We have found
46590
results matching your criteria.
Please wait while we search...
citral diethyl acetal
Citral diethyl acetal is a synthetic citrus-flavored compound used in flavor and fragrance formulations for its fresh lemon peel and waxy citrus aroma.
General Material Description
Citral diethyl acetal is a synthetic organic compound classified as a diethyl acetal derivative of citral, with the molecular formula C14H26O2. It appears as a colorless to pale yellow liquid. The compound is known for its characteristic medium-strength citrus odor reminiscent of fresh lemon peel with a green, waxy nuance. Widely used as a flavor and fragrance ingredient, this chemical provides citrus notes in various formulations. It is recognized by several synonyms, including 1,1-diethoxy-3,7-dimethyl-2,6-octadiene and Citrathal (commercial name). Citral diethyl acetal is generally synthesized through chemical processes involving citral precursors and is integrated into products to mimic or enhance citrus scents or flavors. For structural and chemical property details, it is indexed in databases such as PubChem.
Occurrence, Applicability & Potential Uses
Citral diethyl acetal does not naturally occur in significant quantities but is chemically derived for use in flavor and fragrance products. It is prevalent in formulations aiming to replicate or enhance citrus odors and flavors, notably lemon, lime, grapefruit, mandarin, bergamot, and orange. Its applications cover both perfuming agents in cosmetics and flavor agents in the food industry. Due to its citrus aroma nuances, it also serves as a substitute for certain essential oils like eucalyptus or citronella in colognes and household products. Usage adheres to guidelines such as the FEMA (US) Register, where it is assigned number 2304, and safety evaluations are consistent with IFRA (Global) Code of Practice recommendations. The compound's versatility extends to inclusion in diverse product types, including green and floral notes in fragrances, and products emphasizing clean, fresh citrus character.
Physico-Chemical Properties Summary
Citral diethyl acetal exhibits several physical and chemical properties significant for formulation. It is a liquid with a molecular weight of 226.36 g/mol and a chemical formula of C14H26O2. The compound has a relatively high partition coefficient (log P approx. 4.2 to 4.6 estimated), indicating lipophilicity, which influences its solubility and volatility. Its specific gravity ranges from 0.864 to 0.879 at 25 °C, and the refractive index varies between 1.445 and 1.455 at 20 °C. It has a flash point of approximately 174 °F (79 °C), suggesting moderate flammability. The boiling point at reduced pressure (140 to 142 °C at 15 mm Hg) reflects volatility under vacuum conditions. Solubility is limited in water but good in alcohol, dipropylene glycol, and triethyl citrate. Vapor pressure at 25 °C is low (~0.005 mm Hg), indicating it volatilizes slowly at room temperature. These parameters inform handling, blending, and stability considerations in fragrance and flavor compositions.
FAQ
What is citral diethyl acetal and how is it used?
Citral diethyl acetal is a synthetic aroma chemical derived from citral, used primarily as a flavor and fragrance ingredient. It imparts medium-strength citrus notes with green and waxy nuances reminiscent of fresh lemon peel. This compound finds applications in perfuming agents and flavor formulations to enhance scents resembling citrus fruits such as lemon, lime, and grapefruit. It is valued for its relatively long substantivity and ability to mimic natural citrus odors in products.
Where is citral diethyl acetal typically applied and under what regulatory guidelines?
This compound is applied in the cosmetic and food industries, mainly as a citrus scent or flavoring in products like colognes, household cleaners, and certain flavored foods or beverages. Regulatory compliance includes assessments by FEMA (US), where it holds number 2304, and adherence to the IFRA (Global) Code of Practice, which recommends usage limits up to 5% in fragrance concentrates. Its safety profile has been evaluated by JECFA and EFSA, supporting controlled use in consumer products.
What safety and sourcing information should be considered for citral diethyl acetal?
Citral diethyl acetal is classified as a combustible liquid with specific precautionary measures for storage and handling to avoid fire hazards. Toxicological evaluations indicate low acute toxicity, with high oral and dermal LD50 values in animal studies. It has been reviewed by multiple regulatory bodies including FEMA, IFRA, JECFA, and EFSA. Synthesis typically involves chemical modification of citral, and it is not widely found in natural sources. Use should comply with established exposure limits to ensure consumer safety.
