2-(Thiophen-2-yl)benzaldehyde

Base Information

• Chemical Name: 2-(Thiophen-2-yl)benzaldehyde
• CAS No.: 99902-07-5
• Molecular Formula: C11H8OS
• Molecular Weight: 188.25
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90383778
• Nikkaji Number: J1.253.206G
• Wikidata: Q82175573
• ChEMBL ID: CHEMBL4468337
• Mol file: 99902-07-5.mol

Synonyms:99902-07-5;2-(thiophen-2-yl)benzaldehyde;2-thien-2-ylbenzaldehyde;2-(2-thienyl)benzaldehyde;2-Thiophen-2-yl-benzaldehyde;2-thiophen-2-ylbenzaldehyde;2-(Thien-2-yl)benzaldehyde;SCHEMBL1891145;CHEMBL4468337;DTXSID90383778;MWYVQGTVFMAUOH-UHFFFAOYSA-N;AMY23084;MFCD04039148;2-Thien-2-ylbenzaldehyde, AldrichCPR;AKOS000124632;PS-3697;BB 0222525;FT-0642411;A21948;EN300-745522;J-510340

Chemical Property of 2-(Thiophen-2-yl)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.000161mmHg at 25°C
• Refractive Index: 1.637
• Boiling Point: 331 °C at 760 mmHg
• Flash Point: 124.1 °C
• PSA: 45.31000
• Density: 1.207 g/cm³
• LogP: 3.22760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 188.02958605
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

98%min ^*data from raw suppliers

2-Thien-2-ylbenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/22-36/37/38-41
• Safety Statements: 23-26-36-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)C2=CC=CS2

Technology Process of 2-(Thiophen-2-yl)benzaldehyde

There total 14 articles about 2-(Thiophen-2-yl)benzaldehyde 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%

thiophene boronic acid (6165-68-0) + ortho-bromobenzaldehyde (6630-33-7) → 2-(2-thienyl)benzaldehyde (99902-07-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; water; for 3.25h; Inert atmosphere; Reflux;

DOI:10.1021/jacs.7b10529

Reference yield: 99.0%

2-thienyl chloride (96-43-5) + 2-formylbenzene boronic acid (40138-16-7) → 2-(2-thienyl)benzaldehyde (99902-07-5)

Guidance literature:

2-thienyl chloride; 2-formylbenzene boronic acid; With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl; In dodecane; butan-1-ol; at 25 ℃; for 1h; Glovebox; Inert atmosphere;

With cesiumhydroxide monohydrate; In dodecane; water; butan-1-ol; at 80 ℃; for 4h; Glovebox; Inert atmosphere;

DOI:10.1002/ejoc.201200918

Reference yield: 96.0%

2,2'-sulfinylbis(4-methylphenol) 2-thienylboronic ester + ortho-bromobenzaldehyde (6630-33-7) → 2-(2-thienyl)benzaldehyde (99902-07-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; dichloro bis(acetonitrile) palladium(II); potassium phosphate; In tetrahydrofuran; water; at 60 ℃; for 20h; Inert atmosphere;

DOI:10.1002/adsc.201801000

upstream raw materials:

2-bromothiophene

2-formylbenzene boronic acid

3-Bromothiophene

thiophene

Downstream raw materials:

4-methyl-N'-(2-(thiophen-2-yl)benzylidene)benzenesulfonohydrazide

1-(2-{2-[1-(2-thiophenylphenyl)methylidene]hydrazino}ethyl)piperidine-3-carboxylic acid

(Z)-5-(2-(thiophen-2-yl)benzylidene)imidazolidine-2,4-dione

(phenyl)[2-(thien-2-yl)phenyl]methanol

Refernces

• 1、 Cheng, Mu-Jeng,Kardile, Rahul Dadabhau,Kuo, Tung-Chun,Liu, Rai-Shung,More, Sayaji Arjun. "Gold Catalysts Can Generate Nitrone Intermediates from a Nitrosoarene/Alkene Mixture, Enabling Two Distinct Catalytic Reactions: A Nitroso-Activated Cycloheptatriene/Benzylidene Rearrangement". supporting information. p. 5506 - 5511. Retrieved 2021/07/31.
• 2、 Bhansali, Karan,Raut, Subodh,Barange, Shital,Bhagat, Pundlik. "Sulphonic acid functionalized porphyrin anchored with a: Meso -substituted triazolium ionic liquid moiety: A heterogeneous photo-catalyst for metal/base free C-C cross-coupling and C-N/C-H activation using aryl chloride under visible light irradiation". . p. 19690 - 19712. Retrieved 2020/12/04.