3-(2,5-Dibromothiophen-3-yl)propanoic acid

Base Information

• Chemical Name: 3-(2,5-Dibromothiophen-3-yl)propanoic acid
• CAS No.: 13191-40-7
• Molecular Formula: C₇H₆Br₂O₂S
• Molecular Weight: 313.997
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90356008
• Wikidata: Q82135128
• Mol file: 13191-40-7.mol

Synonyms:3-(2,5-dibromothiophen-3-yl)propanoic acid;13191-40-7;3-(2,5-DIBROMOTHIEN-3-YL)PROPANOIC ACID;SCHEMBL15774072;DTXSID90356008;AKOS015911154;3-Thiophenepropanoicacid,2,5-dibromo-;3-(2,5-dibromo-3-thienyl)propanoic acid;CS-0106544;FT-0610273;EN300-1457339;A806331

Chemical Property of 3-(2,5-Dibromothiophen-3-yl)propanoic acid

Chemical Property:

• Vapor Pressure: 1.83E-06mmHg at 25°C
• Melting Point: 89 °C
• Refractive Index: 1.637
• Boiling Point: 380.3 °C at 760 mmHg
• PKA: 4.34±0.10(Predicted)
• Flash Point: 183.8 °C
• PSA: 65.54000
• Density: 2.022g/cm³
• LogP: 3.29030
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 313.84348
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

3-(2,5-DIBROMOTHIEN-3-YL)PROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1CCC(=O)O)Br)Br

Technology Process of 3-(2,5-Dibromothiophen-3-yl)propanoic acid

There total 10 articles about 3-(2,5-Dibromothiophen-3-yl)propanoic 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: 90.0%

ethyl 3-(2,5-dibromothiophen-3-yl)propanoate (1361024-15-8) → 3-(2,5-dibromothiophen-3-yl)propionic acid (13191-40-7)

Guidance literature:

With water; sodium hydroxide; In methanol; at 0 - 20 ℃; for 3h;

Reference yield: 70.0%

3-(3-thienyl)propanoic acid (16378-06-6) → 3-(2,5-dibromothiophen-3-yl)propionic acid (13191-40-7)

Guidance literature:

With bromine; In chloroform; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00151-8

Reference yield:

3-Methylthiophene (616-44-4,84928-92-7) → 3-(2,5-dibromothiophen-3-yl)propionic acid (13191-40-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 64 percent / NBS, (PhCOO)2 / benzene / Heating

2: 59 percent / NaH / tetrahydrofuran

3: 70 percent / KOH / H₂O / Heating

4: 78 percent / neat (no solvent) / 140 °C

5: 70 percent / Br₂ / CHCl₃ / 2 h / Ambient temperature

With potassium hydroxide; N-Bromosuccinimide; bromine; sodium hydride; dibenzoyl peroxide; In tetrahydrofuran; chloroform; water; benzene;

DOI:10.1016/S0040-4020(97)00151-8

upstream raw materials:

2-(2,5-Dibromo-thiophen-3-ylmethyl)-malonic acid

3-(3-thienyl)propanoic acid

3-Bromomethylthiophene

3-Methylthiophene

Downstream raw materials:

4,5-dihydro-6H-cyclopenta[b]thiophen-6-one

C₅₀H₆₀N₈O₇S

Refernces

• 1、 -. "As hepatitis c inhibitor spiro compound and its use in medicine". . . Retrieved 2017/12/28.
• 2、 Garreau, R.,Roncali, J.,Garnier, F.,Lemaire, M.. "REDUCTION DES CONTRAINTES STERIQUES (EMPECHEMENT A LA CONJUGAISON) DANS LES POLY(DIALKYL-3,4-THIOPHENES)". . p. 93 - 98. Retrieved 2007/10/02.