Pulegone

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Names

[ CAS No. ]:
89-82-7

[ Name ]:
Pulegone

[Synonym ]:
(5R)-5-methyl-2-(methylethylidene)cyclohexan-1-one
(5R)-2-Isopropylidéne-5-méthylcyclohexanone
(R)-Pulegone
Cyclohexanone, 5-methyl-2- (1-methylethylidene)-, (R)-
PULEGON
MFCD00063000
PULEGONE,TECH
2-isopropylidene-5-methylcyclohexan-1-one
p-Menth-4(8)-en-3-one, (R)-(+)-
EINECS 201-943-2
(5R)-5-Methyl-2-(2-propanyliden)cyclohexanon
Cyclohexanone, 5-methyl-2-(1-methylethylidene)-, (5R)-
(+)-(R)-Pulegone
D-PULEGONE
R-(+)-Pulegone
Pulegone,(d)
(1R)-(+)-pulegone
(5R)-2-Isopropylidene-5-methylcyclohexanone
(+)-Pulegone
R-(+)-p-Menth-4(8)-en-3-one
FEMA 2963
Pulegone

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
224.0±0.0 °C at 760 mmHg

[ Molecular Formula ]:
C10H16O

[ Molecular Weight ]:
152.233

[ Flash Point ]:
82.2±0.0 °C

[ Exact Mass ]:
152.120117

[ PSA ]:
17.07000

[ LogP ]:
2.56

[ Vapour Pressure ]:
0.1±0.4 mmHg at 25°C

[ Index of Refraction ]:
1.470

[ Storage condition ]:
2-8°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OT0261000
CHEMICAL NAME :
p-Menth-4(8)-en-3-one, (R)-(+)-
CAS REGISTRY NUMBER :
89-82-7
LAST UPDATED :
199701
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C10-H16-O

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
330 mg/kg
TOXIC EFFECTS :
Cardiac - change in rate Vascular - BP lowering not characterized in autonomic section
REFERENCE :
COREAF Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. (Paris, France) V.1-261, 1835-1965. For publisher information, see CRASEV. Volume(issue)/page/year: 236,633,1953

Safety Information

[ Symbol ]:

GHS07, GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H351-H412

[ Precautionary Statements ]:
P273-P301 + P312 + P330

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S23-S24/25

[ RIDADR ]:
2810

[ WGK Germany ]:
3

[ RTECS ]:
OT0261000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2914299000

Synthetic Route

Precursor & DownStream

Precursor

  • Isopulegol
  • Piperitenone
  • (R)-Pulegone Oxide
  • Tert-Butyllithium
  • 2-(2-chloropropan-2-yl)-5-methylcyclohexan-1-one
  • magnesium,2-methylpent-2-ene,bromide
  • 2-(2-bromopropan-2-yl)-5-methylcyclohexan-1-one
  • N-(phenylseleno)ethyl-2α-(2',2'-dimethylvinyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine
  • 8-amino-N-phenylselenoethyl-N-prenylmenthol

DownStream

  • 2-methyl-6-phenyl-5-prop-1-en-2-yl-7-azabicyclo[4.1.0]heptane
  • Piperitenone
  • (5R)-5-methyl-2-(1-hydroxy-1-methylethyl)cyclohex-2-enone
  • Cyclohexanone,2-(1-hydroxy-1-methylethyl)-5-methyl-
  • 2-Cyclohexen-1-one,6-(1-hydroxy-1-methylethyl)-3-methyl-
  • UNII:LK024V9U3C
  • (-)-8-Phenylmenthol
  • UNII:255L4HTY2B
  • Thymol

Customs

[ HS Code ]: 2914299000

[ Summary ]:
2914299000. other cyclanic, cyclenic or cyclotherpenic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

Articles

R(+)-pulegone impairs Ca²+ homeostasis and causes negative inotropism in mammalian myocardium.

Eur. J. Pharmacol. 672(1-3) , 135-42, (2011)

The present study aimed to investigate the inotropic effects of R(+)-pulegone, a monoterpene found in plant species belonging to the genus Mentha, on the mammalian heart. In electrically stimulated gu...

Synthesis of (R)-(+)-4-methylcyclohex-2-ene-1-one.

J. Org. Chem. 77(20) , 9422-5, (2012)

A three-step synthesis of (R)-(+)-4-methylcyclohex-2-ene-1-one (1) from (R)-(+)-pulegone (3), proceeding in 44% overall yield, is described. The sequence comprises vinyl triflate formation, site-selec...

Intraspecific variability of the essential oil of Calamintha nepeta subsp. nepeta from Southern Italy (Apulia).

Nat. Prod. Res. 27(4-5) , 331-9, (2013)

The essential oil of 46 spontaneous plants of Calamintha nepeta (L.) Savi subsp. nepeta growing wild in Sud, Italy (Salento, Apulia), were investigated by GC/MS. Fifty-seven components were identified...


More Articles


Related Compounds

  • pulegone
  • (+)-Pulegone
  • (+)-PULEGONE
  • pulegone oxide
  • pulegone epoxide
  • (S)-(-)-Pulegone
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  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
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  • 2-((5-(4-methoxyphenyl)-1-(p-tolyl)-1H-imidazol-2-yl)thio)-N-(p-tolyl)acetamide
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
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