(+)-Neomenthol

HCID 439263CAS 2216-52-6
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O
InChIKey
NOOLISFMXDJSKH-UTLUCORTSA-N
Molecular formula
C10H20O
Average molar mass
156.26 g/mol

Overview

D,l-menthol is a white crystalline solid with a peppermint odor and taste. (NTP, 1992)

Names & identifiers

Preferred name
(+)-Neomenthol
IUPAC
(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
English name
(+)-NEOMENTHOL
Molecular formula
C10H20O
Molecular weight
156.27

Names & synonyms

(+)-Neomenthol2216-52-6d-NeomentholNeomenthol, (+)-(1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol42RE7MA7PAMenthol, (1R,3S,4S)-(+)-FEMA No. 2666DTXSID9044326CHEBI:15402(+) Neomenthol
Show more names
FEMA 2666Einecs 218-691-4(+)-Neomenthol>dextro-neomentholD-NEOMENTHOL 99+%
RefChem:1048979DTXCID7024326218-691-4(1S,2S,5R)-2-Isopropyl-5-methylcyclohexanoldl-Neomenthol3623-51-6NeomentholNeomenthol, D-

Database identifiers

CAS
2216-52-6、3623-51-6、491-01-0、89-78-1
PubChem CID
439263
DTXSID
DTXSID20883998
ChEMBL
CHEMBL1907991
ChEBI
CHEBI:15402
UNII
42RE7MA7PA、89S3KO7RR9
EC Number
207-723-2、218-691-4、222-824-1
Nikkaji
J215.948A

Properties

Computed structural properties

XLogP
3
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
11

Experimental & physicochemical properties

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
Fragrances · 2 items

Fragrance Ingredient ((+)-Neomenthol) -> IFRA transparency List

Fragrance Ingredient (dl-Neomenthol) -> IFRA transparency List

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 3 items

0.904 at 59 °F (NTP, 1992) - Less dense than water; will float

0.901 (20 °C); 0.891 (30 °C)

0.896-0.903 (20 °C)

Flavoring AgentsEU Flavoring substances
Solubility · 5 items

less than 1 mg/mL at 70 °F (NTP, 1992)

very soluble in alcohol and volatile oils; slightly soluble in water

(in ethanol)

insoluble in water; soluble in alcohol and acetone

(in ethanol)

Physicochemical properties

Melting point
22 °C · −22 °C(lit.)
Boiling point
95 °C12 · 95 °C12 mm Hg(lit.)
Density
0.899 g/mL · 0.899 g/mL at 25 °C(lit.)
vapor pressure
0.8 mm · 0.8 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.461
FEMA
2666 · 2666 | (+)-NEOISOMENTHOL

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 248 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

Hazard information

Regulatory Information · 6 items

Chemical: Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-

Chemical: Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.alpha.,5.beta.)]-

Chemical: Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2R,5S)-rel-

Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 11-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22569

Status: Active Update: 29-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25394

Other Safety Information · 3 items

IMAP assessments - Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-: Human health tier I assessment

IMAP assessments - Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.alpha.,5.beta.)]-: Human health tier I assessment

IMAP assessments - Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2R,5S)-rel-: Human health tier I assessment

Fire HazardsThis chemical is combustible. (NTP, 1992)
Health Hazards · 1 item

SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes, mucous membranes and upper respiratory tract. Exposure may also cause hypersensitivity reactions including contact dermatitis, spasms of the glottis and collapse in young children, urticaria, flushing, headache, insomnia, unsteady gait, thick speech, tremor of the hands, mental confusion, depression, vomiting, cramp in the legs and bradycardia. Exposure to compounds of this class may cause painless blanching or erythema, possible corrosion, profuse sweating, intense thirst, nausea, diarrhea, cyanosis from methemoglobinemia, hyperactivity, stupor, blood pressure fall, hyperpnea, abdominal pain, hemolysis, convulsions, coma and pulmonary edema followed by pneumonia. If death from respiratory failure is not immediate, jaundice and oliguria or anuria may occur. These compounds occasionally cause skin sensitization.

Reactive GroupAlcohols and Polyols
Reactivity Profile · 1 item

D,L-MENTHOL is incompatible with butyl chloral hydrate, camphor, phenol, chloral hydrate, Exalgine, betanaphthol, resorcinol or thymol in triturations; potassium permanganate, chromium trioxide and pyrogallol. It is also incompatible with strong oxidizers. (NTP, 1992)

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Safety data

PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
OT0450000
hs_code
2906190090
risk_code
37/38-41

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

U.S. Production2023: 1,000,000 - <8,500,000 lb
Consumer UsesFragrance
Industry UsesOdor agents
Household ProductsInformation on 35 consumer products that contain Menthol (Racementhol) in the following categories is provided:
Use Classification · 4 items

Fragrance Ingredients

Fragrance Ingredients

Flavoring Agents -> JECFA Flavorings Index

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information · 4 items

Soap, Cleaning Compound, and Toilet Preparation Manufacturing

Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-: ACTIVE

Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2S,5R)-: ACTIVE

Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2R,5S)-rel-: ACTIVE

Applications · 4 items

Descriptiond-Neomenthol has a menthol-like odor. It is used in mixtures of menthols as a substitute for ι-menthol.

OccurrenceReported found in corn mint oil (Mentha arvenis).

Uses(+)-Neomenthol is a reagent used in the preparation of alkyl sulfonyl fluorides.

General Description(1S,2S,5R)-(+)-Neomenthol is a monoterpenoid compound found in the peppermint herb, Mentha piperita L. This menthol isomer is generally used as an additive in oral hygiene products and as a flavoring agent in food and beverages.

Upstream & downstream products

Downstream products

Suppliers9 total

上海纽雀客生物科技有限公司13916276291 · [email protected]
常州宣叶科技有限公司15195022192 · [email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
常州衍旭科技有限公司18106123700 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]

Additional notes

DefinitionChEBI: (+)-neomenthol is a p-menthan-3-ol.

Related reactions

1 records
New reaction record

Linked notes

Loading…