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dextro,laevo-isoborneol

Isoborneol is a bicyclic secondary alcohol recognized for its balsamic, camphoreous aroma used primarily as a flavor and fragrance agent.
Chemical Structure

General Material Description

Isoborneol, often referenced as DL-isoborneol, is a bicyclic secondary alcohol with the molecular formula C10H18O. It appears typically as crystalline solids and is well characterized for its distinctive balsamic and camphoreous odor profile. Known by various synonyms including exo-2-bornanol, isobornyl alcohol, and dl-iso camphol, it belongs to the class of natural terpene alcohols commonly found in essential oils. Isoborneol is frequently used as a flavor and fragrance ingredient. PubChem provides a comprehensive chemical reference [PubChem CID 61060]. This compound is generally derived from natural sources, particularly through extraction from diverse plant essential oils or synthesized to mimic these natural olfactory and flavor attributes.

Occurrence, Applicability & Potential Uses

Isoborneol occurs naturally in numerous plant species and essential oils, including but not limited to basil, bay laurel leaf, cardamom seed oil, cinnamon bark and leaf oils, coriander seed oil, eucalyptus leaf oils from various species, geranium oil, ginger rhizome oil, rosemary leaf oil, sage oil, thyme oil, and turmeric rhizome oil. This broad occurrence indicates its role as a secondary metabolite in many aromatic plants. Due to its characteristic balsamic and camphoreous aroma, it is widely applied as a flavor and fragrance agent. It serves to replicate or enhance natural notes such as balsam, camphor, herbal, woody, and spice in formulations. The compound is recognized under FEMA (US) with number 2158 and evaluated by IFRA (Global), allowing its controlled use in perfuming agents and certain flavor formulations.

Physico-Chemical Properties Summary

Isoborneol displays moderate volatility, with a vapor pressure of approximately 0.04 mmHg at 25 °C, reflecting its balance between persistence and volatility in olfactory applications. Its flash point is reported at 200 °F, highlighting considerations for safe handling and storage. The compound exhibits a logP of 3.24, indicating lipophilic character important for solubility in various solvent systems including dipropylene glycol and ethanol-based alcohols, while showing limited water solubility estimated at 1186 mg/L at 25 °C. Isoborneol maintains stability without discoloration in most media, and it has a recommended shelf life of 36 months or longer under proper storage conditions—cool, dry, and protected from heat and light. These properties influence its formulation and usage in flavor and fragrance products, particularly in balancing substantivity and olfactive impact.

FAQ

What is Isoborneol and what are its common synonyms?
Isoborneol is a bicyclic secondary alcohol with the molecular formula C10H18O, widely known for its balsamic and camphoreous odor characteristics. It is recognized by several synonyms including DL-isoborneol, exo-2-bornanol, isobornyl alcohol, and dl-iso camphol among others. These names reflect its stereochemistry and sources, facilitating identification across various chemical, flavor, and fragrance databases.
Where does Isoborneol naturally occur and how is it used in industry?
Isoborneol is naturally present in a variety of essential oils extracted from plants such as basil, rosemary, thyme, cinnamon bark and leaf, eucalyptus species, and cardamom. Its distinctive balsamic and camphoreous aroma makes it valuable as a flavor and fragrance agent. It is incorporated in perfuming agents and flavor formulations to provide herbaceous, woody, and spicy notes. The compound's occurrence in diverse botanical sources contributes to its utility in recreating or enhancing natural scent and flavor profiles.
What safety and regulatory considerations apply to Isoborneol in flavor and fragrance applications?
Isoborneol is classified as a flammable solid and can cause skin irritation, with possible sensitization on prolonged contact, requiring appropriate handling precautions. Regulatory bodies including FEMA (US) have assigned it the number 2158, classifying it as generally recognized as safe (GRAS) for specific flavor uses. IFRA (Global) guidelines specify usage limits in fragrance concentrates up to 3.0 % and fine fragrances up to 0.34 % on skin to ensure consumer safety. It is recommended to store Isoborneol in sealed containers away from heat and light to maintain stability and minimize risks.

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
FDA Substances Added to Food (formerly EAFUS):View
KEGG (GenomeNet):C01411
HMDB (The Human Metabolome Database):Search
FooDB:FDB013574
Export Tariff Code:2906.19.5000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

