3-(Chloromethyl)furan

Base Information

• Chemical Name: 3-(Chloromethyl)furan
• CAS No.: 14497-29-1
• Molecular Formula: C5H5ClO
• Molecular Weight: 116.547
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID20456040
• Nikkaji Number: J1.735.723I
• Wikidata: Q72454044
• Mol file: 14497-29-1.mol

Synonyms:3-(chloromethyl)furan;14497-29-1;3-Chloromethyl-furan;Furan, 3-(chloromethyl)-;3-chloromethylfuran;SCHEMBL3387878;DTXSID20456040;WECUIJXZKLGURU-UHFFFAOYSA-N;MFCD03452743;AKOS015911807;EN300-103406

Chemical Property of 3-(Chloromethyl)furan

Chemical Property:

• Appearance/Colour: Light-colour to yellow clear liquid or solid
• Vapor Pressure: 10.438mmHg at 25°C
• Melting Point: 43-44 °C
• Refractive Index: 1.479
• Boiling Point: 133.402 °C at 760 mmHg
• Flash Point: 34.481 °C
• PSA: 13.14000
• Density: 1.166g/cm³
• LogP: 2.01840
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 116.0028925
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

99% ^*data from raw suppliers

3-(Chloromethyl)Furan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC=C1CCl

Technology Process of 3-(Chloromethyl)furan

There total 9 articles about 3-(Chloromethyl)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: 100.0%

furan-3-methanol (4412-91-3) → 3-(chloromethyl)furan (14497-29-1)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2021.113965

Reference yield:

3-Furoic acid (488-93-7) → 3-(chloromethyl)furan (14497-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 6.8 g / LiAlH₄ / diethyl ether / 6 h / Heating

2: 2.9 g / thionyl chloride, pyridine / pentane; diethyl ether / Ambient temperature

With pyridine; lithium aluminium tetrahydride; thionyl chloride; In diethyl ether; pentane;

Reference yield:

furan-3-carboxaldehyde (498-60-2) → 3-(chloromethyl)furan (14497-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol / 20 °C

2: SOCl₂; benzotriazole / CH₂Cl₂

With 1,2,3-Benzotriazole; sodium tetrahydroborate; thionyl chloride; In methanol; dichloromethane;

DOI:10.1002/chem.200501034

upstream raw materials:

furan-3-methanol

furan-3-carboxaldehyde

3-Furoic acid

ethyl 3-furancarboxylate

Downstream raw materials:

2-(furan-3-yl)acetic acid

3-methylfuran-2-carboxylic acid

S-[3]furylmethyl-isothiourea; picrate

3-(tosylmethyl)furan

Refernces

• 1、 Yan, Yu-Hang,Li, Wenfang,Chen, Wei,Li, Chao,Zhu, Kai-Rong,Deng, Ji,Dai, Qing-Qing,Yang, Ling-Ling,Wang, Zhenling,Li, Guo-Bo. "Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors". . . Retrieved 2021/11/17.
• 2、 -. "IMIDAZO-PYRIDINE COMPOUNDS AS PAD INHIBITORS". Paragraph 000133; 000319. . Retrieved 2019/05/10.