3-(Benzyloxy)-2-thiophenecarboxylic acid

Base Information

• Chemical Name: 3-(Benzyloxy)-2-thiophenecarboxylic acid
• CAS No.: 186588-88-5
• Molecular Formula: C12H10O3S
• Molecular Weight: 234.276
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90377596
• Wikidata: Q82166866
• ChEMBL ID: CHEMBL1488692
• Mol file: 186588-88-5.mol

Synonyms:3-(benzyloxy)-2-thiophenecarboxylic acid;186588-88-5;3-(benzyloxy)thiophene-2-carboxylic acid;3-phenylmethoxythiophene-2-carboxylic acid;Bionet2_000036;Oprea1_481617;MLS000755460;SCHEMBL4096759;CHEMBL1488692;DTXSID90377596;HUEDDFOWAJIHBA-UHFFFAOYSA-N;HMS1364B14;HMS2598H10;3-Benzyloxy-2-thienylcarboxylic acid;MFCD00214697;AKOS000313694;3-(benzyloxy)thiophene-2-carboxylicacid;SMR000337857;CS-0318382;11F-010;J-510817

Chemical Property of 3-(Benzyloxy)-2-thiophenecarboxylic acid

Chemical Property:

• Melting Point: 123-125°C
• Boiling Point: 408.9±30.0 °C(Predicted)
• PKA: 3.65±0.10(Predicted)
• PSA: 74.77000
• Density: 1.329±0.06 g/cm3(Predicted)
• LogP: 3.02530
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 234.03506535
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%min ^*data from raw suppliers

3-(Benzyloxy)-2-thiophenecarboxylic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(SC=C2)C(=O)O

Technology Process of 3-(Benzyloxy)-2-thiophenecarboxylic acid

There total 4 articles about 3-(Benzyloxy)-2-thiophenecarboxylic acid 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: 87.0%

methyl 3-(benzyloxy)thiophene-2-carboxylate (186588-84-1) → 3-(benzyloxy)thiophene-2-carboxylic acid (186588-88-5)

Guidance literature:

With sodium hydroxide; In water; for 2.5h; Reflux;

DOI:10.3390/molecules26247690

Reference yield:

methyl 3-hydroxy-2-thiophenecarboxylate (5118-06-9) → 3-(benzyloxy)thiophene-2-carboxylic acid (186588-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / K₂CO₃ / acetone / 12 h / Heating

2: 80 percent / aq. NaOH / 2.5 h / Heating

With sodium hydroxide; potassium carbonate; In acetone; 1: Etherification / 2: Hydrolysis;

DOI:10.1002/(SICI)1096-9063(199612)48:4<351::AID-PS485>3.0.CO;2-T

Reference yield:

benzyl bromide (100-39-0) → 3-(benzyloxy)thiophene-2-carboxylic acid (186588-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 18 h / Reflux

2: sodium hydroxide / water / 2.5 h / Reflux

With potassium carbonate; sodium hydroxide; In water; acetone;

DOI:10.3390/molecules26247690

upstream raw materials:

methyl 3-(benzyloxy)thiophene-2-carboxylate

methyl 3-hydroxy-2-thiophenecarboxylate

benzyl bromide

Downstream raw materials:

3-(benzyloxy)-N-methoxy-N-methyl-2-thiophenecarboxamide

2-<3-(α-Hydroxybenzyl)-2-thienyl>-4,4-dimethyl-2-oxazolin

benzhydryl 3-(benzyloxy)thiophene-2-carboxylate

Refernces

• 1、 -. "Pyridine derivatives". . . Retrieved 2008/06/13.