5-Acetyl-2,3-dihydrobenzo[b]furan

Base Information

• Chemical Name: 5-Acetyl-2,3-dihydrobenzo[b]furan
• CAS No.: 90843-31-5
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 29349990
• European Community (EC) Number: 674-950-5
• DSSTox Substance ID: DTXSID80238304
• Nikkaji Number: J1.908.555D
• Wikidata: Q72464617
• Mol file: 90843-31-5.mol

Synonyms:90843-31-5;5-acetyl-2,3-dihydrobenzo[b]furan;1-(2,3-dihydro-1-benzofuran-5-yl)ethanone;5-Acetyl-2,3-dihydrobenzofuran;5-Acetyl-2,3-Dihydrobenzo(B)Furan;1-(2,3-dihydrobenzofuran-5-yl)ethanone;5-acetyl-2,3-dihydro-1-benzofuran;1-(2,3-Dihydro-5-benzofuranyl)ethanone;Ethanone, 1-(2,3-dihydro-5-benzofuranyl)-;MFCD00068033;1-(2,3-dihydro-1-benzofuran-5-yl)ethan-1-one;1-(2,3-dihydrobenzo[b]furan-5-yl)ethan-1-one;5-acetylcoumarane;1-(2,3-Dihydro-benzofuran-5-yl)-ethanone;Maybridge1_004802;SCHEMBL102518;2,3-dihydro-5-acetylbenzofuran;HMS555C06;5-acetyl-2,3-dihydroben-zofuran;DTXSID80238304;5-Acetyl-2, 3-dihydrobenzofuran;MMVUJVASBDVNGJ-UHFFFAOYSA-N;BCP14201;CS-M0161;BBL028129;GEO-00030;STL373040;AKOS001321109;AC-7100;FS-1675;SY003967;1-(2,3-dihydro-5-benzofuranyl)-ethanone;FT-0619924;EN300-25656;5-acetyl-2,3-dihydrobenzo(b)furan, AldrichCPR;A843656;W-200523;Z212063108

Chemical Property of 5-Acetyl-2,3-dihydrobenzo[b]furan

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Vapor Pressure: 0.000674mmHg at 25°C
• Melting Point: 56-59 °C
• Refractive Index: 1.557
• Boiling Point: 308.6 °C at 760 mmHg
• Flash Point: 149.3 °C
• PSA: 26.30000
• Density: 1.149 g/cm³
• LogP: 1.82410
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

1-(2,3-Dihydro-1-benzofuran-5-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-51
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1)OCC2
• Uses: 1-(2,3-Dihydro-5-benzofuranyl)ethanone is used to prepare tricyclic [1,2,4]triazine 1,4-dioxides as hypoxia selective cytotoxins. It is also used to synthesize N-(1-benzo[1,3]dioxol-5-yl)ethyl-, N-[1-(2,3-dihydro-benzofuran-5-yl)ethyl-, and N-[1-(2,3-dihydro-1H-indol-5-yl)ethylacrylamides with KCNQ2 opener activities.

Technology Process of 5-Acetyl-2,3-dihydrobenzo[b]furan

There total 9 articles about 5-Acetyl-2,3-dihydrobenzo[b]furan 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%

2.3-dihydrobenzofuran (496-16-2) + acetyl chloride (75-36-5) → 1-(2,3-dihydrobenzofuran-5-yl)ethanone (90843-31-5)

Guidance literature:

aluminum (III) chloride; In dichloromethane; at -10 ℃; for 0.5h;

Reference yield: 95.0%

2.3-dihydrobenzofuran (496-16-2) + acetic anhydride (108-24-7) → 1-(2,3-dihydrobenzofuran-5-yl)ethanone (90843-31-5)

Guidance literature:

With Hβ zeolite (Si:Al 12.5); at 120 ℃; for 1.5h;

DOI:10.1039/b301260c

Reference yield: 94.0%

2.3-dihydrobenzofuran (496-16-2) → 1-(2,3-dihydrobenzofuran-5-yl)ethanone (90843-31-5)

Guidance literature:

acetyl chloride; With aluminum (III) chloride; In dichloromethane; at -10 ℃; for 0.25h;

2.3-dihydrobenzofuran; In dichloromethane; at -10 ℃; for 0.5h;

With hydrogenchloride; In dichloromethane; water; at 0 ℃; for 2h;

upstream raw materials:

2.3-dihydrobenzofuran

acetyl chloride

acetic anhydride

2-bromophenyl 2-chloroethyl ether

Downstream raw materials:

acetophenone

2-bromo-1-(2,3-dihydrobenzofuran-5-yl)ethan-1-one

C₁₆H₁₅BrO₂

Refernces

• 1、 -. "ANTIBACTERIAL COMPOUNDS". Page/Page column 82-83. . Retrieved 2019/05/22.
• 2、 Harikrishna,Isloor, Arun M.,Ananda,Obaid, Abdulrahman,Fun, Hoong-Kun. "Synthesis, and antitubercular and antimicrobial activity of 1′-(4-chlorophenyl)pyrazole containing 3,5-disubstituted pyrazoline derivatives". supporting information. p. 73 - 76. Retrieved 2016/01/12.