2-Bromo-4-butanolide

Base Information

• Chemical Name: 2-Bromo-4-butanolide
• CAS No.: 5061-21-2
• Deprecated CAS: 86362-17-6
• Molecular Formula: C4H5BrO2
• Molecular Weight: 164.986
• Hs Code.: 29322980
• European Community (EC) Number: 225-764-4
• NSC Number: 56959,11726
• DSSTox Substance ID: DTXSID20884127
• Nikkaji Number: J133.201E
• Mol file: 5061-21-2.mol

Synonyms:2-Bromo-4-butanolide;5061-21-2;alpha-Bromo-gamma-butyrolactone;3-bromooxolan-2-one;2-Bromobutyrolactone;3-bromodihydrofuran-2(3H)-one;2(3H)-Furanone, 3-bromodihydro-;2-Bromo-gamma-butyrolactone;3-Bromo-2-furanone;2(3H)-Furanone, bromodihydro-;bromobutyrolactone;.alpha.-Bromo-.gamma.-butyrolactone;NSC 11726;NSC 56959;.alpha.-Bromobutyrolactone;3-Bromo-2-oxotetrahydrofuran;2-Bromo-.gamma.-butyrolactone;3-Bromodihydro-2(3H)-furanone;EINECS 225-764-4;MFCD00005387;alpha-Bromobutyric acid, gamma-lactone;.alpha.-Bromobutyric acid, .gamma.-lactone;2-Bromo-4-hydroxybutyric acid gamma-lactone;a-Bromo-|A-butyrolatone;3-bromo-4,5-dihydro-2(3H)-furanone;3-bromo-2-oxooxolane;alpha-Bromobutyrolactone;2-Bromo-4-butyrolactone;3-bromodihydrofuran-2-one;bromo-dihydro-furan-2-one;3-Bromodihydro-2-furanone;3-bromo-dihydrofuran-2-one;3-bromotetrahydrofuran-2-one;3-bromo-dihydro-furan-2-one;SCHEMBL136614;DTXSID20884127;3-bromo-dihydrofuran-2(3H)-one;3-bromo-dihydrofuran-2(3 H)-one;alpha -Bromo- gamma -butyrolactone;NSC11726;NSC56959;NSC-11726;NSC-56959;STL195547;AKOS000119556;AKOS016041972;AKOS040764361;alpha-Bromo-gamma-butyrolactone, 97%;(+/-)-alpha-bromo-gamma-butyrolactone;CS-W001104;PB47847;2-Bromo-4-hydroxybutyric acid -lactone;AC-18401;DS-12622;SY001762;AM20100243;B1228;FT-0622118;EN300-20496;H10671;Butyric acid, 2-bromo-4-hydroxy-, gamma-lactone;W-105942;F0001-1320;61-21-2

Chemical Property of 2-Bromo-4-butanolide

Chemical Property:

• Appearance/Colour: pale yellow liquid
• Vapor Pressure: 0.00242mmHg at 25°C
• Refractive Index: n20/D 1.508(lit.)
• Boiling Point: 287.9 °C at 760 mmHg
• Flash Point: 111.5 °C
• PSA: 26.30000
• Density: 1.82 g/cm³
• LogP: 0.69680
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive/Lachrymatory
• Solubility.: Acetone, Chloroform, Ethyl Acetate, Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 163.94729
• Heavy Atom Count: 7
• Complexity: 91.7

Purity/Quality:

98% ^*data from raw suppliers

Bromo[ ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Lactones
• Canonical SMILES: C1COC(=O)C1Br
• Uses: Lactams inhibit type Q arylesterase activity of human serum paraoxonase PON1.

Technology Process of 2-Bromo-4-butanolide

There total 7 articles about 2-Bromo-4-butanolide 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: 93.1%

4-butanolide (96-48-0) → α-bromo-γ-butyrolactone (5061-21-2)

Guidance literature:

With sulfur; bromine; at 40 - 110 ℃; for 4h; Temperature; Reagent/catalyst; Inert atmosphere;

Reference yield: 61.0%

2,4-dibromo-butyric acid (63164-16-9) → α-bromo-γ-butyrolactone (5061-21-2)

Guidance literature:

With tetrapropylammonium hydroxide; In water; acetonitrile; butanone; at 25 ℃; for 3h; Reagent/catalyst; Solvent; Green chemistry;

DOI:10.3762/bjoc.17.198

Reference yield:

α-amino-γ-butyrolactone hydrobromide (6305-38-0) → 5-hydroxydihydrofuran-2(3H)-one (50768-69-9) + α-bromo-γ-butyrolactone (5061-21-2) + 2-buten-4-olide (497-23-4)

Guidance literature:

With 5 % platinum on carbon; nitrogen(II) oxide; In water; at 60 ℃; for 25h; under 15201 Torr; Time; Inert atmosphere;

upstream raw materials:

2,4-dibromo-butyryl bromide

4-butanolide

α-amino-γ-butyrolactone hydrobromide

2,4-dibromo-butyric acid

Downstream raw materials:

2-(2-oxotetrahydrofuran-3-yl)isoindolin-1,3-dione

(S)-3-(N-benzyloxycarbonylamino)tetrahydrofuran-2-one

2-aminobutyrolactone

3-benzoylamino-dihydro-furan-2-one