We have found 46590 results matching your criteria.
Please wait while we search...

sandal pentenol

Sandal pentenol is a synthetic compound with a rich sandalwood and woody musk odor, widely used as a flavor and fragrance ingredient.

General Material Description

Sandal pentenol, also known by its preferred name and synonyms such as ebanol and muscosandrol, is an organic compound with the molecular formula C14H24O. This compound appears as a colorless to pale yellow liquid with a distinctive woody musk odor reminiscent of natural sandalwood. Its chemical structure features a cyclopentene ring with methyl substitutions and an alcohol functional group, giving it specific olfactive properties. Sandal pentenol serves primarily as a synthetic fragrance or flavoring agent and is chemically identified with CAS number 67801-20-1. It is commonly sourced via chemical synthesis for use in perfumery and flavor formulations to imitate or enhance sandalwood accords. For detailed chemical information, the compound is indexed in authoritative databases such as PubChem.

Occurrence, Applicability & Potential Uses

Sandal pentenol does not naturally occur in significant quantities but is produced synthetically to replicate sandalwood aroma notes. It is extensively utilized in the flavor and fragrance industry to impart a rich, woody, and musky sandalwood scent to perfumes, personal care products, and fine fragrances. The compound integrates well with various woody and floral accords, enhancing complexity and diffusion. Its applications extend to flavoring agents where it can contribute subtle woody or herbal nuances, including notes reminiscent of cistus, galangal root, and guaiacwood. Sandal pentenol’s use is regulated with adherence to the IFRA (Global) Code of Practice, which limits its concentration to a maximum of 5% in fragrance concentrates to ensure safe application in consumer products.

Physico-Chemical Properties Summary

Sandal pentenol exhibits moderate volatility with a boiling point around 287 to 288 °C at atmospheric pressure, and a very low vapor pressure of approximately 0.000281 mmHg at 25 °C, supporting its high substantivity in fragrance compositions. It has an estimated logP value of 4.429, indicating lipophilic characteristics favoring solubility in alcohol and limited solubility in water (around 35 mg/L at 20 °C). The refractive index ranges from 1.478 to 1.484 at 20 °C, and the specific gravity varies between 0.898 and 0.904 at 25 °C. Its flash point is measured at 212 °F, emphasizing careful handling during formulation. Sandal pentenol demonstrates good stability in alcoholic solutions, powders, soaps, and dry or damp fabrics, with moderate stability in alkaline conditions (pH 10) and antiperspirant sprays, while showing poor stability in liquid bleach. These properties influence its performance in diverse product types, ensuring a durable woody note with enhanced diffusion and lasting character.

FAQ

What is sandal pentenol and what are its main uses?
Sandal pentenol is a synthetic organic compound used predominantly as a fragrance and flavoring agent. Structurally, it is known as (Z)-3-methyl-5-(2,2,3-trimethyl-1-cyclopent-3-enyl)pent-4-en-2-ol. It imparts a powerful, natural sandalwood and woody musk odor, making it valuable in perfume formulations to create rich woody accords. Additionally, it finds limited use in flavoring, contributing woody nuances in products such as black tea, cistus, and guaiacwood flavors.
How is sandal pentenol typically sourced and applied in products?
Sandal pentenol is mainly obtained through chemical synthesis rather than natural extraction due to its specific structure. In products, it is incorporated at controlled concentrations, often as part of fragrance concentrates. The compound blends well with woody, floral, and musk notes, adding volume and diffusion to formulations. Its substantivity is high, allowing it to maintain scent longevity on different substrates. Regulatory guidelines such as the IFRA Code of Practice (Global) recommend maximum usage levels of 5% in fragrances to ensure safety.
What safety and regulatory considerations apply to the use of sandal pentenol?
Sandal pentenol is classified under European regulations as an irritant (Xi), with hazard statements indicating possible irritation to eyes, skin, and respiratory system. Safety precautions recommend avoiding contact with eyes and wearing suitable protective clothing when handling the pure compound. It has not been associated with significant systemic toxicity; for example, oral rat LD50 is approximately 5000 mg/kg. The International Fragrance Association (IFRA) and FEMA (US) provide usage guidelines to restrict concentration in consumer products. Sundry safety data are indexed by agencies such as ECHA and FDA. Adhering to these standards ensures that sandal pentenol can be used safely in flavor and fragrance applications.

