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rhodinyl butyrate

Rhodinyl butyrate is a floral ester with fruity rose and geranium notes used in flavor and fragrance applications.
Chemical Structure

General Material Description

Rhodinyl butyrate, chemically known as 3,7-dimethyl-7-octen-1-yl butanoate, is an ester with the molecular formula C14H26O2. This compound exhibits a distinctive floral odor characterized by fruity notes reminiscent of red rose, tropical berries, and geranium, combined with balsamic and powdery nuances, making it valuable for aroma applications. It is also described as having a matching floral flavor profile, supporting its dual use in taste and scent formulations. Known by several synonyms, including butyric acid esters of 3,7-dimethyl-7-octen-1-ol, rhodinyl butyrate is naturally found in geranium and is primarily utilized as a flavor and fragrance agent. Its detailed chemical structure and identity are recorded in authoritative sources such as PubChem, confirming its status within flavor chemistry.

Occurrence, Applicability & Potential Uses

Rhodinyl butyrate naturally occurs in geranium, contributing to the plant's characteristic aroma. It is widely employed in the flavor and fragrance industry to impart floral notes reminiscent of rose, geranium, and various tropical fruits such as apple, blackberry, cranberry, and pear. Due to its pleasant fruity and floral qualities, it is integrated into perfumes, personal care products, and multiple food flavorings. Its use conforms to safety standards established by FEMA (US) and JECFA (Global), which regulate concentration levels and applications to ensure consumer protection. These standards support its application for enhancing the sensory profile of baked goods, confectionery, beverages, and other consumables.

Physico-Chemical Properties Summary

Rhodinyl butyrate's physical and chemical characteristics influence its suitability for formulation in flavor and fragrance products. It has a molecular weight of 226.36 g/mol and demonstrates moderate hydrophobicity with an estimated logP value of 5.225. The compound has a specific gravity ranging from 0.884 to 0.893 at 20°C and a very low vapor pressure of 0.002 mmHg at 25°C, indicating low volatility under ambient conditions. The flash point is measured at approximately 100°C (212°F), suggesting it is relatively stable to heat in typical processing scenarios. Its solubility profile indicates it is soluble in alcohol and slightly soluble in water at 0.5036 mg/L (estimated at 25°C), which informs its handling and blending characteristics. These combined properties contribute to its persistence and intensity in finished aroma compositions.

FAQ

What is rhodinyl butyrate and what are its main characteristics?
Rhodinyl butyrate is an ester known chemically as 3,7-dimethyl-7-octen-1-yl butanoate with the formula C14H26O2. It presents a floral odor profile with fruity and geranium-like notes. The compound is commonly used in flavor and fragrance applications due to its characteristic rose and tropical fruit aroma and flavor.
Where does rhodinyl butyrate occur naturally and how is it typically used?
This compound is naturally present in geranium plants, contributing to their floral fragrance. It is applied extensively in perfume and flavor formulations to enhance floral and fruity sensory effects. Use cases include incorporation in baked goods, beverages, confectionery, and personal care products where a floral aroma or flavor is desired.
What regulations and safety considerations apply to rhodinyl butyrate in flavor and fragrance uses?
Rhodinyl butyrate is regulated under FEMA (US) with FEMA number 2982 and by JECFA (Global) as flavoring agent number 68. Safety evaluations indicate low acute toxicity, and IFRA guidelines recommend usage up to 5% in fragrance concentrates. It is classified as an irritant under European rules, necessitating protective measures during handling but exhibits no significant sensitization at low concentrations.

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
HMDB (The Human Metabolome Database):HMDB37188
FooDB:FDB016190
Export Tariff Code:2915.60.0000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

General Material Information

Preferred name rhodinyl butyrate
Trivial Name 3,7-Dimethyl-7-octen-1-yl butanoate
Short Description 3,7-dimethyl-7-octen-1-yl butyrate
Formula C14 H26 O2
CAS Number 141-15-1
FEMA Number 2982
Flavis Number 9.927
ECHA Number 205-462-9
FDA UNII 6JNM5LMT58
Nikkaji Number J184.434B
COE Number 284
NMR Predictor External link
JECFA Food Flavoring 68 rhodinyl butyrate
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 141-15-1 ; RHODINYL BUTYRATE
Synonyms
  • butanoic acid, 3,7-dimethyl-7-octenyl ester
  • butyric acid, 3,7-dimethyl-7-octenyl ester
  • 3,7-dimethyl-6 or 7-octen-1-yl butanoate
  • 3,7-dimethyl-7-octen-1-yl butanoate
  • 3,7-dimethyl-7-octen-1-yl butyrate
  • 3,7-dimethyl-7-octenyl butanoate
  • 3,7-dimethyloct-7-enyl butanoate
  • rhodinyl butyrate natural
  • 3,7-dimethyloct-7-enyl butanoate
  • Butanoic acid, 3,7-dimethyl-7-octen-1-yl ester
  • 7-Octen-1-ol, 3,7-dimethyl-, butyrate
  • 3,7-Dimethyl-7-octen-1-yl butanoate
  • 2,6-Dimethyl-1-octen-8-ol ester with butyric acid
  • 2,6-Dimethyl-1-octen-8-yl butyrate

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 226.35961914062
Specific gravity @ 20 °C
Pounds per Gallon 7.364 to 7.439
Acid Value 1 max KOH/g
Vapor Pressure 0.002 mmHg @ 25 °C
Flash Point TCC Value 100 °C TCC
logP (o/w) 5.225 est
Solubility
alcohol Yes
water, 0.5036 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Floral
fruity, rose red rose, tropical, berry, geranium
Luebke, William tgsc, (1987) At 100.00 %. fruity red rose tropical berry geranium
Flavor Type: Floral
floral, rose, balsamic, tropical, powdery, geranium, citrus
Luebke, William tgsc, (1987) Floral rose balsamic tropical powdery geranium citrus

Occurrences

Safety Information

Safety information

European information :
Most important hazard(s):
Xi - Irritant
R 38 - Irritating to skin.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
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.
Human Experience:
12 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg
(Moreno, 1975f)

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 rhodinyl butyrate usage levels up to:
5.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): ND (μg/capita/day)
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: -9.70000
beverages(nonalcoholic): -0.94000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -1.10000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -1.10000
fruit ices: -1.10000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -3.00000
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):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 6 (FGE.06): Straight-and branched-chain aliphatic unsatured primary alcohols, aldehydes, carboxylic acids, and esters from chemical groups 1 and 4
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):141-15-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :61093
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
3,7-dimethyloct-7-enyl butanoate
Chemidplus:0000141151