delta-Hexalactone

Base Information

• Chemical Name: delta-Hexalactone
• CAS No.: 823-22-3
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.144
• European Community (EC) Number: 212-511-8
• NSC Number: 134774,32863
• UNII: C8456O4551
• DSSTox Substance ID: DTXSID30862431
• Nikkaji Number: J110.474H
• Wikidata: Q27275313
• Metabolomics Workbench ID: 37257
• Mol file: 823-22-3.mol

Synonyms:delta-Hexalactone;823-22-3;delta-Hexanolactone;6-methyloxan-2-one;5-Hydroxyhexanoic acid lactone;delta-Caprolactone;5-Methyl-delta-valerolactone;2H-Pyran-2-one, tetrahydro-6-methyl-;Tetrahydro-6-methyl-2H-pyran-2-one;.delta.-Caprolactone;5-Hexanolide;.delta.-Hexalactone;6-Methylvalerolactone;5-Hexalactone;Hexanoic acid, 5-hydroxy-, lactone;.delta.-Hexanolide;Hexalactone, delta-;FEMA No. 3167;delta-Methyl-delta-valerolactone;(+/-)-5-Hexanolide;.delta.-Methyl-.delta.-valerolactone;UNII-C8456O4551;6-Methyltetrahydro-2H-pyran-2-one;EINECS 212-511-8;MFCD00083574;NSC-32863;NSC-134774;5-Methyl-5-hydroxypentanoic acid lactone;C8456O4551;Hexanoic acid, 5-hydroxy-, .delta.-lactone;Hexanoic acid, .delta.-lactone;Hexanolactone;delta-Hexanolide;(+/-)-delta-Hexalactone;(S)-6-Methyltetrahydro-2H-pyran-2-one;()-5-Hexanolide;.delta.-Hexanolactone;(RS)-delta-Hexalactone;6-Methyl-d-valerolactone;(R/S)-delta-Hexalactone;delta-Hexalactone, >=98%;.DELTA.-HEXALACTONE-;SCHEMBL538695;5-hydroxy-Hexanoic acid lactone;R-6-Methyltetrahydropyran-2-one;DTXSID30862431;(RS)-.DELTA.-HEXALACTONE;CHEBI:172408;delta-Hexalactone, >=98%, FG;.DELTA.-HEXALACTONE [FHFI];NSC32863;MFCD01863072;NSC 32863;NSC134774;(+/-)-.DELTA.-HEXALACTONE;2h-piran-2-ona, tetrahidro-6-metil-;6-Methyltetrahydro-2H-pyran-2-one #;AKOS005206840;6-METHYL-.DELTA.-VALEROLACTONE;NSC 134774;SB46869;2H-Pyran-2-one, 6-methyl, tetrahydro;AS-56639;SY048899;SY313605;FT-0605158;FT-0624503;FT-0639831;H0759;EN300-29539;D90945;Q27275313;tetrahydro - 6 - methyl - 2H - pyran - 2 - one;()--Hexalactone

Chemical Property of delta-Hexalactone

Chemical Property:

• Vapor Pressure: 0.145mmHg at 25°C
• Melting Point: 18 °C
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 110-112 °C (15 mmHg)
• Flash Point: 225 °C
• PSA: 26.30000
• Density: 1.037
• LogP: 1.10200
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Immiscible with water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 98.7

Purity/Quality:

98% ^*data from raw suppliers

(R/S)-δ-Hexalactone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC(=O)O1
• Description: Synthesis: By oxidation of 1-substituted cycloalkanes.
• Uses: d-Hexanolactone is widely used in butter, cream milk, nut, fruit flavors and in cosmetic flavor.

Technology Process of delta-Hexalactone

There total 92 articles about delta-Hexalactone 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: 98.0%

2-Methylcyclopentanone (1120-72-5) → 5-hexanolide (823-22-3,26991-67-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid;

DOI:10.1021/jo9515081

Reference yield: 97.0%

hexane-1,5-diol (928-40-5) → 5-hexanolide (823-22-3,26991-67-3)

Guidance literature:

With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; In acetonitrile; at 22 ℃; for 6h;

DOI:10.1021/jacs.5b01036

Reference yield: 92.0%

5-ketohexanoic acid (3128-06-1) → 5-hexanolide (823-22-3,26991-67-3)

Guidance literature:

With (dipyridylamine)Cp*IrOSO₃; hydrogen; In water; at 130 ℃; for 32h; under 3750.38 Torr;

DOI:10.1021/acs.organomet.7b00503

upstream raw materials:

3,4-dihydro-6-methyl-2H-pyran-2-one

acetic anhydride

5-ketohexanoic acid

chloropropionic acid

Downstream raw materials:

5-oxo-hexanoic acid amide

δ-Acetoxy-capronsaeuremethylester

(E)-7-Methyl-1,6-dioxaspiro<4.5>decan

(E,E)-2,8-Dimethyl-1,7-dioxaspiro<5.5>undecan

Refernces

• 1、 -. "Preparation method of delta-caprolactone". Paragraph 0077; 0083; 0085-0086; 0088. . Retrieved 2021/08/25.
• 2、 -. "Synthesis method of delta-caprolactone spice". Paragraph 0016; 0023; 0027-0028; 0032-0033; 0037-0038; 0042. . Retrieved 2021/02/06.