L-Menthol

• CAS: 2216-51-5
• Catalog Number: ACM2216515
• Category: Other Products
• Molecular Weight: 156.27
• Molecular Formula: C10H20O
• Description: Menthol is an organic compound made synthetically or obtained from corn mint, peppermint, or other mint oils. It is a waxy, crystalline substance, clear or white in color, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (−)-menthol, which is assigned the (1R,2S,5R) configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation. Menthol also acts as a weak kappa opioid receptor agonist.
• Synonyms: (1S,2R,5S)-5-Methyl-2-propan-2-yl-1-cyclohexanol
• IUPAC Name: (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
• SMILES: CC1CCC(C(C1)O)C(C)C
• InChI: InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1
• InChI Key: NOOLISFMXDJSKH-KXUCPTDWSA-N
• Boiling Point: 212 °C (lit.)
• Melting Point: 41-45 °C (lit.)
• Flash Point: 200 °F
• Density: 0.86 g/ml
• Solubility: Very soluble in alcohol and volatile oils; slightly soluble in water
• Appearance: White solid
• Storage: Room temperature.
• Active Content: 95%
• EC Number: 218-690-9
• Exact Mass: 156.151415257
• Hazard Codes: Xi
• Hazard Statements: Xi
• HS Code: 29061100
• Isomeric SMILES: C[C@@H]1CC[C@H]([C@@H](C1)O)C(C)C
• LogP: 2.43950
• MDL Number: MFCD00062979
• Monoisotopic Mass: 156.151415257
• Physical State: Crystals
• PSA: 2.23
• Refractive Index: n20/D 1.46(lit.)
• Safety Description: 26-39-37/39-36
• Solubility In Water: Insoluble
• Stability: Stable.
• Storage Conditions: Below +30 °C
• Supplemental Hazard Statements: H315-H303-H318-H335
• Symbol: GHS07,GHS05
• Topological Polar Surface Area: 20.2 Ų

Custom Q&A

What is the molecular formula of L-Menthol?

The molecular formula of L-Menthol is C10H20O.

What is the molecular weight of L-Menthol?

The molecular weight of L-Menthol is 156.26 g/mol.

What is the IUPAC Name of L-Menthol?

The IUPAC Name of L-Menthol is (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol.

What is the InChIKey of L-Menthol?

The InChIKey of L-Menthol is NOOLISFMXDJSKH-KXUCPTDWSA-N.

What is the Canonical SMILES of L-Menthol?

The Canonical SMILES of L-Menthol is CC1CCC(C(C1)O)C(C)C.

From where can L-Menthol be obtained synthetically or naturally?

L-Menthol can be obtained synthetically or naturally from peppermint or other mint oils.

What is the role of L-Menthol as per the reference?

L-Menthol has a role as an antipruritic drug, an antitussive, and an antispasmodic drug.

What is the primary stereochemistry configuration of (-)-menthol?

(-)-Menthol is assigned the (1R,2S,5R) configuration.

What are some synonyms for L-Menthol mentioned in the reference?

Some synonyms for L-Menthol are (-)-menthol, Levomenthol, and Menthomenthol.

When was the reference last modified?

The reference was last modified on December 30, 2023.

Synthetic Use

Upstream Synthesis Route 1

• 108-30-5
• 15356-70-4

• 15356-60-2
• 2216-51-5
• 77341-67-4
• 204326-53-4

Reference: [1] Research on Chemical Intermediates, 2018, vol. 44, # 11, p. 6847 - 6860

Downstream Synthesis Route 1

• 108-30-5
• 2216-51-5

• 77341-67-4

Reference: [1] Patent: US2011/81393, 2011, A1, . Location in patent: Page/Page column 10

Downstream Synthesis Route 2

• 3878-55-5
• 2216-51-5

• 77341-67-4

Reference: [1] Journal of the Chemical Society, 1922, vol. 121, p. 2055

Downstream Synthesis Route 3

• 108-30-5
• 2216-51-5

• 77341-67-4
• 115936-72-6

Reference: [1]Annales de Chimie (Cachan, France),1886,vol. <6> 7,p. 483

Downstream Synthesis Route 4

• 502-97-6
• 2216-51-5

• 117356-20-4

Reference: [1]Patent: DE136411,

Downstream Synthesis Route 5

• 116-53-0
• 2216-51-5

• 53004-93-6

Reference: [1]Tetrahedron,2012,vol. 68,p. 5415 - 5421
[2]Journal of the American Chemical Society,1941,vol. 63,p. 1969

* For details of the synthesis route, please refer to the original source to ensure accuracy.