5-(Bromomethyl)dihydrofuran-2(3H)-one

Base Information

• Chemical Name: 5-(Bromomethyl)dihydrofuran-2(3H)-one
• CAS No.: 32730-32-8
• Molecular Formula: C5H7BrO2
• Molecular Weight: 179.013
• DSSTox Substance ID: DTXSID80456541
• Nikkaji Number: J708.936H
• Mol file: 32730-32-8.mol

Synonyms:5-(Bromomethyl)dihydrofuran-2(3H)-one;32730-32-8;5-(bromomethyl)oxolan-2-one;5-(Bromomethyl)dihydro-2(3H)-furanone;MFCD20621199;5-(Bromomethyl)butyrolactone;2(3H)-Furanone, 5-(bromomethyl)dihydro-;4-bromomethyl-4-butanolide;SCHEMBL971556;IKGVIERLNJRBCT-UHFFFAOYSA-;DTXSID80456541;IKGVIERLNJRBCT-UHFFFAOYSA-N;5-BroMoMethyltetrahydrofuran-2-one;CS-M2142;5-(Bromomethyl)tetrahydrofuran-2-one;AKOS022193784;CS-14609;SY250804;4,5-dihydro-5-bromomethyl-(3H)-furanone;EN300-7365528;InChI=1/C5H7BrO2/c6-3-4-1-2-5(7)8-4/h4H,1-3H2

Chemical Property of 5-(Bromomethyl)dihydrofuran-2(3H)-one

Chemical Property:

• Boiling Point: 165 °C(Press: 26 Torr)
• PSA: 26.30000
• Density: 1.619±0.06 g/cm3(Predicted)
• LogP: 1.08690
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 177.96294
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-(Bromomethyl)dihydrofuran-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)OC1CBr

Technology Process of 5-(Bromomethyl)dihydrofuran-2(3H)-one

There total 15 articles about 5-(Bromomethyl)dihydrofuran-2(3H)-one 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%

pent-4-enoic acid (591-80-0) → 5-bromomethyl-γ-butyrolactone (32730-32-8)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 4.5h; Darkness; Molecular sieve;

DOI:10.1016/j.tetlet.2010.04.113

Reference yield: 90.0%

methyl 5-bromo-4-oxopentanoate (53856-93-2) → 5-bromomethyl-γ-butyrolactone (32730-32-8)

Guidance literature:

methyl 5-bromo-4-oxopentanoate; With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h;

With trifluoroacetic acid; at 20 ℃; for 1h;

DOI:10.1007/s11172-020-2965-6

Reference yield: 90.0%

N-(5-bromo-methyltetrahydrofuran-2-ylidene)pyrrolidinium bromide (1180676-13-4) → 5-bromomethyl-γ-butyrolactone (32730-32-8)

Guidance literature:

With water; sodium acetate; In acetonitrile; at 20 ℃; for 5h;

DOI:10.1007/s11172-008-0103-y

upstream raw materials:

5-hydroxymethyl-4,5-dihydrofuranone

pent-4-enoic acid

(S)-4-Fluoro-4-methyl-2-pent-4-enoylamino-pentanoic acid ethyl ester

pent-4-enoyl chloride

Downstream raw materials:

hydrogen bromide

hexan-4-olide