cis-3-Octen-1-ol

cis-3-Octen-1-ol
Compound Structure:
Synonyms: cis-3-Octen-1-ol;(Z)-Oct-3-en-1-ol;(Z)-3-octen-1-ol;3-Octen-1-ol, (3Z)-;3-Octen-1-ol, (Z)-;3Z-Octen-1-ol;(3Z)-3-Octen-1-ol
Compound ID: NMPC-068
PubChem ID:

5364519

Molecular Formula: C8H16O
Canonical SMILES: CCCCC=CCCO
InChIKey: YDXQPTHHAPCTPP-WAYWQWQTSA-N
About the compound:

This compound is an eight-carbon linear chain molecule. At one end, it features a hydroxyl (-OH) functional group, classifying it as an alcohol. Notably, the molecule possesses a double bond (alkene functionality) between the 3rd and 4th carbons. The "cis" designation specifies the geometric configuration of the double bond, indicating that the bulkier substituents, which in this case include the hydroxyl group and the remainder of the carbon chain, are situated on the same side of the double bond. What sets this compound apart is its distinct mushroom-like odor. As a result, it is commonly referred to as "mushroom alcohol." This is because it is notably present in a variety of mushrooms, with shiitake mushrooms being a prime example. Its presence contributes significantly to the overall aroma profile of these fungi. Beyond mushrooms, cis-3-Octen-1-ol can also be found in other sources, such as fruits, and is produced in certain processes, like the oxidation of linoleic acid in plants. Due to its characteristic aroma, it finds utility in the fragrance and flavor industry. It can be incorporated into formulations to impart a mushroom-like or other unique scent or taste.

GHS Hazard Statements

H302 (99.92%): Harmful if swallowed [Warning Acute toxicity, oral]

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

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H332 (99.92%): Harmful if inhaled [Warning Acute toxicity, inhalation]

H400 (99.92%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]


Properties:

Chemical and Physical Properties

 

Property Name

Property Value

Molecular Weight

128.21 g/mol

XLogP3-AA

2.4

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

5

Exact Mass

128.120115130 g/mol

Monoisotopic Mass

128.120115130 g/mol

Topological Polar Surface Area

20.2Ų

Heavy Atom Count

9

Formal Charge

0

Complexity

67

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

white to slightly yellowish liquid with a musty, mushroom-like odour

Boiling Point

73.00 °C. @ 0.50 mm Hg

Density

0.830-0.850

Solubility 

insoluble in water

Source: PubChem

Source Species: Tecoma stans
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