L-Menthol Basic information |
Product Name: | L-Menthol |
Synonyms: | (1R-(1-alpha,2-beta,5-alpha))-5-Methyl-2-(1-methylethyl)cyclohexanol;(1r,3r,4s)-(-)-mentho;(1R,3R,4S)-(-)-MENTHOL;(R)-(-)-Menthol;Emtricitabine Impurity 31;Natural Menthol Crystal;L-Meng alcohol Natural menthol Menthol (L);DL-Menthol menthol crystal extract |
CAS: | 2216-51-5 |
MF: | C10H20O |
MW: | 156.27 |
EINECS: | 218-690-9 |
Product Categories: | Inhibitors;Organics;chiral;Biochemistry;Terpenes;API;Terpenes (Others);for Resolution of Acids;Monocyclic Monoterpenes;Optical Resolution;Synthetic Organic Chemistry |
Mol File: | 2216-51-5.mol |
L-Menthol Chemical Properties |
Melting point | 41-44 °C(lit.) |
alpha | -51 º (589nm, c=10, EtOH) |
Boiling point | 212 °C(lit.) |
density | 0.89 g/mL at 25 °C(lit.) |
vapor pressure | 0.8 mm Hg ( 20 °C) |
FEMA | 2665 | MENTHOL RACEMIC |
refractive index | 1.46 |
Fp | 200 °F |
storage temp. | −20°C |
solubility | 490mg/l |
form | Crystals or Crystalline Needles |
pka | 15.30±0.60(Predicted) |
color | Colorless to white |
Specific Gravity | 0.89 |
optical activity | [α]22/D 49°, c = 10 in 95% ethanol |
Water Solubility | insoluble |
Merck | 14,5837 |
BRN | 1902293 |
Stability: | Stable. |
InChIKey | NOOLISFMXDJSKH-KXUCPTDWSA-N |
CAS DataBase Reference | 2216-51-5(CAS DataBase Reference) |
NIST Chemistry Reference | Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1«alpha»,2«beta»,5«alpha»)]-(2216-51-5) |
EPA Substance Registry System | Levomenthol (2216-51-5) |
Safety Information |
Hazard Codes | Xi |
Risk Statements | 37/38-41-36/37/38 |
Safety Statements | 26-39-37/39-36 |
WGK Germany | 2 |
RTECS | OT0700000 |
TSCA | Yes |
HS Code | 29061100 |
Hazardous Substances Data | 2216-51-5(Hazardous Substances Data) |
Toxicity | LD50 orally in Rabbit: 3300 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
MSDS Information |
Provider | Language |
---|---|
(1R,2S,5R)-(-)-Menthol | English |
SigmaAldrich | English |
ACROS | English |
ALFA | English |
L-Menthol Usage And Synthesis |
Chemical Properties | white to light yellow crystal powde |
Uses | analgesic (topical), antipruritic agent |
Uses | (1R,2S,5R)-(-)-Menthol (L-Menthol) is the natural form of Menthol. L-Menthol is used as: refreshing agent, food flavor, cool and antipruritic drug, carminative drug. Menthol crystals is used for pers onal care and cosmetics. |
Definition | ChEBI: A p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer. |
Safety Profile | Poison by intravenous route. Moderately toxic by ingestion, intraperitoneal, and subcutaneous routes. An eye irritant. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. |
Purification Methods | Crystallise menthol from CHCl3,pet r or EtOH/water. [Barrow & Atkinson J Chem Soc 638 1939, Beilstein 6 III 133, 6 IV 150.] |
L-Menthol Preparation Products And Raw materials |
Raw materials | m-Cresol-->Petroleum crude oil-->Citronellal-->Thymol-->Cornmint oil-->PEPPERMINT-->DL-Menthol-->ISOPULEGOL, TECH.-->L-MENTHONE-->NEOMENTHOL, (-)-(SG) |
Preparation Products | (R,R)-DIPAMP-->(-)-MENTHOXYACETIC ACID |