59770

(−)-Isopulegol

analytical standard

• Synonym(s): (1R,2S,5R)-2-Isopropenyl-5-methylcyclohexanol, (1R,3R,4S)-p-Menth-8-en-3-ol
• Empirical Formula (Hill Notation): C₁₀H₁₈O
• CAS Number: 89-79-2
• Molecular Weight: 154.25
• Beilstein/REAXYS Number: 1906573
• EC Number: 201-940-6
• MDL number: MFCD00134655
• UNSPSC Code: 85151701
• PubChem Substance ID: 329758715
• NACRES: NA.24

Properties

• grade: analytical standard
• Quality Level: 100
• assay: ≥99.0% (sum of enantiomers, GC)
• 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
• technique(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.)
• application(s): 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 Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H315,H319,H335
• pcodes: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• wgk_germany: WGK 1
• flash_point_f: closed cup
• flash_point_c: closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter