2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (R)-

Base Information

Chemical Name:2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (R)-
CAS No.:51154-96-2
Deprecated CAS:38733-05-0
Molecular Formula:C10H16O2
Molecular Weight:168.236
Hs Code.:2932999099
European Community (EC) Number:610-624-0
UNII:847O2V0IOA
DSSTox Substance ID:DTXSID30885943
Nikkaji Number:J11.190B
Wikipedia:Massoia_lactone
Wikidata:Q6784821
ChEMBL ID:CHEMBL3126829
Mol file:51154-96-2.mol

Synonyms:51154-96-2;Massoya lactone;2H-PYRAN-2-ONE, 5,6-DIHYDRO-6-PENTYL-, (R)-;(R)-2-decen-5-olide;Cocolactone;(2R)-2-pentyl-2,3-dihydropyran-6-one;2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (6R)-;UNII-847O2V0IOA;847O2V0IOA;5-17-09-00218 (Beilstein Handbook Reference);(R)-(-)Massoialactone;BRN 4177048;(R)-(-)-Massoilactone;5,6-Dihydro-6-pentyl-2H-pyran-2-one, (R)-;(R)-cocolactone;NSC-721360;5-Hydroxy-2-decenoic acid .delta.-lactone;Natural Delta decalactone;2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (theta)-;(-)-MASSOILACTONE;(-)-MASSOIALACTONE;5-Pentylpent-2-en-5-olide;SCHEMBL8164022;(-)-MASSOJA DECALACTONE;CHEMBL3126829;DTXSID30885943;(-)-(6R)-MASSOIALACTONE;(6R)-(-)-MASSOIALACTONE;MFCD00801027;AKOS006272282;NSC 721360;(6r)-6-pentyl-5,6-dihydro-2h-pyran-2-one;(R)-6-pentyl-5,6-dihydro-2H-pyran-2-one;(6R)-5,6-dihydro-6-pentyl-2H-pyran-2-one;6-Pentyl-5,6-dihydro-2H-pyran-2-one, (6R)-;5,6-Dihydro-6-pentyl-(2H)-pyran-2-one-, (R);5-HYDROXY-2-DECENOIC ACID .DELTA.-LACTONE [FHFI]

Suppliers and Price of 2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (R)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
(R)-2-DECEN-5-OLIDE 95.00%
5MG
$ 505.84

Total 37 raw suppliers

Chemical Property of 2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (R)-

Chemical Property:

Vapor Pressure:0.00254mmHg at 25°C
Refractive Index:1.458
Boiling Point:287 °C at 760 mmHg
Flash Point:115.8 °C
PSA：26.30000
Density:0.964 g/cm³
LogP:2.43840
XLogP3:3.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:168.115029749
Heavy Atom Count:12
Complexity:173

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-DECEN-5-OLIDE 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCCCCC1CC=CC(=O)O1
Isomeric SMILES:CCCCC[C@@H]1CC=CC(=O)O1
General Description (R)-2-Decen-5-olide, also known as (-)-massoialactone or massoia lactone, is a naturally occurring δ-lactone with a characteristic coconut-like aroma. It is synthesized enantioselectively through various methods, including organocatalytic approaches, chiral building block derivatization, and Pd(0)-catalyzed rearrangements. Key synthetic strategies involve l-proline-catalyzed α-aminoxylation, Yamaguchi macrolactonization, and ring-closing metathesis, as well as the use of chiral precursors like (R)-epichlorohydrin or streptenol A. (R)-2-decen-5-olide is notable for its applications in flavor and fragrance industries due to its organoleptic properties.

Technology Process of 2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (R)-

There total 110 articles about 2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (R)- 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: 86.0%

: 263238-28-4
(R)-non-1-en-4-yl acrylate

: 51154-96-2,54814-64-1
(R)-massoialactone

Guidance literature:: With Grubbs catalyst first generation; titanium(IV) isopropylate; In dichloromethane; Reflux; Inert atmosphere;
DOI:10.1055/s-0030-1260051

Reference yield: 82.0%

: 1298100-56-7
(2Z,5R)-dec-2-ene-1,5-diol

: 51154-96-2,54814-64-1
(R)-massoialactone

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1055/s-0032-1318440

Reference yield: 61.0%

: 4071-85-6
trimetylsilylketene

: 220484-17-3
(3R)-3-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}octanal

: 51154-96-2,54814-64-1
(R)-massoialactone

Guidance literature:: trimetylsilylketene; (3R)-3-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}octanal; With ethylaluminum dichloride; In diethyl ether; hexane; at -45 - -30 ℃; for 2h;

With hydrogen fluoride; In acetonitrile; at 50 ℃; for 4h; Further stages.;
DOI:10.1016/j.tet.2003.11.094