DL-Menthol
- CAS No.
- 1490-04-6
- Chemical Name:
- DL-Menthol
- Synonyms
- MENTHOL;Cyclohexanol, 5-methyl-2-(1-methylethyl)-;menthanol;2-Isopropyl-5-methylcyclohexan-1-ol;1-menthol;2-ISOPROPYL-5-METHYLCYCLOHEXANOL;FEMA 2665;p-Menthan-3-ol;DL-MENTHOL,CRYSTAL,USP;DeMentholised PepperMint Oil
- CBNumber:
- CB1116410
- Molecular Formula:
- C10H20O
- Molecular Weight:
- 156.27
- MOL File:
- 1490-04-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/2 15:22:07
| Melting point | 34-36 °C(lit.) |
|---|---|
| Boiling point | 216 °C(lit.) |
| Density | 0.89 g/mL at 25 °C(lit.) |
| vapor pressure | 0.8 mm Hg ( 20 °C) |
| FEMA | 2665 | MENTHOL RACEMIC |
| Flash point | 200 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Very soluble in ethanol (95%), chloroform, ether, fatty oils and liquid paraffin; freely soluble in glacial acetic acid;soluble in acetone and benzene; very slightly soluble in glycerin; practically insoluble in water. |
| pka | 15.30±0.60(Predicted) |
| form | Solid |
| color | Clear Colourless |
| Odor | at 10.00 % in dipropylene glycol. cooling mentholic minty |
| Odor Type | mentholic |
| JECFA Number | 427 |
| Dielectric constant | 3.2（Ambient） |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChIKey | NOOLISFMXDJSKH-UHFFFAOYSA-N |
| LogP | 3.3-3.79 at 25℃ |
| CAS DataBase Reference | 1490-04-6(CAS DataBase Reference) |
| NIST Chemistry Reference | Menthol(1490-04-6) |
| EPA Substance Registry System | Menthol (1490-04-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|---|---|
| Signal word | Danger |
| Hazard statements | H315-H318-H335 |
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
| Hazard Codes | Xn,Xi |
| Risk Statements | 37/38-41-48/20/22-40-22 |
| Safety Statements | 36/37/39-36-26 |
| RIDADR | UN 1888 6.1/PG 3 |
| WGK Germany | 2 |
| RTECS | OT0525000 |
| HS Code | 29061100 |
DL-Menthol Chemical Properties,Uses,Production
Chemical Properties
Racemic menthol is a mixture of equal parts of the (1R,2S,5R)- and (1S,2R,5S)-isomers of menthol. It is a free-flowing or agglomerated crystalline powder, or colorless, prismatic, or acicular shiny crystals, or hexagonal or fused masses with a strong characteristic odor and taste. The crystalline form may change with time owing to sublimation within a closed vessel. The USP 32 specifies that menthol may be either naturally occurring l-menthol or syntheti-cally prepared racemic or dl-menthol. However, the JP XV and PhEur 6.0, along with other pharmacopeias, include two separate monographs for racemic and l-menthol.
Uses
Labelled Menthol. Used for oral gel patch or film containing herb extracts or Chinese medicine, fruit extract, spearmint, and menthol for smoking cessation.
Production Methods
Menthol occurs widely in nature as l-menthol and is the principal
component of peppermint and cornmint oils obtained from the
Mentha piperita and Mentha arvensis species. Commercially, lmenthol
is mainly produced by extraction from these volatile oils. It
may also be prepared by partial or total synthetic methods.
Racemic menthol is prepared synthetically via a number of
routes, e.g. by hydrogenation of thymol.
Definition
ChEBI: Any secondary alcohol that is one of the eight possible diastereoisomers of 5-methyl-2-(propan-2-yl)cyclohexan-1-ol.
Pharmaceutical Applications
Menthol is widely used in pharmaceuticals, confectionery, and
toiletry products as a flavoring agent or odor enhancer. In addition
to its characteristic peppermint flavor, l-menthol, which occurs
naturally, also exerts a cooling or refreshing sensation that is
exploited in many topical preparations. Unlike mannitol, which
exerts a similar effect due to a negative heat of solution, l-menthol
interacts directly with the body’s coldness receptors. d-Menthol has
no cooling effect, while racemic menthol exerts an effect approximately
half that of l-menthol.
