(-)-Fenchone

Base Information Edit

Chemical Name:(-)-Fenchone
CAS No.:7787-20-4
Deprecated CAS:126-21-6,18492-37-0,1071582-04-1,11000-29-6,1421788-37-5,1822335-31-8,1980023-27-5,2180102-04-7,2308507-23-3,2566622-27-1
Molecular Formula:C10H16 O
Molecular Weight:152.236
Hs Code.:29142900
European Community (EC) Number:214-804-6,232-107-5
UNII:K6G5Y2Y3Q2,4Q6W8568TG
DSSTox Substance ID:DTXSID30884431
Nikkaji Number:J209.323E
Wikidata:Q27116898
Metabolomics Workbench ID:28179
Mol file:7787-20-4.mol

Synonyms: EINECS 232-107-5;( -)-Fenchone;(-)-1,3,3-Trimethyl-2-norbornanone;(1R)-(-)-Fenchone;(1R,4S)-(-)-Fenchone;(1R,4S)-fenchan-2-one;(1R,4S)-fenchone;232-107-5;7787-20-4;fenchone, (1R)-isomer;l-alpha-Fenchone;L-Fenchone;(-)-Fenchone;(1R,4S)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one;(1R)-fenchone;Fenchone, (-)-;1,3,3-Trimethylnorbornan-2-one;EINECS 232-107-5;UNII-K6G5Y2Y3Q2;(1R,4S)-(+)-fenchone;CCRIS 8093;K6G5Y2Y3Q2;Bicyclo(2.2.1)heptan-2-one, 1,3,3-trimethyl-, (1R,4S)-;4Q6W8568TG;Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1R,4S)-;(1S,4R)-2,2,4-trimethylbicyclo[2.2.1]heptan-3-one;Bicyclo(2.2.1)heptan-2-one, 1,3,3-trimethyl-, (1R)-;Bicyclo(2.2.1)heptan-2-one, 1,3,3-trimethyl-, (1theta)-;(+-)-Fenchone;3,3-Dimethyl-8,9-dinorbornan-2-one;UNII-4Q6W8568TG;Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1R)-;laevo-fenchone;NSC-8896;NSC-122687;1,3,3 - trimethylnorbornan - 2 - one;MFCD00151104;(+/-)-fenchone;2-07-00-00093 (Beilstein Handbook Reference);FENCHONE, L-;L-Fenchone, >=98%;(R)-Fenchone;L-(-)-Fenchone;l-Fenchone;2-Norbornanone, 1,3,3-trimethyl-, (1S,4R)-(-)-;L-(-)-FENCHONE;L-.ALPHA.-FENCHONE;Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S)-;SCHEMBL527930;FEMA NO. 4519;FENCHONE, (+/-)-;CHEBI:36612;DTXSID30884431;(-)-Fenchone, analytical standard;HY-N5132;(1R)-(-)-Fenchone, >=98%;AKOS040760398;LMPR0102120031;(-)-Fenchone 100 microg/mL in Methanol;LS-188410;CS-0032516;EN300-112064;Q27116898;Z1255402987;2-NORBORNANONE, 1,3,3-TRIMETHYL-, (1R,4S)-(-)-

Suppliers and Price of (-)-Fenchone

Supply Marketing:Edit

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

TRC
(1R,?4S)?-1,?3,?3-?Trimethylbicyclo[2.2.1]?heptan-?2-?one
100g
$ 85.00

TRC
(1R,?4S)?-1,?3,?3-?Trimethylbicyclo[2.2.1]?heptan-?2-?one
25g
$ 55.00

TRC
(1R,?4S)?-1,?3,?3-?Trimethylbicyclo[2.2.1]?heptan-?2-?one
5g
$ 45.00

TCI Chemical
(-)-Fenchone >98.0%(GC)
25mL
$ 21.00

TCI Chemical
(-)-Fenchone >98.0%(GC)
500mL
$ 154.00

Sigma-Aldrich
L-Fenchone ≥98%
5 kg
$ 636.00

Sigma-Aldrich
L-Fenchone ≥98%
5kg-k
$ 616.00

Sigma-Aldrich
L-(-)-Fenchone solution certified reference material, 2000?μg/mL in methanol, ampule of 1?mL
1 mL
$ 86.90

Sigma-Aldrich
(?)-Fenchone analytical standard
50mg
$ 57.80

Sigma-Aldrich
L-Fenchone ≥98%
1 kg
$ 209.00

Total 38 raw suppliers

Chemical Property of (-)-Fenchone Edit

Chemical Property:

Vapor Pressure:0.463mmHg at 25°C
Melting Point:5-6 °C(lit.)
Refractive Index:n20/D 1.461(lit.)
Boiling Point:192-194 °C(lit.)
Flash Point:52oC
PSA：17.07000
Density:0.94
LogP:2.40170
Storage Temp.:Flammables area
Solubility.:Chloroform (Slightly), Ethanol (Slightly, Sonicated)
Water Solubility.:1.983g/L at 20℃
XLogP3:2.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:0
Exact Mass:152.120115130
Heavy Atom Count:11
Complexity:217

Purity/Quality:

99.9% ^*data from raw suppliers

(1R,?4S)?-1,?3,?3-?Trimethylbicyclo[2.2.1]?heptan-?2-?one ^*data from reagent suppliers

Safty Information:

Pictogram(s): R10:Flammable.;
Hazard Codes:R10:Flammable.;
Statements: 10
Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC1(C2CCC(C2)(C1=O)C)C
Isomeric SMILES:C[C@@]12CC[C@@H](C1)C(C2=O)(C)C
Uses (1R,?4S)?-1,?3,?3-?Trimethylbicyclo[2.2.1]?heptan-?2-?one also known more commonly as (-)-Fenchone is a chiral intermediate of Fenchone and is currently being used for studies ranging from inhibitory effects of monoterpenes on human TRPA1 and odorant receptor of the malaria vector Anopheles gambiae.

Technology Process of (-)-Fenchone

There total 20 articles about (-)-Fenchone 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: 100.0%

: 2217-02-9
(1R)-endo-(+)-fenchol

: 7787-20-4,126-21-6
(1R)-fenchone

Guidance literature:: With octahydro-2,5-epiminopentalen-7-yloxidanyl; acetic acid; sodium nitrite; In acetonitrile; at 20 ℃; for 5h; air;
DOI:10.1248/cpb.59.1570

Reference yield: 93.0%

: 470-08-6,512-13-0,1632-73-1,2217-02-9,14575-74-7,22627-95-8,36386-49-9,36386-50-2,64439-31-2
α-fenchyl alcohol

: 7787-20-4,126-21-6
(1R)-fenchone

Guidance literature:: With hydrogenchloride; sodium bromate; N-(1-oxo-2,2,6,6-tetramethylpiperidin-4-yl)-benzoylamide; In dichloromethane; water; at 20 ℃; for 4h;
DOI:10.1002/cjoc.201400141

Reference yield: 82.0%

: 74163-80-7
(1R,4S)-1,3,3-trimethylbicyclo[2.2.1]heptane-2-one oxime

: 7787-20-4,126-21-6
(1R)-fenchone

Guidance literature:: With N,N'-dichlorobis(2,4,6-trichlorodiphenyl)urea; water; In acetonitrile; at 20 ℃; for 0.666667h;
DOI:10.3184/030823407X218093