Benzo[b]thiophene-2-carboxaldehyde

Base Information

• Chemical Name: Benzo[b]thiophene-2-carboxaldehyde
• CAS No.: 3541-37-5
• Molecular Formula: C9H6OS
• Molecular Weight: 162.212
• Hs Code.: 29349990
• European Community (EC) Number: 627-681-2
• DSSTox Substance ID: DTXSID00353043
• Nikkaji Number: J385.773E
• Wikidata: Q72440011
• Pharos Ligand ID: SC1D86RKTJ1C
• ChEMBL ID: CHEMBL3358202
• Mol file: 3541-37-5.mol

Synonyms:Benzo[b]thiophene-2-carboxaldehyde;3541-37-5;benzo[b]thiophene-2-carbaldehyde;1-benzothiophene-2-carbaldehyde;MFCD01075041;Thianaphthene-2-carboxaldehyde;CHEMBL3358202;2-Formylbenzo[b]thiophene;2-benzothiophenecarbaldehyde;2-formyl-benzo[b]thiophene;SCHEMBL56884;2-benzothiophenecarboxaldehyde;benzo[b]thiophene-2-aldehyde;Benzothiophen-2-carboxaldehyde;benzothiophene-2-carboxaldehyde;benzo[b]thiophen-2-carbaldehyde;1-benzothiophene-2-carboxaldehyde;DTXSID00353043;NXSVNPSWARVMAY-UHFFFAOYSA-N;BDBM50037716;GEO-00293;STL426235;AKOS004123260;CS-W007442;PS-6016;Benzo[b]thiophene-2-carboxaldehyde, 97%;SY019968;AM20050576;B3777;FT-0600559;EN300-105457;A822779;AI-942/25034639;W-200321;Z1741961424

Chemical Property of Benzo[b]thiophene-2-carboxaldehyde

Chemical Property:

• Vapor Pressure: 0.000944mmHg at 25°C
• Melting Point: 30-32°C
• Refractive Index: 1.719
• Boiling Point: 303.2 °C at 760 mmHg
• Flash Point: 137.2 °C
• PSA: 45.31000
• Density: 1.3 g/cm³
• LogP: 2.71380
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: soluble in Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.01393598
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

Benzo[b]thiophene-2-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(S2)C=O
• Uses: Preparation of the corresponding vinyl benzyl ether using Julia olefination.

Technology Process of Benzo[b]thiophene-2-carboxaldehyde

There total 25 articles about Benzo[b]thiophene-2-carboxaldehyde 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: 100.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + Benzo[b]thiophene (95-15-8,11095-43-5) → benzothiophene-2-carboxaldehyde (3541-37-5)

Guidance literature:

Benzo[b]thiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; for 2.5h;

DOI:10.1002/adsc.201600044

Reference yield: 97.0%

benzothiophene-2-methanol (17890-56-1) → benzothiophene-2-carboxaldehyde (3541-37-5)

Guidance literature:

With 5-nitro-3-oxo-1λ³-benzo[d][1,2]iodaoxol-1(3H)-yl acetate; In N,N-dimethyl-formamide; at 65 ℃; for 24h;

DOI:10.1055/s-0033-1339283

Reference yield: 92.0%

2-Methylbenzothiophene (1195-14-8) → benzothiophene-2-carboxaldehyde (3541-37-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.3390/molecules23020252

upstream raw materials:

benzothiophen-2-yllithium

N-methyl-N-phenylformamide

1,1-dimethoxy-2-(2-formylthiophenoxy)ethane

N,N-dimethyl-formamide

Downstream raw materials:

(Z)-2-phenyl-3-(2-benzothienyl)acrylonitrile

(2-benzothienyl)bis(4-dimethylaminophenyl)methane

(E)-3-(benzo[b]thiophen-2-yl)-1-phenyl-2-propen-1-one

benzo[b]thiophene-2-carbaldehyde-(2,4-dinitro-phenylhydrazone)

Refernces

• 1、 Dai, Shengyu,Chen, Changle. "Direct Synthesis of Functionalized High-Molecular-Weight Polyethylene by Copolymerization of Ethylene with Polar Monomers". . p. 13281 - 13285. Retrieved 2016.
• 2、 Li, Xue,Bai, Fang,Liu, Chaogan,Ma, Xiaowei,Gu, Chengzhi,Dai, Bin. "Selective Electrochemical Oxygenation of Alkylarenes to Carbonyls". supporting information. p. 7445 - 7449. Retrieved 2021/10/02.
• 3、 Park, Kwihwan,Jiang, Jing,Yamada, Tsuyoshi,Sajiki, Hironao. "Ruthenium-on-Carbon-Catalyzed Facile Solvent-Free Oxidation of Alcohols: Efficient Progress under Solid-Solid (Liquid)-Gas Conditions". . p. 1200 - 1205. Retrieved 2021/12/29.