3-(Bromomethyl)furan

Base Information

• Chemical Name: 3-(Bromomethyl)furan
• CAS No.: 63184-61-2
• Molecular Formula: C5H5BrO
• Molecular Weight: 160.998
• Hs Code.: 2932190090
• European Community (EC) Number: 816-042-5
• DSSTox Substance ID: DTXSID80454941
• Nikkaji Number: J1.875.802D
• Wikidata: Q72447139
• Mol file: 63184-61-2.mol

Synonyms:3-(bromomethyl)furan;63184-61-2;3-bromomethylfuran;Furan, 3-(bromomethyl)-;3-bromomethylfurane;3-bromomethyl-furan;3-(bromomethyl) furan;SCHEMBL917621;DTXSID80454941;HOEQXFUBJFGJKA-UHFFFAOYSA-N;MFCD09745024;AKOS006330182;FT-0713344;EN300-122762

Chemical Property of 3-(Bromomethyl)furan

Chemical Property:

• Vapor Pressure: 5.122mmHg at 25°C
• Refractive Index: 1.526
• Boiling Point: 149.433 °C at 760 mmHg
• Flash Point: 44.176 °C
• PSA: 13.14000
• Density: 1.583 g/cm³
• LogP: 2.17450
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 159.95238
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

98%min ^*data from raw suppliers

3-(Bromomethyl)furan 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC=C1CBr

Technology Process of 3-(Bromomethyl)furan

There total 7 articles about 3-(Bromomethyl)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: 95.0%

furan-3-methanol (4412-91-3) → 3-(bromomethyl)furan (63184-61-2)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃;

DOI:10.1016/0040-4039(94)85325-8

Reference yield: 52.0%

furan-3-carboxaldehyde (498-60-2) → 3-(bromomethyl)furan (63184-61-2)

Guidance literature:

furan-3-carboxaldehyde; With methanol; sodium tetrahydroborate; at 0 ℃; for 0.25h;

With phosphorus tribromide; In diethyl ether; at 0 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1039/d1ob01653a

Reference yield:

3-Furoic acid (488-93-7) → 3-(bromomethyl)furan (63184-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / LiAlH₄ / diethyl ether / 2 h

2: 95 percent / CBr₄, Ph₃P / CH₂Cl₂ / 2 h / 0 °C

With lithium aluminium tetrahydride; carbon tetrabromide; triphenylphosphine; In diethyl ether; dichloromethane;

DOI:10.1016/0040-4020(96)00705-3

upstream raw materials:

furan-3-methanol

2-(2-propynyloxy)-4-methylenetetrahydrofuran

3-Furoic acid

bromoacetaldehyde dipropargyl acetal

Downstream raw materials:

(3-Furyl)(phenylthio)methane

3-furylmethyl 1-phenyl-1H-tetrazol-5-yl sulfone

marrubiin

Refernces

• 1、 Araman, Can,Brevé, Tobias G.,Eelkema, Rienk,Filius, Mike,Hagedoorn, Peter-Leon,Joo, Chirlmin,van Kasteren, Sander I.,van der Helm, Michelle P.. "Conditional Copper-Catalyzed Azide–Alkyne Cycloaddition by Catalyst Encapsulation". supporting information. p. 9340 - 9344. Retrieved 2020/04/16.
• 2、 -. "ECTONUCLEOTIDASE INHIBITORS AND METHODS OF USE THEREOF". Page/Page column 100-101. . Retrieved 2020/01/11.