Neoisomenthol

HCID 19244

Basic information

CAS
20752-34-5
Standard SMILES
CC(C)[C@H]1CC[C@@H](C)C[C@H]1O
InChIKey
NOOLISFMXDJSKH-OPRDCNLKSA-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
Neoisomenthol
IUPAC
(1R,2R,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
English name
(1R,2R,5R)-2-Isopropyl-5-methyl-cyclohexanol
Molecular formula
C10H20O
Molecular weight
156.27

Names & synonyms

Neoisomenthol20752-34-5(+)-neoisomenthol491-02-1(1R,2R,5R)-2-isopropyl-5-methylcyclohexanol(1R,2R,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol(R,R,R)-Mentholiso-neomenthol(+/-)-NeoisomentholMFCD09834087(1R,2R,5R)-IsomentholNeoisomenthol, (+)-
Show more names
(1R)-(+)-Neoisomenthol(1R,2R,5R)-2-Isopropyl-5-methyl-cyclohexanol
cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2R,5R)-(1R,2R,5R)-5-methyl-2-propan-2-ylcyclohexan-1-olcis-1,3,cis-1,4-menthol90E7IB31QHp-Menthan-3-olrel-(1R,2R,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol(1R,2R,5R)-2-Isopropyl-5-methylcyclohexan-1-ol(1R,2R,5R)-rel-2-Isopropyl-5-methylcyclohexanol

Database identifiers

CAS
20752-34-5、491-02-1、89-78-1
PubChem CID
19244
DTXSID
DTXSID801357335
ChEBI
CHEBI:18451
UNII
90E7IB31QH
EC Number
207-724-8
Nikkaji
J238.499J

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]
SpringerMaterials PropertiesOptical coefficient
Density · 2 items

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

0.901 (20 °C); 0.891 (30 °C)

Solubility · 3 items

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

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

(in ethanol)

Flash Point196 °F (NTP, 1992)
Boiling Point · 2 items

421 °F at 760 mmHg (NTP, 1992)

212 °C ((-)-isomer 216.5)

Physicochemical properties

Boiling point
94 · 94-95.5 °C(Press: 14 Torr)
Density
0.89 · 0.890±0.06 g/cm3(Predicted)
FEMA
2666 · 2666 | (+)-NEOISOMENTHOL
storage temp.
Room Temperature, under inert atmosphere
solubility
Chloroform, Cyclohexane, Ethanol, Ether, Methanol
pka
15.3 · 15.30±0.60(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

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

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 151 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 5 items

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

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

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)

Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2R,5R)-: Does not have an individual approval but may be used under an appropriate group standard

Racementhol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety Information · 2 items

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

IMAP assessments - Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-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

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315-H319-H335
Precautionary statements
P261-P305+P351+P338

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

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 ClassificationFlavoring Agents -> JECFA Flavorings Index
General Manufacturing Information · 2 items

Soap, Cleaning Compound, and Toilet Preparation Manufacturing

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

Applications

Uses(1R,2R,5R)-2-Isopropyl-5-methylcyclohexanol is used in the tetrahydropyranylation of alcohols.

Suppliers39 total

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
怀化元研达生物技术有限责任公司18711085600 · [email protected]

Additional notes

DefinitionChEBI: Neoisomenthol is a p-menthan-3-ol.

Related reactions

2 records

Compound notes

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