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376388 Sigma-Aldrich

(R)-(+)-Pulegone

96%

Synonym: (+)-Pulegone, (R)-p-Menth-4(8)-en-3-one, (R)-2-Isopropylidene-5-methylcyclohexanone, p-Menth-4(8)-en-3-one

  • CAS Number 89-82-7

  • Empirical Formula (Hill Notation) C10H16O

  • Molecular Weight 152.23

  •  Beilstein/REAXYS Number 2040703

  •  EC Number 201-943-2

  •  MDL number MFCD00063000

  •  PubChem Substance ID 24863438

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Cell Biology, Chemical Synthesis, Chiral Building Blocks, Ephedra sinica,
vapor pressure   138 mmHg ( 25 °C)
assay   96%
optical activity   [α]20/D +23.5°, neat
refractive index   n20/D 1.486 (lit.)
bp   224 °C (lit.)
density   0.937 g/mL at 25 °C (lit.)
SMILES string   C[C@@H]1CC\C(=C(\C)C)C(=O)C1
InChI   1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1
InChI key   NZGWDASTMWDZIW-MRVPVSSYSA-N

Description

General description

(R)-(+)-Pulegone, a monoterpene ketone found in the essential oil of pennyroyal, can induce abortion.

Application

(R)-(+)-Pulegone may be used as a starting material to synthesize:
• (2S,4R,6R,8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane, a spiroketal
• (R)-(+)-citronellic acid, an intermediate to prepare leucine-d3
• (+)-fawcettidine, a lycopodium alkaloid

Packaging

100 g in poly bottle

5 g in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 376388.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NA 1993 / PGIII
WGK Germany 
WGK 3
RTECS 
OT0261000
Flash Point(F) 
179.6 °F - closed cup
Flash Point(C) 
82 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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