5-Methyl-2-phenylfuran-3-carbonyl chloride

Base Information

• Chemical Name: 5-Methyl-2-phenylfuran-3-carbonyl chloride
• CAS No.: 183210-32-4
• Molecular Formula: C₁₂H₉ClO₂
• Molecular Weight: 220.655
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID60570754
• Wikidata: Q82458291
• Mol file: 183210-32-4.mol

Synonyms:183210-32-4;5-methyl-2-phenylfuran-3-carbonyl chloride;5-Methyl-2-phenyl-3-furoyl chloride;3-Furancarbonyl chloride, 5-methyl-2-phenyl-;SCHEMBL891997;DTXSID60570754;PMRQXXGRXBJTAJ-UHFFFAOYSA-N;MFCD08435904;AKOS015908468;AS-9707

Chemical Property of 5-Methyl-2-phenylfuran-3-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.000176mmHg at 25°C
• Boiling Point: 329.6°Cat760mmHg
• Flash Point: 153.1°C
• PSA: 30.21000
• Density: 1.224g/cm³
• LogP: 3.63400
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 220.0291072
• Heavy Atom Count: 15
• Complexity: 236

Purity/Quality:

98%min ^*data from raw suppliers

5-Methyl-2-phenyl-3-furoylchloride 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(O1)C2=CC=CC=C2)C(=O)Cl

Technology Process of 5-Methyl-2-phenylfuran-3-carbonyl chloride

There total 4 articles about 5-Methyl-2-phenylfuran-3-carbonyl chloride 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:

5-methyl-2-phenylfuran-3-carboxylic acid (64354-50-3) → 5-methyl-2-phenylfuran-3-carbonyl chloride (183210-32-4)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/j.cclet.2021.02.002

Reference yield:

ethyl 3-oxo-3-phenylpropionate (94-02-0) → 5-methyl-2-phenylfuran-3-carbonyl chloride (183210-32-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 48 h / 0 - 20 °C

2.1: hydrogenchloride / ethanol; water / 7 h / Reflux

3.1: sodium hydroxide; water / ethanol / 7 h / 20 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 6 h / 20 °C

With hydrogenchloride; oxalyl dichloride; water; sodium hydride; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; 2.1: |Paal-Knorr Furan Synthesis;

DOI:10.1016/j.cclet.2021.02.002

Reference yield:

ethyl 2-benzoyl-4-oxopentanoate (62664-60-2) → 5-methyl-2-phenylfuran-3-carbonyl chloride (183210-32-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / ethanol; water / 7 h / Reflux

2: sodium hydroxide; water / ethanol / 7 h / 20 °C

3: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 6 h / 20 °C

With hydrogenchloride; oxalyl dichloride; water; N,N-dimethyl-formamide; sodium hydroxide; In ethanol; dichloromethane; water; 1: |Paal-Knorr Furan Synthesis;

DOI:10.1016/j.cclet.2021.02.002

upstream raw materials:

ethyl 3-oxo-3-phenylpropionate

ethyl 2-benzoyl-4-oxopentanoate

ethyl 5-methyl-2-phenylfuran-3-carboxylate

5-methyl-2-phenylfuran-3-carboxylic acid

Downstream raw materials:

1-(5-methyl-2-phenylfuran-3-yl)ethan-1-one