| (1R)-(-)-Menthyl acetate Basic information |
| Product Name: | (1R)-(-)-Menthyl acetate |
| Synonyms: | 2-isopropyl-5-methyl-,acetate,l-cyclohexan-1-o;5-methyl-2-(1-methylethyl)-,acetate,[1R-(1.alpha.,2.beta.,5.alpha.)]-Cyclohexanol;acetate,(1r,3r,4s)-(-)-mentho;MENTHYL ACETATE, L-;L-MENTHYL ACETATE;FEMA 2668;(-)-ACETOXY-P-MENTHANE;(-)-(1R)-MENTHYL ACETATE |
| CAS: | 2623-23-6 |
| MF: | C12H22O2 |
| MW: | 198.3 |
| EINECS: | 220-076-0 |
| Product Categories: | Pharmaceutical Raw Materials;Esters;Chiral Building Blocks;EstersAlphabetic;M;MEA – MES;Organic Building Blocks;Monocyclic Monoterpenes;Biochemistry;Terpenes |
| Mol File: | 2623-23-6.mol |
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| (1R)-(-)-Menthyl acetate Chemical Properties |
| Melting point | <25 °C |
| Boiling point | 229-230 °C(lit.) |
| alpha | -81°(20/D, c=8, C6H6) |
| density | 0.92 g/mL at 25 °C(lit.) |
| vapor pressure | 45Pa at 20℃ |
| refractive index | n20/D 1.447(lit.) |
| FEMA | 2668 | MENTHYL ACETATE (ISOMER UNSPECIFIED) |
| Fp | 171 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | neat |
| color | Colourless |
| Specific Gravity | 0.922 |
| Odor | at 100.00 %. mentholic minty herbal tea fruity woody floral earthy |
| Odor Type | mentholic |
| optical activity | [α]20/D 81°, c = 8 in benzene |
| Water Solubility | 23.2mg/L at 20℃ |
| JECFA Number | 431 |
| Merck | 14,5839 |
| BRN | 2208505 |
| LogP | 4.39 at 25℃ |
| CAS DataBase Reference | 2623-23-6(CAS DataBase Reference) |
| EPA Substance Registry System | Cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, (1R,2S,5R)- (2623-23-6) |
| Safety Information |
| Safety Statements | 24/25 |
| RIDADR | NA 1993 / PGIII |
| WGK Germany | 3 |
| RTECS | AI5900000 |
| TSCA | Yes |
| HS Code | 2915 39 00 |
| Toxicity | LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| Provider | Language |
|---|---|
| SigmaAldrich | English |
| ALFA | English |
| (1R)-(-)-Menthyl acetate Usage And Synthesis |
| Chemical Properties | (1R)-(-)-Menthyl acetate occurs in peppermint oils. It is a colorless liquid with a fresh, fruity, peppermint odor. (?)-Menthyl acetate is prepared by acetylation of (?)-menthol (e.g., with acetic anhydride). It is used mainly in peppermint flavors and reconstituted peppermint oils, but also to a small extent in perfumery. |
| Uses | L-Menthyl Acetate, and its derivatives, is used as a penetration enhancers, to enhance the skin permeation of various drugs with differing lipophilicities, such as 5-aminolevulinic acid (ALA), 5-fluorouracil (5-FU), isosorbide dinitrate (ISDN), lidocaine (LD), etc. |
| Definition | ChEBI: (-)-Menthyl acetate is a p-menthane monoterpenoid. |
| Flammability and Explosibility | Notclassified |
| Biochem/physiol Actions | Taste at 25 ppm |
| Safety Profile | Low toxicity by ingestion and skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. |
| (1R)-(-)-Menthyl acetate Preparation Products And Raw materials |
| Raw materials | Sodium acetate–>Peppermint oil |