4-(3-Thienyl)butyric acid

Base Information

• Chemical Name: 4-(3-Thienyl)butyric acid
• CAS No.: 1505-47-1
• Molecular Formula: C8H10O2S
• Molecular Weight: 170.22900
• Hs Code.: 2934999090
• European Community (EC) Number: 825-832-9
• DSSTox Substance ID: DTXSID80452942
• Nikkaji Number: J3.160.096K
• Wikidata: Q82273852
• Mol file: 1505-47-1.mol

Synonyms:1505-47-1;4-(Thiophen-3-yl)butanoic acid;4-(3-THIENYL)BUTYRIC ACID;3-Thiophenebutanoic acid;4-thiophen-3-ylbutanoic Acid;MFCD08064092;4-(3-Thienyl)butanoic Acid;4-(3-thienyl) butyric acid;SCHEMBL600268;4-thiophen-3-yl-butyric acid;4-(Thiophen-3-yl)butanoicacid;DTXSID80452942;QICKSFILIHOSPO-UHFFFAOYSA-N;BAA50547;MFCD26958745;AKOS013373141;CS-0308783;E87438;EN300-132142;2058237-48-0

Chemical Property of 4-(3-Thienyl)butyric acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 300.969oC at 760 mmHg
• Flash Point: 135.821oC
• PSA: 65.54000
• Density: 1.221g/cm3
• LogP: 2.15540
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 170.04015073
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

3-ThiophenebutyricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC=C1CCCC(=O)O
• Uses: 3-Thiophenebutyric Acid is used for preparation of cyclic aryl ketones via Friedel Crafts acylation of arylalkyl acid chlorides in hexafluoropropanol.

Technology Process of 4-(3-Thienyl)butyric acid

There total 9 articles about 4-(3-Thienyl)butyric 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: 99.0%

(E)-4-(thiophen-3-yl)but-3-enoic acid → 4-(thien-3-yl)butyric acid (1505-47-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; ethyl acetate; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02851

Reference yield: 95.0%

2-(2-(thiophen-3-yl)ethyl)malonic acid (19995-16-5) → 4-(thien-3-yl)butyric acid (1505-47-1)

Guidance literature:

In diethylene glycol dimethyl ether; for 24h; Heating / reflux;

Reference yield:

3-(2-hydroxyethyl)thiophene (13781-67-4) → 4-(thien-3-yl)butyric acid (1505-47-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / I₂, Ph₃P, imidazole / CH₂Cl₂ / 3 h / Ambient temperature

2: 1.) NaH / 1.) THF, 2.) THF, RT, 1 h

3: 96 percent / aq. KOH / ethanol / 7 h / Heating

4: 67 percent / bis-(2-hydroxy-ethyl) ether / 3 h

With 1H-imidazole; potassium hydroxide; iodine; sodium hydride; triphenylphosphine; In ethanol; dichloromethane; diethylene glycol;

upstream raw materials:

2-(2-(thiophen-3-yl)ethyl)malonic acid

3-(2-hydroxyethyl)thiophene

3-(2'-iodoethyl) thiophene

diethyl 2-(2-(thiophen-3-yl)ethyl)malonate

Downstream raw materials:

5,6-dihydro-4H-benzothiophen-7-one