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59770 Supelco

(−)-Isopulegol

analytical standard

Synonym: (1R,2S,5R)-2-Isopropenyl-5-methylcyclohexanol, (1R,3R,4S)-p-Menth-8-en-3-ol

  • CAS Number 89-79-2

  • Empirical Formula (Hill Notation) C10H18O

  • Molecular Weight 154.25

  •  Beilstein/REAXYS Number 1906573

  •  EC Number 201-940-6

  •  MDL number MFCD00134655

  •  PubChem Substance ID 329758715

  •  NACRES NA.24

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Properties

Related Categories A-L, Additional Standards, Alcohols, Aliphatic, All Alphabetically Sorted,
Quality Level   100
grade   analytical standard
assay   ≥99.0% (sum of enantiomers, GC)
form   neat
optical activity   [α]20/D −22±0.5°, neat
optical purity   enantiomeric ratio: ≥99.5:0.5 (GC)
shelf life   limited shelf life, expiry date on the label
application(s)   HPLC: suitable
  gas chromatography (GC): suitable
refractive index   n20/D 1.471 (lit.)
  n20/D 1.472
bp   212 °C (lit.)
density   0.912 g/mL at 25 °C (lit.)
Featured Industry   Cleaning Products
Cosmetics
Flavors and Fragrances
Food and Beverages
Personal Care
format   neat
SMILES string   C[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C
InChI   1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1
InChI key   ZYTMANIQRDEHIO-KXUCPTDWSA-N

Description

General description

(−)-Isopulegol belongs to the class of terpene compounds occuring in various plant species.

Application

(−)-Isopulegol may be used as an analytical reference standard for the determination of (−)-isopulegol in:
• Complex commercial sample matrices by gas chromatography coupled to vacuum ultraviolet detector (GC-VUV).
• Mentha piperita and M. arvensis essential oils by enantioselective GC.
• Urine samples by high performance liquid chromatography combined with tandem mass spectrometry (HPLC-MS/MS).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

Monoterpenoid chiral building block, hydroboration to a 1,4-diol

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
RIDADR 
NA 1993 / PGIII
WGK Germany 
WGK 1
Flash Point(F) 
172.4 °F - closed cup
Flash Point(C) 
78 °C - closed cup

Documents

Certificate of Analysis (COA)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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