Bicyclo3.1.1heptanes,2,6,6-trimethyl

Bicyclo3.1.1heptanes,2,6,6-trimethyl
Compound Structure:
Synonyms: Pinane;2,6,6-Trimethylbicyclo[3.1.1]heptane;DIHYDROPINENE;Pinane, endo + exo;Bicyclo(3.1.1)heptane, 2,6,6-trimethyl-;2,6,6-Trimethylbicyclo(3.1.1)heptane; CHEBI:35710;(1S)-(-)-trans-Pinane;;PINANE (2-D1);PINANE (3-D1);CAS-473-55-2
Compound ID: NMPC-675
PubChem ID:

10129
Molecular Formula: C10H18
Canonical SMILES: CC1CCC2CC1C2(C)C
InChIKey: XOKSLPVRUOBDEW-UHFFFAOYSA-N
About the compound:

Pinane is a monoterpene that is bicyclo[3.1.1]heptane substituted by methyl groups at positions 2, 6 and 6. It has a role as a plant metabolite. It is a terpenoid fundamental parent, a monoterpene and a carbobicyclic compound. Pinane is a set of isomeric terpenes. Existing as chiral cis and trans isomers, they arise from the hydrogenation of pinene. Both isomers undergo reaction with air to give 2-pinane hydroperoxides, also with chiral cis and trans isomers. Partial reduction of these isomers gives 2-pinanol.

GHS Hazard Statements

• H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

• H304 (75.84%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]

• H411 (12.54%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

First Aid

In case of exposure:

EYES: Remove contact lenses, flush eyes with water for 20-30 minutes, then seek medical help.

SKIN: Rinse affected skin with water, wash thoroughly with soap, seek medical help if symptoms develop.

INHALATION: Move to fresh air, seek medical help if symptoms like wheezing occur, provide respiratory protection.

INGESTION: If conscious, give water, call for medical advice. If unconscious, maintain airway, do not induce vomiting, transport to hospital immediately (NTP, 1992).

National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

138.25 g/mol

XLogP3-AA

3.9

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

0

Rotatable Bond Count

0

Exact Mass

138.140850574 g/mol

Monoisotopic Mass

138.140850574 g/mol

Topological Polar Surface Area

0Ų

Heavy Atom Count

10

Formal Charge

0

Complexity

146

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

3

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Pinane is a clear colorless liquid with lint-like particles. Mild odor. (NTP, 1992)

 

Boiling Point

304 °F at 760 mmHg (NTP, 1992)

Melting Point

-53 °C

Density

0.8467 at 70 °F (NTP, 1992) - Less dense than water; will float

Solubility 

less than 1 mg/mL at 68 °F (NTP, 1992)

Vapor Pressure

2 mmHg at 68 °F approximately (NTP, 1992)

 

Source: PubChem
Source Species: Petiveria alliacea
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