L-Menthol

ChemicalBook > CAS DataBase List > L-Menthol

Product Name: L-Menthol
CAS No.: 2216-51-5
Chemical Name: L-Menthol
Synonyms: MENTHOL;Menthol Crystals;(-)-MENTHOL;DL-Menthol menthol crystal extract;(1R,2S,5S)-2-ISOPROPYL-5-METHYL-CYCLOHEXANOL;NATURAL MENTHOL;Mentol Crystal;(R)-(-)-Menthol;L-MENTOL;L(-)-MENTHOL
CBNumber: CB7390694
Molecular Formula: C10H20O
Formula Weight: 156.27
MOL File: 2216-51-5.mol

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L-Menthol Property

Melting point:: 41-45 °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)
refractive index: 1.46
FEMA: 2665 | MENTHOL RACEMIC
Flash point:: 200 °F
storage temp.: Store below +30°C.
solubility: 490mg/l
form: Crystals or Crystalline Needles
pka: 15.30±0.60(Predicted)
Specific Gravity: 0.89
color: Colorless to white
Odor: at 10.00 % in dipropylene glycol. peppermint cooling mentholic minty
Odor Type: mentholic
optical activity: [α]22/D 49°, c = 10 in 95% ethanol
Water Solubility: insoluble
Merck: 14,5837
BRN: 1902293
Dielectric constant: 3.2（Ambient）
Stability:: Stable.
InChIKey: NOOLISFMXDJSKH-KXUCPTDWSA-N
LogP: 3.15 at 25℃
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)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: W266590
Product name: L-Menthol
Purity: ≥99%, FCC, FG
Packaging: 1kg
Price: $130
Updated: 2024/03/01

Sigma-Aldrich

Product number: W266590
Product name: L-Menthol
Purity: ≥99%, FCC, FG
Packaging: 4kg
Price: $427
Updated: 2024/03/01

Sigma-Aldrich

Product number: W266590
Product name: L-Menthol
Purity: ≥99%, FCC, FG
Packaging: 25kg
Price: $2250
Updated: 2024/03/01

Sigma-Aldrich

Product number: W266523
Product name: L-Menthol
Purity: natural, ≥99%, FCC, FG
Packaging: 100g
Price: $81.9
Updated: 2024/03/01

Sigma-Aldrich

Product number: W266523
Product name: L-Menthol
Purity: natural, ≥99%, FCC, FG
Packaging: 1kg
Price: $163
Updated: 2024/03/01

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L-Menthol Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

L-Menthol is used as a cooling agent that strongly activates TRPM8.(Transient Receptor Potential Cation Channel, Subfamily M, Member 8 is a Protein Coding gene). It is used as analgesic (topical), antipruritic agent. It is used as: refreshing agent, food flavor, cool and antipruritic drug, carminative drug. Menthol crystals is used for pers onal care and cosmetics.

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.

Acquired resistance

(1R,2S,5R)-(-)-Menthol (L-Menthol) is the natural form of Menthol. L- and D-menthol are variants of the same molecule, but have a mirror-image structure in relation to each other, like the right and left hand.

General Description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Flammability and Explosibility

Non flammable

Biological Activity

l-Menthol inhibite the binding of 13 ligands (calcium channels, sodium channels, γ-aminobutyric acid type A (GABAA) receptor, GABA transporter, dopamine transporter, dopamine D4 receptor, adenosine A2a receptor, α2A-adrenergic receptor, histamine H2 receptor, bombesin receptor, angiotensin AT1 receptor, vasopressin V2 receptor, and leukotriene B4 receptor) with relatively high inhibition rates and acts on these ligands over a similar concentration range. It acts as a positive allosteric modulator of the GABAA receptor rather than an agonist. In periaqueductal grey neurons in rat midbrain slices, l-menthol was shown to prolong spontaneous GABAA receptor–mediated inhibitory current, most likely via a mechanism distinct from that of benzodiazepines. It acts on the dopamine D4 receptor and the dopamine transporter. l-menthol inhibits the [3H]-WIN35,428 binding, similar to GBR12909, suggesting that l-menthol inhibits the binding of dopamine to the dopamine transporter and leading to decreased dopamine uptake[1].

Biochem/physiol Actions

Taste at 25 ppm

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 ether or EtOH/water. [Barrow & Atkinson J Chem Soc 638 1939, Beilstein 6 III 133, 6 IV 150.]

