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ChemicalBook > Product Catalog >Flavors and fragrances >Synthetic fragrances >Alcohols spices >Alicyclic alcohols >L-Menthol

L-Menthol

L-Menthol Structure
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
Molecular Weight:
156.27
MOL File:
2216-51-5.mol
MSDS File:
SDS
Modify Date:
2024/6/6 16:20:44
Request For Quotation

L-Menthol Properties

Melting point 41-45 °C (lit.)
Boiling point 212 °C (lit.)
alpha -51 º (589nm, c=10, EtOH)
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
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
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
Toxicity LD50 orally in Rabbit: 3300 mg/kg LD50 dermal Rabbit > 5000 mg/kg
NFPA 704
1
2 0

L-Menthol price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W266590 L-Menthol ≥99%, FCC, FG 2216-51-5 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W266590 L-Menthol ≥99%, FCC, FG 2216-51-5 1KG ₹10456.95 2022-06-14 Buy
Sigma-Aldrich(India) W266590 L-Menthol ≥99%, FCC, FG 2216-51-5 4KG ₹38461.23 2022-06-14 Buy
Sigma-Aldrich(India) W266590 L-Menthol ≥99%, FCC, FG 2216-51-5 25KG ₹180387.8 2022-06-14 Buy
Sigma-Aldrich(India) W266523 L-Menthol natural, ≥99%, FCC, FG 2216-51-5 1SAMPLE-K ₹5347.55 2022-06-14 Buy
Product number Packaging Price Buy
W266590 1SAMPLE-K ₹5141.88 Buy
W266590 1KG ₹10456.95 Buy
W266590 4KG ₹38461.23 Buy
W266590 25KG ₹180387.8 Buy
W266523 1SAMPLE-K ₹5347.55 Buy

L-Menthol Chemical Properties,Uses,Production

Chemical Properties

white to light yellow crystal powde

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.

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].

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
(+)-NEOMENTHOL
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Preparation Products

(R,R)-DIPAMP (-)-MENTHOXYACETIC ACID Benzenesulfinic acid, 4-methyl-, 5-methyl-2-(1-methylethyl)cyclohexyl ester p-Toluenethiosulfonic acid S-p-tolyl ester Menthyl isovalerate
(-)-MENTHYL CHLOROFORMATE
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L-Menthol Suppliers

Global( 759)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
SYNOVA CHEMICALS +91-9920741772 +91-9920741772 Mumbai, India 428 58 Inquiry
JSK Chemicals +919879767970 Gujarat, India 3756 58 Inquiry
Murli Krishna Exports Pvt Ltd +91-2225631595 +91-2225631594 New Delhi, India 185 58 Inquiry
VGS SYNTHESIS PRIVATE LIMITED +91-9866975588 +91-9866975588 Hyderabad, India 1818 58 Inquiry
Sharp Mint Limited +91-1142290700 +91-1142290700 New Delhi, India 9 58 Inquiry
Nectar Lifesciences Ltd +91-9357244445 +91-9357244445 Punjab, India 29 58 Inquiry
Mangalam Drugs and Organics Ltd +91-2222616300 +91-2222616200 Maharashtra, India 37 58 Inquiry
Eco Organics +91-9412251810 +91-9720999980 Uttar Pradesh, India 23 58 Inquiry
Samde Aromatic Pvt Ltd +91-9351546864 +91-9351546864 Rajasthan, India 21 58 Inquiry
Silverline Chemicals +91-9810339289 +91-9810339289 Haryana, India 71 58 Inquiry
Supplier Advantage
SYNOVA CHEMICALS 58
JSK Chemicals 58
Murli Krishna Exports Pvt Ltd 58
VGS SYNTHESIS PRIVATE LIMITED 58
Sharp Mint Limited 58
Nectar Lifesciences Ltd 58
Mangalam Drugs and Organics Ltd 58
Eco Organics 58
Samde Aromatic Pvt Ltd 58
Silverline Chemicals 58

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L-Menthol Spectrum

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2216-51-5(L-Menthol)Related 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
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(1R,2S,5R)-(-)-MENTHOL, 99+%, SUBLIMED L-MENTHOL 99+% NATURAL FCC L-MENTHOL, 99+% (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanol Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1α,2,5α)]- (1R,2S,5R)-(L)-Menthol Mentol Crysta L-MENTHOL, BP 99+% crystalsnatural (-)-Menthol=L-Mentholcrystal (1R)-(-)-Menthol L(-)-Menthol, 99.70% l-menthol,[R-(1alpha,2beta,5beta)]-5-methyl-2-(1-methylethyl)-cyclohexanol;L-p-menthan-3-ol Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)- L-MENTHOL,CRYSTAL,FCC L-MENTHOL,CRYSTAL,USP (1R,2S,5R)-5-methyl-2-propan-2-yl-cyclohexan-1-ol (1R,2S,5R)-(-)-METHANOL L-MENTHOL(SYNTHETIC) (-)-MENTHOL WITH GC [1R-(1α,2β,5α)]-5-Methyl-2- (1-Methylethyl)cyclohexanol L-MentholuM Minclea NSC 62788 HexahydrothyMol,Methylpropylphenylhexahydride,Methylhydroxyisopropylcyclohexane-para-Menthe-neol (-)-MENTHOL FOR SYNTHESIS L-Menthol, 99.5%, 99.5% L-Menthol L-p-Menthan-3-ol (-)-Menthol puriss., meets analytical specification of Ph. Eur., BP, USP, 98.0-102.0% (1R,2S,5R)-(-)-Menthol ReagentPlus(R), 99% (1R,2S,5R)-(-)-Menthol Vetec(TM) reagent grade, 98% (1R,2S,5R) L(-)-Menthol, 99.7% Menthol, Crystal, FCC Menthol (250 mg) Menthol ,natura 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 MENTHOL, (-)- LEVOMENTHOLUM L-P-MENTHAN-3-OL L-MENTHAN-3-OL (-)-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