Basic information
- Standard SMILES
CC1CCC(C(C)C)CC1- InChIKey
CFJYNSNXFXLKNS-UHFFFAOYSA-N- Molecular formula
- C10H20
- Average molar mass
- 140.27 g/mol
- Monoisotopic mass
- 140.15650064
Overview
P-menthane is a clear liquid. (NTP, 1992)
Names & identifiers
- Preferred name
- 1-Methyl-4-isopropylcyclohexane
- IUPAC
- 1-methyl-4-propan-2-ylcyclohexane
- English name
- p-Menthane
- Molecular formula
- C10H20
- Molecular weight
- 140.27
Names & synonyms
1-methyl-4-isopropylcyclohexaneRefChem:1055810p-Menthane99-82-16069-98-3cis-1-isopropyl-4-methylcyclohexane1678-82-61-ISOPROPYL-4-METHYLCYCLOHEXANEtrans-1-isopropyl-4-methylcyclohexanecis-p-Menthanetrans-p-Menthanep-Menthane, trans-
Show more names
1-methyl-4-(1-methylethyl)cyclohexane1-methyl-4-(1-methylethyl)-Cyclohexanepara-menthaneGLIDSOL 180Woody River 10Hexahydro-p-cymeneTIMTEC-BB SBB008406Para-menthane / P-Menthane
p-Menthane, cis-1-iso-Propyl-4-methylcyclohexaneCyclohexane, 1-methyl-4-(1-methylethyl)-, trans-p-Menthan1-methyl-4-propan-2-ylcyclohexaneCyclohexane, 1-methyl-4-(1-methylethyl)-, cis-1-Methyl-trans-4-isopropylcyclohexaneCyclohexane, 1-methyl-4-(1-methylethyl)-
Database identifiers
- CAS
1329-99-3、1678-82-6、34448-33-4、6069-98-3、99-82-1- PubChem CID
- 7459
- DTXSID
DTXSID9025530- ChEBI
CHEBI:25826- UNII
- CGW5GN8TXU
- EC Number
- 202-790-4、252-034-2、679-820-1、679-821-7、951-486-4、951-489-0
- Nikkaji
- J124.993B、J130.647B、J3.997G
Properties
Computed structural properties
- XLogP
- 4.5
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 86.2
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
Solvents
Solvents -> Aliphatics, Saturated (<C12)
Solvents -> Aliphatics, Saturated (<C12)
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Cyclohexane, 1-_methyl-_4-_(1-_methylethyl)_-) -> IFRA transparency List
LogP5.56
Density0.8039 AT 20 °C/4 °C
Solubility
less than 1 mg/mL at 70 °F (NTP, 1992)
INSOL IN WATER; SOL IN BENZENE, PETROLEUM ETHER; VERY SOL IN ALCOHOL, ETHER
0.00028 mg/mL at 25 °C
Boiling Point
170.9 °C AT 725 MM HG
170.00 to 171.00 °C. @ 760.00 mm Hg
Melting Point
-89.84 °C
-87.6 °C
Vapor Pressure2.69 [mmHg]
Refractive IndexINDEX OF REFRACTION: 1.4431 AT 20 °C/D; SADTLER REF NUMBER: 20221 (IR, PRISM); MAX ABSORPTION (ISOOCTANE): 220 NM (LOG E= -0.67); 250 NM (LOG E= -1.38)
Physical Description
P-menthane is a clear liquid. (NTP, 1992)
Liquid
Clear liquid; [CAMEO] Nearly colorless liquid with a pine-like odor; [MSDSonline]
Liquid
Physicochemical properties
- Melting point
- -87.6 ℃ · -87.6℃
- Boiling point
- 171 · 171.0-171.7℃
- Density
- 0.797 · 0.7970
- vapor pressure
- 3.52 hPa · 3.52hPa at 25℃
- refractive index
- 1.45562 · 1.45562 (589.3 nm 22℃)
- storage temp.
- Store at room temperature
- solubility
- Insoluble in water, soluble in alcohol and oils. Poorly soluble in diluted alcohol.
- form
- Colorless moblile liquid.
- Odor
- pine
- Appearance
- Colorless to light yellow Liquid
- Viscosity
- 1.456 mm2/s · 1.456mm2/s
- Water Solubility
- 620 μg/L · 620μg/L at 20℃
- Henry's Law Constant
- 5.6 · 5.6×10-6 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Stability
- Stable. Flammable - may form explosive mixtures with air. Incompatible with strong oxidizng agents.
