5-Bromothiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-Bromothiophene-2-carbaldehyde
• CAS No.: 4701-17-1
• Molecular Formula: C5H3BrOS
• Molecular Weight: 191.048
• Hs Code.: 29349990
• European Community (EC) Number: 225-176-8
• DSSTox Substance ID: DTXSID40197004
• Nikkaji Number: J148.043J
• Wikidata: Q72513036
• Mol file: 4701-17-1.mol

Synonyms:5-Bromothiophene-2-carbaldehyde;4701-17-1;5-Bromo-2-thiophenecarboxaldehyde;5-Bromothiophene-2-carboxaldehyde;5-bromo-thiophene-2-carbaldehyde;2-BROMO-5-FORMYLTHIOPHENE;2-Thiophenecarboxaldehyde, 5-bromo-;5-Bromo-2-thiophenecarbaldehyde;C5H3BrOS;2-Bromo-5-thiophenecarboxaldehyde;5-Bromo-2-formylthiophene;MFCD00005432;EINECS 225-176-8;5-Bromothenaldehyde;5-bromothien-2-aldehyde;SCHEMBL50975;5-bromothiophenecarboxaldehyde;BIDD:GT0561;2-bromothiophene-5-carbaldehyde;5-bromo-thiophen-2-carbaldehyde;5-bromo-2-thiophenecarboxaldhyde;5-bromo-2-thiphenecarboxaldehyde;5-bromothiophen-2-carboxaldehyde;5-bromothiophene-2-carboaldehyde;DTXSID40197004;5-bromo-2-thiophene carboxaldehyde;5-bromo-2-thiophene-carboxaldehyde;5-Bromo-2-thiophenecarbaldehyde #;5-bromo-thiophene-2-carboxaldehyde;STR03212;BBL012655;STK977866;AKOS000113251;AC-7519;CS-W008646;PB32069;PS-4042;5-Bromo-2-thiophenecarboxaldehyde, 95%;SY006056;AM20100185;B1135;FT-0620111;EN300-16469;A22592;J-517214;Z55928862;F2191-0141;5-bromothiophene-2-carbaldehyde

Chemical Property of 5-Bromothiophene-2-carbaldehyde

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid after melting
• Vapor Pressure: 0.065mmHg at 25°C
• Melting Point: 104-6ºC
• Refractive Index: n20/D 1.637(lit.)
• Boiling Point: 230.687 °C at 760 mmHg
• Flash Point: 98.889 °C
• PSA: 45.31000
• Density: 1.789 g/cm³
• LogP: 2.32310
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• Solubility.: Soluble in chloroform and methanol.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.90880
• Heavy Atom Count: 8
• Complexity: 96.4

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2-thiophenecarboxaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(SC(=C1)Br)C=O
• Uses: 5-Bromo-2-thiophenecarboxaldehyde was used to prepare 5-[18F]fluoro-2-2-thiophene carboxaldehyde. Also is used in biological studies as anti-inflammatory and anti-tumor activity of the marine mangrove Rhizophora apiculata.

Technology Process of 5-Bromothiophene-2-carbaldehyde

There total 18 articles about 5-Bromothiophene-2-carbaldehyde 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%

thiophene-2-carbaldehyde (98-03-3) → 5-bromo-2-thiophencarboxaldehyde (4701-17-1)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 20 ℃;

DOI:10.1016/j.physb.2017.05.046

Reference yield: 93.0%

C12H11BrN2O3S2 (1448723-46-3) → 5-bromo-2-thiophencarboxaldehyde (4701-17-1)

Guidance literature:

C₁₂H₁₁BrN₂O₃S₂; With 1H-imidazole; 1-(Trimethylsilyl)imidazole; In toluene; at 55 ℃;

With citric acid; In methanol; at 20 ℃;

DOI:10.1039/c2sc22045h

Reference yield: 90.0%

(5-formylthiophen-2-yl)boronic acid → 5-bromo-2-thiophencarboxaldehyde (4701-17-1)

Guidance literature:

With tetrabutylammomium bromide; copper(ll) bromide; In water; at 100 ℃; Sealed tube;

DOI:10.1016/j.tetlet.2020.152738

upstream raw materials:

2-bromothiophene

N,N-dimethyl-formamide

N-methyl-N-phenylformamide

thiophene-2-carbaldehyde

Downstream raw materials:

3c-(5-bromo-[2]thienyl)-2-p-tolyl-acrylonitrile

(E)-2-bromo-5-(2-nitrovinyl)thiophene

2-(4-bromo-phenyl)-3c-(5-bromo-[2]thienyl)-acrylonitrile

3c-(5-bromo-[2]thienyl)-2-phenyl-acrylonitrile

Refernces

• 1、 Tataro?lu,Al-Sehemi, Abdullah G.,?zdemir, Mehmet,?zdemir, Resul,Usta, Hakan,Al-Ghamdi, Ahmed A.,Farooq,Yakuphanoglu. "Frequency and electric field controllable photodevice: FYTRONIX device". . p. 53 - 58. Retrieved 2017.
• 2、 K?nig, Burkhard,Kumar, Sumit,Stahl, Jessica,Yatham, Veera Reddy,Yedase, Girish Suresh. "Cerium-photocatalyzed aerobic oxidation of benzylic alcohols to aldehydes and ketones". supporting information. p. 1727 - 1732. Retrieved 2021/08/05.
• 3、 -. "SUBSTITUTED 1H-IMIDAZO[4,5-B]PYRIDIN-2(3H)-ONES AND THEIR USE AS GLUN2B RECEPTOR MODULATORS". Page/Page column 134; 135. . Retrieved 2018/04/23.