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

Google Scholar Start search
Google Books Start search
Google Patents Start search
Perfumer & Flavorists Start search
EU Patents Start search
PubMeb Start search
NCBI Start search

Literature & References

Leffingwell:Chirality or Article
(Z)-3-methyl-5-(2,2,3-trimethyl-1-cyclopent-3-enyl)pent-4-en-2-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6437266
Pubchem (sid):135063422
(E)-3-methyl-5-(2,2,3-trimethyl-1-cyclopent-3-enyl)pent-4-en-2-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6504499
Pubchem (sid):37905155
Publications by US Patents
4,696,766 - (2R*,3S*)-(E)-3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2- ol

Other Information

General Material Information

Preferred name sandal pentenol
Trivial Name (Z)-3-methyl-5-(2,2,3-trimethyl-1-cyclopent-3-enyl)pent-4-en-2-ol
Short Description ebanol (Givaudan)
Formula C14 H24 O
CAS Number 67801-20-1
CAS Number 67801-20-1 (E)
FEMA Number 4775
ECHA Number 267-140-4
FDA UNII 28N247O58B
Nikkaji Number J317.147G
Beilstein Number 11329261
xLogP3-AA 3.30 (est)
NMR Predictor External link
JECFA Food Flavoring 2220 3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
Synonyms
  • ebanol (Givaudan)
  • matsunol
  • (Z)-3-methyl-5-(2,2,3-trimethyl-1-cyclopent-3-enyl)pent-4-en-2-ol
  • 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol
  • 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)pent-4-en-2-ol
  • 3-methyl-5-(2,2,3-trimethyl-3-cyclopentenyl) pent-4-en-2-ol
  • 3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol
  • 3-methyl-5(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol
  • mohanol
  • muscosandrol (A.C.S. International)
  • 4-penten-2-ol, 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-
  • prabanol

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 208.34448242188
Specific gravity @ 25 °C
Pounds per Gallon 7.472 to 7.522
Refractive Index 1.478 to 1.484 @ 20 °C
Boiling Point 287 to 288°C @ 760 mm Hg
Vapor Pressure 0.000281 mmHg @ 25 °C
Flash Point TCC Value 100 °C TCC
logP (o/w) 4.429 est
Solubility
alcohol Yes
water, 35 mg/L @ 20 °C (exp) Yes
Stability
alcoholic - good Unspecified
antiperspirant spray - moderate Unspecified
APC (pH = 10) - moderate Unspecified
candles - good Unspecified
damp fabric - good Unspecified
dry fabric - good Unspecified
liquid bleach - poor Unspecified
pH = 2 - moderate Unspecified
powder detergent - good Unspecified
powder detergent + activator - moderate Unspecified
soap - good Unspecified
toiletries - good Unspecified

Organoleptic Properties

Odor Type: Woody
sandalwood, woody, musk
Odor strength medium , recommend smelling in a 10.00 % solution or less
Substantivity 400 hour(s) at 100.00 %
Luebke, William tgsc, (1987) At 10.00 % in dipropylene glycol. sandalwood woody musk
Ebanol has a very rich, natural sandalwood odour. It is powerful and intense, bringing volume and elegance to woody accords and a diffusive sandalwood effect to compositions. Ebanol is highly substantive on all supports. Sandalwood, Musk aspect, Powerful
BLENDS WITH -cis-Jasmone Rich woody strong-sandalwood nutty
Description from Givaudan: “Ebanol has a very rich, natural sandalwood odour. It is powerful and intense, bringing volume and elegance to woody accords and a diffusive sandalwood effect to compositions. Ebanol is highly substantive on all supports.” Sandalwood, woody, musk

Safety Information

Safety information

European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
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:
oral-rat LD50 5000 mg/kg
Description from Givaudan: “Ebanol has a very rich, natural sandalwood odour. It is powerful and intense, bringing volume and elegance to woody accords and a diffusive sandalwood effect to compositions. Ebanol is highly substantive on all supports.”

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and 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 sandal pentenol usage levels up to:
5.0000 % in the fragrance concentrate.
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 26
Click here to view publication 26
average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): 0.100001.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: 0.100001.00000
chewing gum: 1.0000010.00000
condiments / relishes: --
confectionery froastings: 0.100005.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: 0.100005.00000
imitation dairy: --
instant coffee / tea: 0.100001.00000
jams / jellies: 0.100001.00000
meat products: --
milk products: 0.100001.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: 10.00000100.00000
snack foods: --
soft candy: 0.100005.00000
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):67801-20-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6437266
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(Z)-3-methyl-5-(2,2,3-trimethyl-1-cyclopent-3-enyl)pent-4-en-2-ol
Chemidplus:0067801201
(E)-3-methyl-5-(2,2,3-trimethyl-1-cyclopent-3-enyl)pent-4-en-2-ol