- InChI
- InChI=1S/C10H20/c1-8(2)10-6-4-9(3)5-7-10/h8-10H,4-7H2,1-3H3
- InChIKey
- CFJYNSNXFXLKNS-UHFFFAOYSA-N
- SMILES
- C1(C)CCC(C(C)C)CC1
- LogP
- 5.6 at · 5.6 at 25℃
- CAS DataBase Reference
- 99 · 99-82-1(CAS DataBase Reference)
- FDA UNII
- 5 GN8TXU · CGW5GN8TXU
- EPA Substance Registry System
- p-Menthane (99-82-1)
- Symbol(GHS)
- 2 · GHS02,GHS07,GHS08
- Signal word
- Warning
- Hazard statements
- 315 · H315-H226-H304
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362
- Risk Statements
- 11 · 11
- Safety Statements
- 9 · 9-16-26-33
- RIDADR
- 3295 · 3295
- TSCA
- TSCA listed
- Hazardous Substances Data
- 99 · 99-82-1(Hazardous Substances Data)
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P264, P280, P301+P316, P302+P352, P303+P361+P353, P321, P331, P332+P317, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 269 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
Hazard information
Regulatory Information
Chemical: Cyclohexane, 1-methyl-4-(1-methylethyl)-
Cyclohexane, 1-methyl-4-(1-methylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexane, 1-methyl-4-(1-methylethyl)- 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: 12-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12773
Fire HazardsFlash point data for this chemical are not available, however it is probably combustible. (NTP, 1992)
Hazards Summary
A mild eye irritant; [MSDSonline] See Methylcyclohexane.
See Cyclohexane.
Reactive GroupHydrocarbons, Aliphatic Saturated
Reactivity Profile
Saturated aliphatic hydrocarbons, such as P-MENTHANE, may be incompatible with strong oxidizing agents like nitric acid. Charring of the hydrocarbon may occur followed by ignition of unreacted hydrocarbon and other nearby combustibles. In other settings, aliphatic saturated hydrocarbons are mostly unreactive. They are not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents. When heated sufficiently or when ignited in the presence of air, oxygen or strong oxidizing agents, they burn exothermically to produce carbon dioxide and water.
Air and Water ReactionsFlammable. Insoluble in water.
Hazard Classes and Categories
Flam. Liq. 3 (100%)
Flam. Liq. 3 (100%)
Flam. Liq. 3 (100%)
Flam. Liq. 3 (100%)
Flam. Liq. 3 (100%)
Flammable liquids - Category 3
Safety & protection
Fire FightingFires involving this compound can be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid
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
SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong 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)
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)
Toxicology
Adverse Effects
Neurotoxin - Acute solvent syndrome
Neurotoxin - Acute solvent syndrome
Safety data
- tsca
- TSCA listed
- ridadr
- 3295
- risk_code
- 11
- Signal word
- Warning
- Symbol(GHS)
- GHS02,GHS07,GHS08
- safety_code
- 9-16-26-33
- Hazard statements
- H315-H226-H304
- REACH Registrations
- Active
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362
- Hazardous Substances Data
- 99-82-1(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
UsesUsed as a cleaner; [MSDSonline]
U.S. Production2023: 75,000 - <500,000 lb
Industry UsesOdor agents
Use ClassificationFragrance Ingredients
General Manufacturing Information
Adhesive Manufacturing
Cyclohexane, 1-methyl-4-(1-methylethyl)-: ACTIVE
Cyclohexane, 1-methyl-4-(1-methylethyl)-, trans-: ACTIVE
Cyclohexane, 1-methyl-4-(1-methylethyl)-, cis-: ACTIVE
Applications
Usesp-Menthane serves as a precursor for p-menthane hydroperoxide in organic peroxide initiator production. It is also used as a mild-fragrance solvent in soaps, detergents, and air fresheners.
General DescriptionClear liquid.
Upstream & downstream products
Upstream raw materials
Suppliers1 total
尤尼威尔化学品（上海）有限公司021-61932772 13012862996 · [email protected]
Additional notes
DefinitionChEBI: P-menthane is a terpenoid fundamental parent and a monoterpene. It is used as an intermediate in perfume and flavor manufacturing.
Related reactions
2 records
Linked notes
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