alpha-Bromo-gamma-valerolactone

Base Information

• Chemical Name: alpha-Bromo-gamma-valerolactone
• CAS No.: 25966-39-6
• Molecular Formula: C5H7 Br O2
• Molecular Weight: 179.013
• Hs Code.: 2932209090
• European Community (EC) Number: 247-380-6
• NSC Number: 91486
• DSSTox Substance ID: DTXSID80948870
• Nikkaji Number: J308.362D
• ChEMBL ID: CHEMBL1993710
• Mol file: 25966-39-6.mol

Synonyms:alpha-Bromo-gamma-valerolactone;25966-39-6;3-bromo-5-methyloxolan-2-one;EINECS 247-380-6;.alpha.-Bromo-.gamma.-valerolactone;NSC 91486;3-bromo-5-methyldihydrofuran-2(3h)-one;NSC91486;SCHEMBL1449058;3-Bromo-5-methyloxolane-2-one;CHEMBL1993710;DTXSID80948870;alpha-bromo-gamma-methylbutyrolactone;NSC-91486;AKOS000121589;3-Bromo-5-methyl-dihydro-furan-2-one;3-Bromo-5-methyldihydro-2(3H)-furanone;NCI60_042024;.alpha.-Bromo-.gamma.-valerolactone(c,t);2(3H)-Furanone, 3-bromodihydro-5-methyl-;FT-0638561;A818112;J-016195;Valeric acid, 2-bromo-4-hydroxy-, .gamma.-lactone;F8881-0145;alpha -Bromo- gamma -valerolactone, mixture of cis and trans

Chemical Property of alpha-Bromo-gamma-valerolactone

Chemical Property:

• Vapor Pressure: 0.0175mmHg at 25°C
• Refractive Index: n20/D 1.493(lit.)
• Boiling Point: 254.1°Cat760mmHg
• Flash Point: 107.5°C
• PSA: 26.30000
• Density: 1.618g/cm³
• LogP: 1.08530
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 177.96294
• Heavy Atom Count: 8
• Complexity: 113

Purity/Quality:

97% ^*data from raw suppliers

α-Bromo-γ-valerolactone, mixture of cis and trans 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CC(C(=O)O1)Br
• Uses: α-Bromo-γ-valerolactone was used in the synthesis of α-(2-ethoxythiocarbonylthio)-γ-valerolactone.

Technology Process of alpha-Bromo-gamma-valerolactone

There total 6 articles about alpha-Bromo-gamma-valerolactone 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: 60.0%

5-methyl-dihydro-furan-2-one (108-29-2) → 3-bromo-5-methyldihydrofuran-2(3H)-one (25966-39-6)

Guidance literature:

With bromine; phosphorus tribromide; at 100 ℃; for 25h;

DOI:10.1055/s-2005-917116

Reference yield:

3-methyltetrahydro-2-furanone (1679-47-6) → 3-bromo-5-methyldihydrofuran-2(3H)-one (25966-39-6)

Guidance literature:

With bromine; phosphorus tribromide; at 100 ℃;

Reference yield:

α,γ-dibromovaleryl bromide (65303-43-7) + benzyl alcohol (100-51-6,185532-71-2) → 3-bromo-5-methyldihydrofuran-2(3H)-one (25966-39-6) + benzyl α,γ-dibromovalerate (76609-61-5)

Guidance literature:

With hydrogenchloride; for 36h; Title compound not separated from byproducts; Ambient temperature;

upstream raw materials:

3-methyltetrahydro-2-furanone

α,γ-dibromovaleryl bromide

benzyl alcohol

5-methyl-dihydro-furan-2-one

Downstream raw materials:

(5-Methyl-2-oxotetrahydrofuran-3-yl)triphenylphosphoniumbromid

(+/-)-cis,trans-4-methyl-2-phenylsulfanylbutyrolactone

5-methyl-dihydro-furan-2-one

3-(Hydroxy-phenyl-methyl)-5-methyl-dihydro-furan-2-one