5-Bromothiophene-2-carboxylic acid

Base Information

• Chemical Name: 5-Bromothiophene-2-carboxylic acid
• CAS No.: 7311-63-9
• Molecular Formula: C5H3BrO2S
• Molecular Weight: 207.048
• Hs Code.: 29339900
• European Community (EC) Number: 615-911-4
• NSC Number: 408675
• DSSTox Substance ID: DTXSID90325113
• Nikkaji Number: J101.732B
• Wikidata: Q72513053
• ChEMBL ID: CHEMBL4291755
• Mol file: 7311-63-9.mol

Synonyms:5-Bromothiophene-2-carboxylic acid;7311-63-9;5-Bromo-2-thiophenecarboxylic acid;2-bromo-5-carboxythiophene;2-Thiophenecarboxylic acid, 5-bromo-;5-Bromothiophene-2-carboxylicacid;2-Bromothiophene-5-carboxylic acid;5-Bromo-thiophene-2-carboxylic acid;CHEMBL4291755;MFCD00079725;5-bromo-2-thiophenecarboxylic;NSC408675;Maybridge1_002056;SCHEMBL71972;BIDD:GT0738;5-bromothiophene carboxylic acid;HMS547F10;DTXSID90325113;2-Bromo-5-thiophenecarboxylic acid;2-bromothiophene-5 carboxylic acid;5-bromo-thiophen-2-carboxylic acid;BCP26484;CS-B0139;5-bromo-2-thiophene carboxylic acid;5-bromo-2-thiophene-carboxylic acid;BBL016317;BDBM50467717;GEO-00586;STK400295;5-Bromo-2-thiophenecarboxylic acid #;AKOS000281427;CCG-236114;FS-2538;NSC 408675;NSC-408675;PB21666;BP-12682;SY003028;5-Bromo-2-thiophenecarboxylic acid, 97%;AM20100699;B2302;FT-0620112;EN300-00712;Z56946865

Chemical Property of 5-Bromothiophene-2-carboxylic acid

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 140 °C
• Refractive Index: 1.65
• Boiling Point: 318.9 °C at 760 mmHg
• PKA: 3.32±0.10(Predicted)
• Flash Point: 146.7 °C
• PSA: 65.54000
• Density: 1.923 g/cm³
• LogP: 2.20880
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 205.90371
• Heavy Atom Count: 9
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2-thiophenecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)Br)C(=O)O
• Uses: A thiophene derivative with genotoxicity 5-Bromo-2-thiophenecarboxylic acid may be used in the preparation of:5-bromo-2-thiophenecarboxylic acid butyl estersulphonyl-tetrafluorophenyl (STP) estersnew porphyrin sensitizers based on donor-Π-acceptor (D-Π-A) approach

Technology Process of 5-Bromothiophene-2-carboxylic acid

There total 17 articles about 5-Bromothiophene-2-carboxylic 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%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) → 5-bromothiophene-2-carboxylic acid (7311-63-9)

Guidance literature:

With chromium(III) oxide; sulfuric acid; In acetone; at 5 - 20 ℃; for 2.5h;

DOI:10.1021/jm00084a016

Reference yield: 99.0%

5-((trimethylsilyl)ethynyl)thiophene-2-carbaldehyde (206768-50-5) → 5-bromothiophene-2-carboxylic acid (7311-63-9)

Guidance literature:

With Jones reagent; In acetone; at 5 - 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1039/c3ta11870c

Reference yield: 88.0%

2,5-dibromothiophen (3141-27-3) + carbon dioxide (124-38-9,18923-20-1) → 5-bromothiophene-2-carboxylic acid (7311-63-9)

Guidance literature:

With magnesium; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1080/00397919408019062

upstream raw materials:

2-bromothiophene

2,5-dibromothiophen

2-thiophenylcarboxylic acid

2-Acetyl-5-bromothiophene

Downstream raw materials:

5-bromo-2-thiophenecarboxylic acid methyl ester

5-(4-carboxyphenyl)-2-thiophenecarboxylic acid

5-(3-trifluoromethyl-phenyl)-thiophene-2-carboxylic acid

5-phenyl-2-thiophenecarboxylic acid

Refernces

• 1、 Zhan, Wenhu,Che, Jinxin,Xu, Lei,Wu, Yizhe,Hu, Xiaobei,Zhou, Yubo,Cheng, Gang,Hu, Yongzhou,Dong, Xiaowu,Li, Jia. "Discovery of pyrazole-thiophene derivatives as highly Potent, orally active Akt inhibitors". supporting information. p. 72 - 85. Retrieved 2019/07/12.
• 2、 Santhosh Kumar Reddy,Lobo, Nitin P.,Narasimhaswamy. "Effect of alkyl chain and linking units on mesophase transitions and molecular order of rod-like thiophene mesogens: 13C NMR investigation". supporting information. p. 598 - 612. Retrieved 2017/12/28.