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(R)-sandal hexanol

(R)-sandal hexanol is a bicyclic alcohol with a distinctive clean, sweet woody sandalwood odor, mainly used as a fragrance agent in perfumery.
Chemical Structure

General Material Description

(R)-sandal hexanol is a bicyclic alcohol characterized by the molecular formula C16H28O. It appears as a colorless liquid with a clean, sweet woody aroma reminiscent of sandalwood, placing it in the category of fragrance compounds. Known by synonyms including 4-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)cyclohexanol and 4-((1R,2R,4R)-born-2-yl) cyclohexanol, it is linked in chemical databases [such as PubChem](https://pubchem.ncbi.nlm.nih.gov/compound/106674). This compound is typically derived through synthetic routes mimicking natural sandalwood constituents, which contributes to its application scope in fragrance formulations.

Occurrence, Applicability & Potential Uses

(R)-sandal hexanol is not widely reported as naturally occurring in biological sources, but it serves a significant role as a synthetic fragrance ingredient. Its primary application is as a woody and sandalwood-scented fragrance agent in perfumery. This molecule is often employed to impart clean balsamic woody notes and can replace or enhance natural sandalwood scents in formulations. According to IFRA (Global) standards, it is recognized within fragrance ingredient guidelines, though it is not approved for flavor use. Potential odor profiles linked to (R)-sandal hexanol include amber, ambergris, cedar, and various floral and woody accords, supporting its use in complex scent blends.

Physico-Chemical Properties Summary

(R)-sandal hexanol has an estimated molecular weight of approximately 236.4 g/mol and presents moderate hydrophobicity with a logP estimate around 5.06, indicating substantial lipophilicity. Its flash point is about 273 °F (134 °C), suggesting reasonable thermal stability under normal handling conditions. The compound exhibits limited water solubility, approximately 1.693 mg/L at 25 °C, but it is soluble in alcohols, making it compatible with typical organic solvents used in fragrance formulations. Its bicyclic structure confers a relatively rigid conformation, which can influence volatility and diffusion characteristics, important for its sensory perception in formulated products.

FAQ

What is (R)-sandal hexanol and how is it typically used?
(R)-sandal hexanol is a bicyclic alcohol compound known for its clean, sweet, woody fragrance that resembles sandalwood. It is primarily utilized as a fragrance agent in perfumes and other scented products to impart woody, balsamic notes. Its use enhances formulations requiring a sandalwood character or serves as a substitute for natural sandalwood extracts.
Where does (R)-sandal hexanol occur naturally and what are its main fragrance characteristics?
(R)-sandal hexanol is not commonly found in nature but is produced synthetically to mimic sandalwood scent profiles. Its aroma is classified as woody and balsamic with a clean sandalwood character. The compound blends well with other fragrance notes such as amber, cedar, floral, and spicy accords, facilitating its incorporation into diverse perfume and aromatic compositions.
Are there any regulations or safety considerations for using (R)-sandal hexanol in fragrancing products?
(R)-sandal hexanol is regulated under IFRA (Global) guidelines, which provide recommendations for safe use levels in fragrance applications. It is classified as safe for use as a fragrance ingredient but is not approved for flavoring purposes. Hazard classification under OSHA (US) indicates no significant warnings or required precautionary statements. Users should consult relevant regulatory documents for detailed guidance on formulation limits and ensure compliance with regional safety standards.

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

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Other Information

General Material Information

Preferred name (R)-sandal hexanol
Trivial Name 4-(1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl)cyclohexanol
Short Description 4-((1R,2R,4R)-born-2-yl) cyclohexanol
Formula C16 H28 O
CAS Number 66072-32-0
ECHA Number 266-122-3
FDA UNII Search
Nikkaji Number J349.335K
xLogP3-AA 4.60 (est)
NMR Predictor External link
Synonyms
  • 4-((1R,2R,4R)- born-2-yl) cyclohexanol
  • 4-(1,7,7-trimethyl bicyclo(2.2.1)hept-2-yl) cyclohexanol
  • 4-(1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl)cyclohexan-1-ol
  • Cyclohexanol, 4-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-
  • Cyclohexanol, 4-isobornyl-
  • Cyclohexanol, 4-(2-bornyl)-
  • 4-(1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl)cyclohexanol

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 236.39836120605
Flash Point TCC Value 133.9 °C TCC
logP (o/w) 5.058 est
Solubility
alcohol Yes
water, 1.693 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Woody
sandalwood, clean, sweet, woody, balsamic
General comment At 100.00 %. sandalwood clean sweet woody balsamic

Safety Information

Safety information

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:
fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for (R)-sandal hexanol flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
EPA Substance Registry Services (TSCA):66072-32-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :106674
National Institute of Allergy and Infectious Diseases:Data
4-(1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl)cyclohexan-1-ol
Chemidplus:0066072320