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(S)-(+)-2-octanol

(S)-(+)-2-Octanol, a chiral secondary octanol, features a mushroom-like aroma and is chiefly an informational compound with no fragrance or flavor applications.
Chemical Structure

General Material Description

(S)-(+)-2-Octanol is a chiral secondary alcohol with the molecular formula C8H18O. It appears as a liquid and is characterized by a distinct mushroom-like odor described as oily, fatty, creamy, with subtle grape nuances. The compound is known by multiple synonyms including (2S)-octan-2-ol, S-(+)-2-octanol, and D-(+)-octan-2-ol. It is catalogued under the controlled vocabulary identifier CHEBI:37870. Derived primarily through stereoselective chemical synthesis, (S)-(+)-2-octanol is predominantly utilized for informational and research purposes. Commercial use in fragrances or flavorings is not established, partially due to its sensory profile and regulatory status. Detailed chemical and safety data are accessible through reputable chemical databases, supporting academic and industrial research needs.

Occurrence, Applicability & Potential Uses

(S)-(+)-2-Octanol does not occur widely in nature but may be found in trace amounts within certain biological systems due to its octanol backbone. Its main application is informational; it is not used in fragrance or flavor formulations. This compound is assessed under REACH (EU) regulations and other chemical safety standards but lacks authorization for consumer product flavors or perfumes. The mushroom-like odor suggests potential sensory interest; however, its practical use remains confined to academic studies and reference in stereochemical research. The absence of commercial utilization reflects both regulatory decisions and the compound's niche chemical characteristics.

Physico-Chemical Properties Summary

(S)-(+)-2-Octanol exhibits moderate hydrophobicity with an estimated logP of approximately 2.7, indicating balanced solubility between aqueous and organic phases. Its specific gravity ranges narrowly from 0.82 to 0.823 at 20 °C, denoting a slightly lighter-than-water liquid. Refractive index measurements between 1.424 and 1.427 at 20 °C support optical characterization. Vapor pressure is low, approximately 0.306 mmHg at 25 °C, which correlates with its relatively high boiling point. It is soluble in alcohols and shows limited but measurable solubility in water around 990 to 1280 mg/L at 25 °C. The compound’s flash point is estimated near 71 °C, reflecting moderate flammability. These properties affect handling, storage, and potential incorporation into chemical formulations, despite its restricted use.

FAQ

What is (S)-(+)-2-Octanol and what are its main characteristics?
(S)-(+)-2-Octanol is a chiral secondary alcohol with the chemical formula C8H18O. It is known primarily for its distinct mushroom-like odor, which also exhibits oily, fatty, creamy, and subtle grape notes. The compound is structurally characterized by a stereogenic center leading to its chiral nature. It appears as a clear liquid at room temperature and is chiefly used in research contexts rather than commercial fragrance or flavor applications.
Where is (S)-(+)-2-Octanol typically sourced from and how is it applied?
(S)-(+)-2-Octanol is usually synthesized via stereoselective chemical methods rather than extracted from natural sources, given its synthetic origin for research purposes. It has limited to no application in commercial fragrance or flavor industries, where it is mainly retained for informational and experimental use. Its presence in biological systems is minimal, and it is not utilized in consumer products due to regulatory and sensory considerations.
What are the regulatory considerations and safety information relevant to (S)-(+)-2-Octanol?
(S)-(+)-2-Octanol is regulated under frameworks such as REACH within the European Union, focusing on chemical safety and environmental impact. According to documented safety data, it shows no classified hazards under OSHA’s Hazard Communication Standard in the United States. Its usage is restricted from fragrance and flavor formulations, reflecting precautionary regulatory status. Detailed safety data sheets are available for laboratory handling. The compound has no formal hazard or precautionary statements, and toxicity data remain undetermined, reinforcing its classification as an informational chemical rather than one intended for widespread consumer use.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2905.16.0010
ChemSpider:View

General Material Information

Preferred name (S)-(+)-2-octanol
Trivial Name (+)-2-Octanol
Short Description 2-octanol, (2S)-
Formula C8 H18 O
CAS Number 6169-06-8
ECHA Number 228-213-6
FDA UNII 2855UV552L
Nikkaji Number J10.698D
Beilstein Number 1719323
MDL MFCD00064283
NMR Predictor External link
Synonyms
  • (2S)- octan-2-ol
  • delta- octan-2-ol
  • (2S)-2-octanol
  • (S)-2-octanol
  • D-2-octanol
  • S-(+)-2-octanol
  • 2-octanol, (2S)-
  • 2-octanol, (S)-
  • 2-Octanol, (2S)-
  • 2-Octanol, (S)-(+)-
  • 2-Octanol, (S)-
  • (2S)-2-Octanol
  • d-2-Octanol
  • (+)-2-Octanol
  • (S)-(+)-2-Octyl alcohol
  • (S)-1-Methylheptyl alcohol
  • D-(+)-Octan-2-ol
  • (S)-2-Octanol
  • (2S)-Octanol
  • (S)-2-Octyl alcohol

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 130.23066711426
Specific gravity @ 20 °C
Pounds per Gallon 6.831 to 6.856
Refractive Index 1.424 to 1.427 @ 20 °C
Vapor Pressure 0.306 mmHg @ 25 °C
Flash Point TCC Value 71.11 °C TCC
logP (o/w) 2.721 est
Solubility
alcohol Yes
water, 990.9 mg/L @ 25 °C (est) Yes
water, 1280 mg/L @ 25 °C (exp) Yes
water No

Organoleptic Properties

Odor Type: Mushroom
mushroom, oily, fatty, creamy, grape
General comment At 1.00 % in dipropylene glycol. mushroom oily fatty creamy grape

Safety Information

Safety information

Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
information only not used for fragrances or flavors
Recommendation for (S)-(+)-2-octanol usage levels up to:
not for fragrance use.
Recommendation for (S)-(+)-2-octanol flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):6169-06-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :2723888
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S)-octan-2-ol
Chemidplus:0006169068