2-Benzofurancarboxaldehyde

Base Information

• Chemical Name: 2-Benzofurancarboxaldehyde
• CAS No.: 4265-16-1
• Molecular Formula: C9H6O2
• Molecular Weight: 146.145
• Hs Code.: 29329990
• European Community (EC) Number: 224-248-6
• UNII: DGQ01SIT6T
• DSSTox Substance ID: DTXSID4047121
• Nikkaji Number: J80.783D
• Wikidata: Q27276395
• Metabolomics Workbench ID: 45933
• ChEMBL ID: CHEMBL3189084
• Mol file: 4265-16-1.mol

Synonyms:4265-16-1;2-BENZOFURANCARBOXALDEHYDE;BENZO[B]FURAN-2-CARBOXALDEHYDE;Benzofuran-2-carbaldehyde;1-benzofuran-2-carbaldehyde;Benzofuran-2-carboxaldehyde;2-Formylbenzofuran;Coumarilaldehyde;2-Benzofurancarbaldehyde;1-benzofuran-2-carboxaldehyde;Benzofuran-2-aldehyde;Benzo(b)-2-furfural;2-benzofuran carboxaldehyde;MFCD00015463;FEMA No. 3128;EINECS 224-248-6;UNII-DGQ01SIT6T;DGQ01SIT6T;2-BENZOFURANALDEHYDE;CHEMBL3189084;DTXSID4047121;nchem.328-comp4c;2-benzofuran carbaldehyde;benzofuran-2 carbaldehyde;2-benzo[b]furan aldehyde;benzo-furan-2-carbaldehyde;1-benzouran-2-carbaldehyde;2-benzo[b]furancarbaldehyde;SCHEMBL91009;DTXCID2027121;FEMA 3128;2-Benzofurancarboxaldehyde, 97%;2-FORMYLBENZOFURAN [FHFI];CHEBI:193658;AMY28624;STR06170;Tox21_302448;BDBM50037880;GEO-00272;AKOS000359832;AS-5561;CS-W004842;NCGC00256910-01;SY013762;CAS-4265-16-1;LS-179656;A6939;BB 0260605;FT-0622681;EN300-22079;J-640044;J-800046;W-200367;Q27276395;Z147641868

Chemical Property of 2-Benzofurancarboxaldehyde

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.0203mmHg at 25°C
• Melting Point: 9-9.5 °C
• Refractive Index: n20/D 1.633(lit.)
• Boiling Point: 251.5 °C at 760 mmHg
• Flash Point: 110.2 °C
• PSA: 30.21000
• Density: 1.238 g/cm³
• LogP: 2.24530
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.036779430
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Benzofurancarboxaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(O2)C=O
• Uses: Benzo[b]furan-2-carboxaldehyde is used for the synthesis of isoxazolines. 2-Benzofurancarboxaldehyde may be used in the preparation of (E)-3-(benzofuran-2′-ylmethylidene)-1-methyl-2-indolinone and 1-(benzofuran-2-yl)methanol.

Technology Process of 2-Benzofurancarboxaldehyde

There total 35 articles about 2-Benzofurancarboxaldehyde 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: 95.0%

2-(2,2-dimethoxyethoxy)benzaldehyde (74401-08-4) → 2-formylbenzo[b]furan (4265-16-1)

Guidance literature:

With acetic acid; In water; for 48h; Reflux;

DOI:10.1002/adsc.201801225

Reference yield: 94.0%

1-benzofurane (271-89-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-formylbenzo[b]furan (4265-16-1)

Guidance literature:

1-benzofurane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; for 4.5h; Inert atmosphere;

DOI:10.1039/c7cc03996d

Reference yield: 93.0%

benzofuran-2-yl-methanol (55038-01-2) → 2-formylbenzo[b]furan (4265-16-1)

Guidance literature:

With 1,3,5,7-tetrakis-(4-(diacetoxyiodo)phenyl)adamantane; In dichloromethane; at 20 ℃;

DOI:10.1039/c2gc16632a

upstream raw materials:

1-benzofurane

N,N-dimethyl-formamide

benzofuran-2-yl-glyoxylic acid

benzofuran-2-carboxylic acid N-phenylamide

Downstream raw materials:

(E)-3-(benzofuran-2-yl)-1-phenylprop-2-en-1-one

benzofuran-2-carbaldehyde-phenylhydrazone

2-methylbenzofuran

benzofuran-2-yl-methanol

Refernces

• 1、 Yasukata, Tatsuro,Matsuura, Takaharu. "Efficient synthesis of acrylates bearing an aryl or heteroaryl moiety: One-pot method from aromatics and heteroaromatics using formylation and the horner-wadsworth-emmons reaction". . p. 527 - 533. Retrieved 2021/03/22.
• 2、 Zhou, Tongtong,He, Xinwei,Zuo, Youpeng,Wu, Yuhao,Hu, Wangcheng,Zhang, Shiwen,Duan, Jiahui,Shang, Yongjia. "Rh-Catalyzed Formal [3+2] Cyclization for the Synthesis of 5-Aryl-2-(quinolin-2-yl)oxazoles and Its Applications in Metal Ions Probes". . p. 621 - 626. Retrieved 2021/02/12.