We have found 46589 results matching your criteria.
Please wait while we search...

geranyl anthranilate

Geranyl anthranilate is an aromatic ester used as a fragrance agent providing floral scents such as neroli and rose in perfumery applications.
Chemical Structure

General Material Description

Geranyl anthranilate, known chemically as (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-aminobenzoate, is an aromatic ester combining geraniol and anthranilic acid derivatives. It appears as a colorless to pale yellow liquid notable for its clear floral odor, featuring characteristic notes reminiscent of neroli, rose, and honeysuckle. It is also recognized by synonyms such as (E)-3,7-dimethyl octa-2,6-dienyl anthranilate and (E)-geranyl anthranilate. This compound is employed primarily as a fragrance ingredient derived via esterification of geraniol with 2-aminobenzoic acid. Its chemical structure is indexed under the PubChem database, where it is cataloged for detailed reference. The material's sourcing typically involves chemical synthesis tailored for perfumery and related applications.

Occurrence, Applicability & Potential Uses

Geranyl anthranilate occurs predominantly as a synthetic compound used in the fragrance industry for its appealing floral olfactory profile. It plays a significant role in enhancing scents attributed to apple, apricot, currant, and gardenia notes, as well as others like jasmin and orange blossom. This agent is valued for imparting floral, woody, and fruity nuances in perfumery and personal care products, making it suitable for complex aromatic blends. Regulatory frameworks such as the IFRA (Global) Code of Practice govern its usage, recommending concentration limits to ensure safety and consumer protection during application in fragrance concentrates and formulations.

Physico-Chemical Properties Summary

Geranyl anthranilate exhibits moderate volatility with a vapor density near that of air. Its estimated logP value of approximately 6 indicates notable lipophilicity, favoring solubility in organic solvents such as alcohol, while being sparingly soluble in water. The material has a relatively high flash point of 100 °C (212 °F, Tag Closed Cup), which supports its handling and formulation within controlled temperature regimes. These physicochemical traits influence its utility in fragrance formulations by affecting volatility, diffusion, and blending behavior with other aromatic components. Its stability under standard conditions allows reliable incorporation into diverse aromatic mixtures.

FAQ

What is geranyl anthranilate and what are its main characteristics?
Geranyl anthranilate is an aromatic ester used primarily as a fragrance compound. It is chemically formed from geraniol and anthranilic acid and is known for a floral odor profile reminiscent of neroli, rose, and honeysuckle. Typically existing as a clear liquid, it contributes complex floral and fruity notes to perfumery. The compound is documented under various chemical synonyms and recognized in databases such as PubChem for its structural and physicochemical data.
How is geranyl anthranilate used and where is it commonly applied?
This compound is widely applied within the fragrance industry as an ingredient to enhance floral and fruity scent profiles. It complements aromatic notes associated with apple, apricot, gardenia, and orange blossom, among others. Geranyl anthranilate is utilized in perfumes, personal care products, and other aromatic formulations. Usage guidelines governed by industry standards like IFRA ensure its safe concentrations during incorporation in such products.
What regulatory considerations apply to geranyl anthranilate and how is it sourced?
Geranyl anthranilate is regulated under standards including the IFRA (Global) Code of Practice, which recommends usage levels up to 10% in fragrance concentrates to maintain safety. It is not approved for flavoring use. The compound is synthetically manufactured, typically through esterification processes involving geraniol and anthranilic acid. Safety assessments from authoritative bodies report no significant hazard classifications, though standard precautions to avoid direct skin or eye contact are advised.

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

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
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2922.49.3800
ChemSpider:View

General Material Information

Preferred name geranyl anthranilate
Trivial Name 2,6-Octadien-1-ol, 3,7-dimethyl-, 1-(2-aminobenzoate), (2E)-
Short Description (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-aminobenzoate
Formula C17 H23 N O2
CAS Number 67874-69-5
ECHA Number 267-497-6
FDA UNII Search
Nikkaji Number J287.582I
xLogP3-AA 5.00 (est)
NMR Predictor External link
Synonyms
  • (E)-3,7-dimethyl octa-2,6-dienyl anthranilate
  • 3,7-dimethyl octa-2,6-dienyl anthranilate
  • (E)-3,7-dimethyl-2,6-octadienyl anthranilate
  • 3,7-dimethyl-2,6-octadienyl anthranilate
  • (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-aminobenzoate
  • (E)-3,7-dimethylocta-2,6-dienyl anthranilate
  • [(2E)-3,7-dimethylocta-2,6-dienyl] 2-aminobenzoate
  • (E)- geranyl anthranilate
  • (E)- neryl anthranilate
  • 2,6-octadien-1-ol, 3,7-dimethyl-, 2-aminobenzoate, (2E)-
  • [(2E)-3,7-dimethylocta-2,6-dienyl] 2-aminobenzoate
  • 2,6-Octadien-1-ol, 3,7-dimethyl-, 1-(2-aminobenzoate), (2E)-
  • 2,6-Octadien-1-ol, 3,7-dimethyl-, 2-aminobenzoate, (E)-
  • Anthranilic acid, trans-3,7-dimethyl-2,6-octadienyl ester
  • 2,6-Octadien-1-ol, 3,7-dimethyl-, 2-aminobenzoate, (2E)-

Suppliers

BOC Sciences

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 273.3757019043
Vapor Density 1
Flash Point TCC Value 100 °C TCC
logP (o/w) 5.976 est
Solubility
alcohol Yes
water, 0.06384 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Floral
neroli, rose, geranium, honeysuckle, floral
Luebke, William tgsc, (1998) At 100.00 %. neroli rose geranium honeysuckle genista

Potential Uses

Applications
Odor purposes Apple , Apricot , Banana , Currant , Gardenia , Genet , Gooseberry , Heather , Honeysuckle , Jasmin , Lilac , Lily of the valley , Neroli , Orange blossom , Raspberry , Rose , Woody
Other purposes Dry , Gorse

Safety Information

Safety information

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)
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 geranyl anthranilate usage levels up to:
10.0000 % in the fragrance concentrate.
Recommendation for geranyl anthranilate 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):67874-69-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6437163
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
[(2E)-3,7-dimethylocta-2,6-dienyl] 2-aminobenzoate
Chemidplus:0067874695