General Material Information

Preferred name dextro,laevo-isoborneol
Trivial Name Isoborneol
Short Description DL-isoborneol
Formula C10 H18 O
CAS Number 124-76-5
Deleted CAS Number 24393-70-2
FEMA Number 2158
Flavis Number 2.059
ECHA Number 204-712-4
FDA UNII L88RA8N5EG
Nikkaji Number J1.669.567J
Beilstein Number 4126091
MDL MFCD00074821
COE Number 2020
NMR Predictor External link
JECFA Food Flavoring 1386 DL-isoborneol
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 124-76-5 ; ISOBORNEOL
Synonyms
  • exo-2-bornanol
  • (±)- borneol
  • DL-iso borneol
  • iso borneol
  • iso borneol crystals
  • dextro,laevo-iso bornyl alcohol
  • DL-iso bornyl alcohol
  • exo-2-camphanol
  • dextro,laevo-iso camphol
  • DL-iso camphol
  • exo-2-hydroxy-1,7,7-trimethyl norbornane
  • exo-(1R)-1,7,7-trimethyl bicyclo(2.2.1)heptan-2-ol
  • exo-1,7,7-trimethyl bicyclo(2.2.1)heptan-2-ol
  • (1S,3R,4R)-4,7,7-trimethylbicyclo[2.2.1]heptan-3-ol
  • (1R,4S,6R)-1,7,7-trimethylbicyclo[2.2.1]heptan-6-ol
  • (1R,4S,6R)-1,7,7-trimethylbicyclo[2.2.1]heptan-6-ol
  • Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1R,2R,4R)-rel-
  • Isoborneol
  • Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, exo-
  • rel-(1R,2R,4R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol
  • Isobornyl alcohol
  • exo-2-Hydroxy-1,7,7-trimethylnorbornane
  • 2-exo-Bornyl alcohol
  • (±)-Isoborneol
  • dl-Isoborneol
  • NSC 26350

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 154.2526550293
Vapor Pressure 0.04 mmHg @ 25 °C
Flash Point TCC Value 93.33 °C TCC
logP (o/w) 3.24
Shelf life 36 months (or longer if stored properly.)
Storage notes Store in cool, dry place in tightly sealed containers, protected from heat and light.
Solubility
dipropylene glycol Yes
ethyl alcohol, 1gm. in 2ml. 70% alcohol Yes
water, 1186 mg/L @ 25 °C (est) Yes
water No
Stability
non-discoloring in most media Unspecified

Organoleptic Properties

Odor Type: Balsamic
balsamic, camphoreous, herbal, woody
Odor strength medium , recommend smelling in a 10.00 % solution or less
Substantivity 297 hour(s) at 10.00 % in dipropylene glycol
Luebke, William tgsc, (1985) At 10.00 % in dipropylene glycol. balsam camphor herbal woody
Flavor Type: Camphoreous
camphoreous, minty, herbal, earthy, woody
Luebke, William tgsc, (1985) Camphoreous minty herbal earthy woody

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
R 42/43 - May cause sensitization by inhalation and skin contact.
S 02 - Keep out of the reach of children.
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)
Flammable solids (Category 1), H228
Skin irritation (Category 2), H315
GHS Label elements, including precautionary statements
Pictogramflame.jpgexclamation-mark.jpg
Signal word Danger
Hazard statement(s)
H228 - Flammable solid
H315 - Causes skin irritation
Precautionary statement(s)
P210 - Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P240 - Ground/bond container and receiving equipment.
P241 - Use explosion-proof electrical/ventilating/lighting/…/equipment.
P264 - Wash skin thouroughly after handling.
P280 - Wear protective gloves/protective clothing/eye protection/face protection.
P302 + P352 - IF ON SKIN: wash with plenty of soap and water.
P332 + P313 - IF SKIN irritation occurs: Get medical advice/attention.
P362 - Take off contaminated clothing and wash before reuse.
P370 + P378 - In case of fire: Use dry sand, dry chemical or alcohol-resistant foam for extinction.
Oral/Parenteral Toxicity:
oral-rat LD50 5200 mg/kg
(Moreno, 1977abp)

intravenous-mouse LD50 56 mg/kg
U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03209

oral-rat LD50 5200 mg/kg
Food and Cosmetics Toxicology. Vol. 17, Pg. 531, 1979.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 17, Pg. 531, 1979.

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
maximum skin levels for fine fragrances:
0.3400 % and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey).(IFRA, 2006)
Recommendation for dextro,laevo-isoborneol usage levels up to:
3.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics:
0.5500 %
Dermal Systemic Exposure in Cosmetic Products:
0.0140 mg/kg/day (IFRA, 2006)
Maximised Survey-derived Daily Intakes (MSDI-EU): 21.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.07 (μg/capita/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
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: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -8.30000
beverages(nonalcoholic): -6.20000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -0.80000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -23.00000
fruit ices: -23.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -11.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 47, (FGE.47)[1] - Bicyclic secondary alcohols, ketones and related esters from chemical group 8 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 87, (FGE.87)[1] - Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47 (2008) - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 14, Revision 1 (FGE.14Rev1): Phenethyl alcohol, aldehyde, acetals, carboxylic acid and related esters from chemical group 15 and 22 [1] - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 87 Revision 1 (FGE.87Rev1): Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47 (2008)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 87, Revision 2 (FGE.87Rev2): Consideration of bicyclic secondary alcohols, ketones and related esters evaluated by JECFA (63rd meeting) structurally related to bicyclic secondary alcohols, ketones and related esters evaluated by EFSA in FGE.47Rev1 (2008)
View page or View pdf

Safety and efficacy of secondary alicyclic saturated and unsaturated alcohols, ketones, ketals and esters with ketals containing alicyclic alcohols or ketones and esters containing secondary alicyclic alcohols from chemical group 8 when used as flavourings for all animal species
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):124-76-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :61060
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1325
WGK Germany:2
(1R,4S,6R)-1,7,7-trimethylbicyclo[2.2.1]heptan-6-ol
Chemidplus:0000124765
RTECS:NP7300000 for cas# 124-76-5