When used to flavor tablets, menthol is generally dissolved in
ethanol (95%) and sprayed onto tablet granules and not used as a
solid excipient.
Menthol has been investigated as a skin-penetration enhancer
and is also used in perfumery, tobacco products, chewing gum and
as a therapeutic agent. When applied to the skin, menthol dilates the
blood vessels, causing a sensation of coldness followed by an
analgesic effect. It relieves itching and is used in creams, lotions, and
ointments. When administered orally in small doses menthol has a
carminative action.
Safety
Almost all toxicological data for menthol relate to its use as a
therapeutic agent rather than as an excipient. Inhalation or
ingestion of large quantities can result in serious adverse reactions
such as ataxia and CNS depression,hypersensitivity reactions,
severe abdominal pain, nausea, vomiting, vertigo, drowsiness, and
coma.Although menthol is essentially nonirritant there have been
some reports of hypersensitivity following topical application.
In a Polish study approximately 1% of individuals were determined
as being sensitive to menthol.There have been reports of apnea
and instant collapse in infants after the local application of menthol
to their nostrils.
The WHO has set an acceptable daily intake of menthol at up to
0.4 mg/kg body-weight.
LD50 (rat, IM): 10.0 g/kg
LD50 (rat, oral): 3.18 g/kg
storage
A formulation containing menthol 1% w/w in aqueous cream has
been reported to be stable for up to 18 months when stored at room
temperature.
Menthol should be stored in a well-closed container at a
temperature not exceeding 25°C, since it sublimes readily.
Incompatibilities
Incompatible with: butylchloral hydrate; camphor; chloral hydrate; chromium trioxide; b-naphthol; phenol; potassium permanganate; pyrogallol; resorcinol; and thymol.
Regulatory Status
Included in the FDA Inactive Ingredients Database (dental preparations, inhalations, oral aerosols, capsules, solutions, suspensions, syrups, and tablets; also topical preparations). Included in nonparenteral medicines licensed in the UK. Accepted for use in foods and confectionery as a flavoring agent of natural origin. Included in the Canadian List of Acceptable Non-medicinal Ingredients.
DL-Menthol Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| NEERU MENTHOL PRIVATE LIMITED | +91-8884114465 +91-8884114465 | Uttar Pradesh, India | 44 | 58 | Inquiry |
| Neeru Menthol Pvt Ltd | +91-8884114465 +91-9837322285 | New Delhi, India | 70 | 58 | Inquiry |
| Expo Essential Oils | +919210059326 | New Delhi, India | 72 | 58 | Inquiry |
| LANXESS India Pvt. Ltd. | +91-8356878763 +91-8356878763 | Maharashtra, India | 190 | 58 | Inquiry |
| AOS Products Pvt Ltd | +91-8285111618 +91-8285111618 | Uttar Pradesh, India | 76 | 58 | Inquiry |
| D D Shah Essential Oil Co | +91-2222850577 +91-2222850577 | Maharashtra, India | 34 | 58 | Inquiry |
| KRS Pharmaceuticals Pvt. Ltd. | +91-4023176686 +91-9848996298 | Hyderabad, India | 36 | 58 | Inquiry |
| Sharp Mint Limited | +91-1142290700 +91-1142290700 | New Delhi, India | 9 | 58 | Inquiry |
| Unisynth Chemicals | +91-9820430673 +91-9820430673 | Maharashtra, India | 32 | 58 | Inquiry |
| HRV Global Life Sciences | +91-9820219686 +91-9820219686 | Telangana, India | 379 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| NEERU MENTHOL PRIVATE LIMITED | 58 |
| Neeru Menthol Pvt Ltd | 58 |
| Expo Essential Oils | 58 |
| LANXESS India Pvt. Ltd. | 58 |
| AOS Products Pvt Ltd | 58 |
| D D Shah Essential Oil Co | 58 |
| KRS Pharmaceuticals Pvt. Ltd. | 58 |
| Sharp Mint Limited | 58 |
| Unisynth Chemicals | 58 |
| HRV Global Life Sciences | 58 |
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