gamma-Heptalactone

Base Information

• Chemical Name: gamma-Heptalactone
• CAS No.: 105-21-5
• Deprecated CAS: 1336-71-6,57129-71-2,57129-71-2
• Molecular Formula: C7H12O2
• Molecular Weight: 128.171
• Hs Code.: 29322090
• European Community (EC) Number: 203-279-9
• NSC Number: 46352,46097
• UNII: U4XIN3U7DH
• DSSTox Substance ID: DTXSID5047611
• Nikkaji Number: J79.443K
• Wikidata: Q24730325
• Metabolomics Workbench ID: 4346
• ChEMBL ID: CHEMBL365316
• Mol file: 105-21-5.mol

Synonyms:gamma-Heptalactone;105-21-5;4-Heptanolide;5-propyloxolan-2-one;gamma-Heptanolactone;2(3H)-Furanone, dihydro-5-propyl-;Heptan-4-olide;1,4-Heptanolide;Heptanolide-4,1;4-Hydroxyheptanoic acid lactone;gamma-Propiobutyrolactone;Dihydro-5-propyl-2(3H)-furanone;gamma-Propyl-gamma-butyrolactone;(+/-)-4-Heptanolide;.gamma.-Heptalactone;.gamma.-Heptanolactone;FEMA No. 2539;4-Hydroxyheptanoic acid, gamma-lactone;5-propyldihydrofuran-2(3h)-one;gamma-Heptalactone (natural);NSC 46097;4-Propyl-4-hydroxybutanoic acid lactone;EINECS 203-279-9;UNII-U4XIN3U7DH;U4XIN3U7DH;.gamma.-Propiobutyrolactone;BRN 0109569;CHEMBL365316;DTXSID5047611;CHEBI:89744;Dihydro-5-propylfuran-2(3H)-one;.gamma.-Propyl-.gamma.-butyrolactone;NSC-46097;NSC-46352;4-Hydroxyheptanoic acid, .gamma.-lactone;Heptanoic acid, 4-hydroxy-, .gamma.-lactone;5-propyltetrahydrofuran-2-one;heptan-4-olid;Gamma Heptalactone;5-PROPYLDIHYDRO-2-FURANONE;gamma-Oenantholacton;.gamma.-Heptanolide;MFCD00036498;gamma-Enanthonolactone;5-propyl-2-oxolanone;(+/-)-gamma-Propyl-gamma-butyrolactone;heptan - 4 - olide;(+/-)-Dihydro-5-propyl-2(3H)-furanone;5-propyldihydrofuran-2-one;SCHEMBL891524;5-Propyl-dihydro-furan-2-one;DTXCID3027611;GAMMA-HEPTALACTONE [FCC];5-propyl-tetrahydro-furan-2-one;NSC46097;NSC46352;.GAMMA.-HEPTALACTONE [FHFI];5-Propyldihydro-2(3H)-furanone #;Tox21_302676;BDBM50168009;LMFA07040012;AKOS015905123;LS-2780;TETRAHYDRO-5-PROPYL-2-FURANONE;gamma-Heptalactone, >=98%, FCC, FG;NCGC00256923-01;AS-61574;CAS-105-21-5;CS-0152400;FT-0626613;FT-0748042;H0510;D90888;EN300-322414;Lactone de l'acide 4-hydroxyheptanoque (gamma-);A801165;ENANTHIC ACID, .GAMMA.-HYDROXY-, LACTONE;W-108792;Q24730325

Chemical Property of gamma-Heptalactone

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 0.0827mmHg at 25°C
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 226.3 °C at 760 mmHg
• Flash Point: 85.3 °C
• PSA: 26.30000
• Density: 0.983 g/cm³
• LogP: 1.49210
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 23g/L at 20℃
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

γ-Heptalactone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Lactones
• Canonical SMILES: CCCC1CCC(=O)O1
• Description: y-Heptalactone has a sweet, nut-like, caramel odor and a malty, caramel, sweet, herbaceous taste. This substance may be obtained in low yields by hydrogenation of ethyl P-furylacrylate;1 by lactoniation of heptenoic acid; also by condensation of methylacrylate butyl alcohol using a catalyst.
• Uses: Food additive.

Technology Process of gamma-Heptalactone

There total 35 articles about gamma-Heptalactone 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: 87.0%

1-bromo-hept-1-yn-4-ol (41658-18-8) → 4-propylbutanolide (105-21-5)

Guidance literature:

With gold(III) chloride; water; In toluene; at 20 ℃; for 15h; regioselective reaction;

DOI:10.1021/ol2033493

Reference yield: 65.0%

1-hexene-3-ol (4798-44-1,67928-93-2) + carbon monoxide (201230-82-2) → 4-propylbutanolide (105-21-5)

Guidance literature:

1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 190 ℃; for 48h; under 30400 Torr;

DOI:10.1021/jo00018a029

Reference yield: 65.0%

propionaldehyde (123-38-6) + ethyl acrylate (140-88-5,9003-32-1) → 4-propylbutanolide (105-21-5)

Guidance literature:

With samarium diiodide; tert-butyl alcohol; In tetrahydrofuran; at 0 ℃; for 10h;

upstream raw materials:

(E)-hept-5-enoic acid

4-oxobutanoic acid methyl ester

n-propylmagnesium bromide

4-oxo-heptanoic acid

Downstream raw materials:

4-Hydroxy-heptansaeure-hydrazid

(S)-γ-Propyl-γ-butyrolactone

(R)-5-propyl-dihydrofuran-2(3H)-one

3-hydroxymethyl-5-propyl-dihydro-furan-2-one