomethyl)thiophene-3-carboxylate;3-Thiophenecarboxylic acid, 2-(bromomethyl)-, methyl ester;SCHEMBL8791752;DTXSID70443127;FT-0727972;Methyl2-(bromomethyl)thiophene-3-carboxylate;EN300-313279

Chemical Property of Methyl 2-(bromomethyl)thiophene-3-carboxylate

Chemical Property:

• PSA: 54.54000
• LogP: 2.42960
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 233.93501
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

Methyl2-(bromomethyl)thiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(SC=C1)CBr

Technology Process of Methyl 2-(bromomethyl)thiophene-3-carboxylate

There total 2 articles about Methyl 2-(bromomethyl)thiophene-3-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: 98.0%

2-methylthiophene-3-carboxylic acid methyl ester (53562-51-9) → methyl 2-(bromomethyl)thiophene-3-carboxylate (88048-78-6)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; acetone; at 80 ℃; for 18h;

Reference yield:

2-methylthiophene-3-carboxylic acid (1918-78-1) → methyl 2-(bromomethyl)thiophene-3-carboxylate (88048-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

2: 75 percent / N-bromosuccinimide, α,α'-azoisobutyronitrile / CCl4 / 3 h / 70 °C

With N-Bromosuccinimide; sulfuric acid; azobisisobutyronitrile; In tetrachloromethane;

DOI:10.1021/jm00024a008

Reference yield: 83.0%

salicylonitrile (611-20-1) + methyl 2-(bromomethyl)thiophene-3-carboxylate (88048-78-6) → methyl 2-[(2-cyanophenoxy)methyl]thiophene-3-carboxylate

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 55 - 60 ℃; for 2h;

DOI:10.1134/S1070428018100226

upstream raw materials:

2-methylthiophene-3-carboxylic acid methyl ester

2-methylthiophene-3-carboxylic acid

Downstream raw materials:

2-[4-Butyl-5-(2'-cyano-biphenyl-4-ylmethyl)-2-methyl-6-oxo-6H-pyrimidin-1-ylmethyl]-thiophene-3-carboxylic acid methyl ester

methyl 2-<<4-butyl-2-methyl-6-oxo-5-<<2'-<1-(triphenylmethyl)-1H-tetrazol-5-yl><1,1'-biphenyl>-4-yl>methyl>-1(6H)-pyrimidinyl>methyl>-3-thiophenecarboxylate

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