References

[1] Umezu T, et al. Identification of novel target molecules of l-menthol. Heliyon, 2021; 7: e07329.

L-Menthol Preparation Products And Raw materials

Raw materials

Petroleum crude oil ISOPULEGOL, TECH. PEPPERMINT L-MENTHONE Citronellal NEOMENTHOL, (-)-(SG) Cornmint oil Thymol DL-Menthol m-Cresol

Preparation Products

(R,R)-DIPAMP (-)-MENTHOXYACETIC ACID

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View Lastest Price from L-Menthol manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Menthol / L-Menthol 2216-51-5
Price: US $180.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-04-30

Chongqing Zhihe Biopharmaceutical Co., Ltd.

Product: L-Menthol 2216-51-5
Price: US $0.00-0.00/kg
Min. Order: 0.10000000149011612kg
Purity: 99%
Supply Ability: 20tons
Release date: 2023-12-21

Henan Fengda Chemical Co., Ltd

Product: L-Menthol 2216-51-5
Price: US $8.00-0.80/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-09

2216-51-5, L-MentholRelated Search:

ISOPROPYL LAURATE ISOPULEGOL, TECH. 2-Methylcyclohexanol METHYLCYCLOHEXANOL Cyclohexanone Cyclohexene (+)-ISOMENTHOL (1S)-(+)-mentho 1-Methylcyclohexanol Cyclohexanol Propylthiouracil Cyclohexylamine Molasses Isopropyl alcohol (+)-NEOMENTHOL Peppermint oil (2R,5S)-5-(5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester 5-fluoro-1-(2-(hydroxymethyl)-1,3-dioxolan-4-yl)cytosine Menthol Crystals

(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

(-)-Menthol【(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol】

(1S,2R,5S)-5-methyl-2-propan-2-yl-1-cyclohexanol

water soluble mentholin

Menthol, Crystal, FCC

Menthol (250 mg)

Mentol Crystal

Menthol ,natura

L-Menthol ,99.5%

5-(1-methyl ethyl)cyclohexano1

L-Menthol ,99.50%

[1R,2S,5R,(-)]-2-Isopropyl-5-methylcyclohexan-1-ol

Methylpropylphenylhexahydride

(-)-trans-p-Methan-cis-3-ol

NATURAL MENTHOL

FEMA 2665

(-)-MENTHOL

MENTHOL

MENTHOL, (-)-

LEVO-MENTHOL

LEVOMENTHOLUM

L-P-MENTHAN-3-OL

L-MENTHAN-3-OL

(-)-L-MENTHOL

L(-)-MENTHOL

L-MENTHOL

L-MENTHOL (NATURAL)

L-2-ISOPROPYL-5-METHYLCYCLOHEXANOL

L-4-MENTHAN-3-OL

L(-)-Menthol /(1R,2S,5R)-(-)-Menthol

L-MENTHOL (PELLETS) SYNTH.

L-MENTHOL CRYSTALS USP (NATURAL)

Menthol, L-

(-)-Menthol, (1R,2S,5R)-(-)-Menthol, 5-Methyl-2-(1-methylethyl)cyclohexanol, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol, 5-Methyl-2-(1-methylethyl)cyclohexanol

(-)-Menthol, 5-Methyl-2-(1-methylethyl)cyclohexanol, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol

L-Menthol crystals

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol, 5-Methyl-2-(1-methylethyl)cyclohexanol, Levomentholum

L(-)-Menthol, 99.7% 100GR

L(-)-Menthol, 99.7% 500GR

5-methyl-2-(1-methylethyl)-,(1r-(1alpha,2beta,5alpha))-cyclohexano

5-methyl-2-(1-methylethyl)-,[1R-(1.alpha.,2.beta.,5.alpha.)]-Cyclohexanol

5-methyl-2-(1-methylethyl)-,[1theta-(1alpha,2beta,5alpha)]-cyclohexano

Cyclohexanol,5-methyl-2-(1-methylethyl)-,[1R-(1.alpha.,2.beta.,5.alpha.)]-

Menthol, (1R,3R,4S)-(-)-

U.s.p. menthol

u.s.p.menthol

uspmenthol

1-P-MENTHAN-3-OL

(1R,2S,5R)-(-)-MENTHOL

(1R,2S,5R)-MENTHOL