benzyl isoeugenol

Benzyl isoeugenol, also known as isoeugenyl benzyl ether, is an aromatic organic compound with the molecular formula C₁₇H₁₈O₂. It appears as a colorless to pale-yellow liquid and is part of the family of ethers derived from isoeugenol. This compound exhibits a characteristic spicy and balsamic aroma, often described as a combination of mild spicy carnation and sweet powdery floral notes. It is extensively used in the flavor and fragrance industries due to its unique scent profile. Benzyl isoeugenol is listed under CAS number 120-11-6 and is indexed in chemical databases such as PubChem. It is generally synthesized for commercial use rather than isolated from natural sources. Its sensory attributes allow it to contribute complexity to various perfumery and flavor formulations.

Benzyl isoeugenol does not occur widely in nature but is primarily produced synthetically for use in flavor and fragrance applications. It lends itself well as a component in formulations requiring spicy, balsamic, floral, or woody odor notes. This compound finds utility in perfumes, fine fragrances, and as a flavoring agent in food products at controlled levels. According to standards from IFRA (Global), it is permitted at usage concentrations up to 5 % in fragrance concentrates. It imparts nuances reminiscent of carnation, benzoin, musk, and various floral essences such as rose, lilac, and violet. Its versatility extends to applications aiming for amber, apricot, and woody sensory profiles.

Benzyl isoeugenol exhibits a melting point ranging from 59 to 63 °C at atmospheric pressure, indicating a relatively stable solid phase before melting. It has an estimated logP value of 4.344, signifying a lipophilic character favoring partitioning into organic solvents over aqueous media. Its solubility favors alcohols and paraffin oil, while it is poorly soluble in water, with very low estimated aqueous solubility at 2.344 mg/L at 25 °C. The compound's flash point is measured at approximately 93 °C (200 °F), suggesting moderate flammability under standard conditions. It is considered non-discoloring with a maximum acid value of 1 KOH/g. These properties influence its handling, formulation stability, and compatibility in fragrance and flavor matrices.

	2-methoxy-1-phenylmethoxy-4-prop-1-enylbenzene
NIST Chemistry WebBook:	Search Inchi
Canada Domestic Sub. List:	120-11-6
Pubchem (cid):	61046
Pubchem (sid):	135018856
Pherobase:	View

(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
HMDB (The Human Metabolome Database):	HMDB32349
FooDB:	FDB009645
Export Tariff Code:	2909.30.6000
ChemSpider:	View

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
Skin irritation (Category 2), H315 Skin sensitisation (Category 1), H317 Serious eye damage (Category 1), H318 Specific target organ toxicity - single exposure (Category 3), Respiratory system, H335 Chronic aquatic toxicity (Category 1), H410
GHS Label elements, including precautionary statements
Pictogram
Signal word	Danger
Hazard statement(s)
H315 - Causes skin irritation H317 - May cause an allergic skin reaction H318 - Causes serious eye damage H335 - May cause respiratory irritation H410 - Very toxic to aquatic life with long lasting effects
Precautionary statement(s)
P261 - Avoid breathing dust/fume/gas/mist/vapours/spray. P264 - Wash skin thouroughly after handling. P271 - Use only outdoors or in a well-ventilated area. P272 - Contaminated work clothing should not be allowed out of the workplace. P273 - Avoid release to the environment. P302 + P352 - IF ON SKIN: wash with plenty of soap and water. P304 + P340 - IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305 + P351 + P338 - IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P310 - Immediately call a POISON CENTER or doctor/physician. P333 + P313 - IF SKIN irritation or rash occurs: Get medical advice/attention. P362 - Take off contaminated clothing and wash before reuse. P391 - Collect spillage. Hazardous to the aquatic environment P403 + P233 - Store in a well-ventilated place. Keep container tightly closed. P405 - Store locked up. P501 - Dispose of contents/ container to an approved waste disposal plant.
Human Experience:
5 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 4900 mg/kg Food and Cosmetics Toxicology. Vol. 11, Pg. 1025, 1973.
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 benzyl isoeugenol usage levels up to:
	5.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU):		0.085 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA):		1.00 (μg/capita/day)
Structure Class:		III
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: 13
Click here to view publication 13
		average usual ppm	average maximum ppm
baked goods:		-	13.00000
beverages(nonalcoholic):		-	8.66000
beverages(alcoholic):		-	-
breakfast cereal:		-	-
cheese:		-	-
chewing gum:		-	-
condiments / relishes:		-	-
confectionery froastings:		-	-
egg products:		-	-
fats / oils:		-	-
fish products:		-	-
frozen dairy:		-	5.00000
fruit ices:		-	-
gelatins / puddings:		-	5.66000
granulated sugar:		-	-
gravies:		-	-
hard candy:		-	-
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:		-	5.00000
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):

Scientific Opinion on Flavouring Group Evaluation 81 (FGE.81): Consideration of hydroxypropenylbenzenes evaluated by JECFA (61st meeting) structurally related to 2-methoxy-4-(prop-1-enyl)phenyl 3-methylbutyrate from chemical group 17 evaluated by EFSA in FGE.30 View page or View pdf

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA Substance Registry Services (TSCA):120-11-6

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :61046

National Institute of Allergy and Infectious Diseases:Data

WGK Germany:2

2-methoxy-1-phenylmethoxy-4-prop-1-enylbenzene

Chemidplus:0000120116

RTECS:CY8225000 for cas# 120-11-6