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 |
| FDA Substances Added to Food (formerly EAFUS): | View |
| HMDB (The Human Metabolome Database): | HMDB40228 |
| FooDB: | FDB019942 |
| Export Tariff Code: | 2911.00.5000 |
| ChemSpider: | View |
General Material Information
| Preferred name | citral diethyl acetal |
| Trivial Name | Citral diethyl acetal |
| Short Description | 1,1-diethoxy-3,7-dimethyl-2,6-octadiene |
| Formula | C14 H26 O2 |
| CAS Number | 7492-66-2 |
| FEMA Number | 2304 |
| Flavis Number | 6.004 |
| ECHA Number | 231-323-7 |
| FDA UNII | R155R4727D |
| MDL | MFCD00036575 |
| COE Number | 38 |
| xLogP3-AA | 4.20 (est) |
| NMR Predictor | External link |
| JECFA Food Flavoring | 948 citral diethyl acetal |
| FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm | 7492-66-2 ; CITRAL DIETHYL ACETAL |
| Synonyms |
|
Suppliers
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 226.35961914062 |
| Specific gravity | @ 25 °C |
| Pounds per Gallon | 7.189 to 7.314 |
| Refractive Index | 1.445 to 1.455 @ 20 °C |
| Boiling Point | 140 to 142°C @ 15 mm Hg |
| Acid Value | 2 max KOH/g |
| Vapor Pressure | 0.005 mmHg @ 25 °C |
| Flash Point TCC Value | 78.89 °C TCC |
| logP (o/w) | 4.585 est |
| Solubility | |
| alcohol | Yes |
| dipropylene glycol | Yes |
| triethyl citrate | Yes |
| water, 2.454 mg/L @ 25 °C (est) | Yes |
| water | No |
| Stability | |
| alkalis | Unspecified |
| bath foam | Unspecified |
| fabric softener | Unspecified |
| houshold cleaner | Unspecified |
| soap | Unspecified |
Organoleptic Properties
| Odor Type: Citrus | |
| green, fresh, citrus, lemon peel, waxy, sweet, floral | |
| Odor strength | medium |
| Substantivity | 32 hour(s) at 100.00 % |
| Luebke, William tgsc, (1987) | At 100.00 %. green fresh citrus lemon peel waxy |
| Mosciano, Gerard P&F 17, No. 5, 127, (1992) | Sweet citrus, green, floral, waxy, lemon peel |
| Flavor Type: Citrus | |
| green, citrus, lemon, waxy | |
| Mosciano, Gerard P&F 17, No. 5, 127, (1992) | At 10.00 ppm. Green, citrus lemon with a waxy nuance |
Potential Uses
| Applications | |
| Odor purposes | Bergamot , Citronella , Citrus , Cologne , Eucalyptus oil replacer , Geranium , Grapefruit , Green , Lavender , Lemon , Lime , Magnolia , Mandarin , Orange , Rose , Verbena |
| Other purposes | Peel |
| Cosmetic purposes | Perfuming agents |
Safety Information
Safety information
| Preferred SDS: View | |
| Hazards identification | |
| Classification of the substance or mixture | |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) | |
| Flammable liquids (Category 4), H227 | |
| GHS Label elements, including precautionary statements | |
| Pictogram |  |
| Signal word | Warning |
| Hazard statement(s) | |
| H227 - Combustible liquid | |
| Precautionary statement(s) | |
| P210 - Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P264 - Wash skin thouroughly after handling. P280 - Wear protective gloves/protective clothing/eye protection/face protection. P370 + P378 - In case of fire: Use dry sand, dry chemical or alcohol-resistant foam for extinction. P403 + P235 - Store in a well-ventilated place. Keep cool. P501 - Dispose of contents/ container to an approved waste disposal plant. | |
| Human Experience: | |
| 4 % solution: no irritation or sensitization. | |
| Oral/Parenteral Toxicity: | |
| oral-rat LD50 > 5000 mg/kg Food and Chemical Toxicology. Vol. 21, Pg. 677, 1983. | |
| Dermal Toxicity: | |
| skin-rabbit LD50 > 5000 mg/kg Food and Chemical Toxicology. Vol. 21, Pg. 677, 1983. | |
| 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 citral diethyl acetal usage levels up to: | |||
| 5.0000 % in the fragrance concentrate. | |||
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 3.40 (μg/capita/day) | ||
| Maximised Survey-derived Daily Intakes (MSDI-USA): | 0.00 (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 ppm | average maximum ppm | ||
| baked goods: | - | - | |
| beverages(nonalcoholic): | - | 0.03000 | |
| beverages(alcoholic): | - | - | |
| breakfast cereal: | - | - | |
| cheese: | - | - | |
| chewing gum: | - | - | |
| condiments / relishes: | - | 110.00000 | |
| confectionery froastings: | - | - | |
| egg products: | - | - | |
| fats / oils: | - | - | |
| fish products: | - | - | |
| frozen dairy: | - | - | |
| fruit ices: | - | - | |
| gelatins / puddings: | - | - | |
| granulated sugar: | - | - | |
| gravies: | - | - | |
| hard candy: | - | 0.13000 | |
| 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 3 (FGE.03); Acetals of branched- and straight-chain aliphatic saturated primary alcohols and branched- and straight-chain saturated aldehydes, and a orthoester of formic acid, from chemical groups 1 and 2 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) View page or View pdf |
| Flavouring Group Evaluation 3, Revision 1 (FGE.03Rev1): Acetals of branched- and straight-chain aliphatic saturated primary alcohols and branched- and straight-chain saturated or unsaturated aldehydes, an ester of a hemiacetal and an orthoester of formic acid, from chemical groups 1, 2 & 4 Commission Regulation (EC) No 1565/2000 of 18 July 2000) [1] - Scientific Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)on a request from the Commission View page or View pdf |
| Flavouring Group Evaluation 61, Revision 1 (FGE.61Rev1): Consideration of aliphatic acetals evaluated by JECFA (57th meeting) structurally related to acetals of branched- and straight-chain aliphatic saturated primary alcohols and branched- and straight-chain saturated aldehydes and one orthoester of formic acid evaluated View page or View pdf |
| Flavouring Group Evaluation 202: 3-Alkylated aliphatic acyclic alpha,beta-unsaturated aldehydes and precursors with or without additional double bonds from chemical subgroup 1.1.3 of FGE.19[1] View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 3, Revision 2 (FGE.03Rev2): Acetals of branched- and straight-chain aliphatic saturated primary alcohols and branched- and straight-chain saturated or unsaturated aldehydes, an ester of a hemiacetal and an orthoester of formic acid, from chemical groups 1, 2 and 4 View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 61 Revision 2 (FGE.61Rev2): consideration of aliphatic acetals evaluated by JECFA (57th, 63rd and 68th meetings) structurally related to acetals evaluated by EFSA in FGE.03Rev2 View page or View pdf |
| EPI System: View |
| Chemical Carcinogenesis Research Information System:Search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):7492-66-2 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :24113 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| 1,1-diethoxy-3,7-dimethylocta-2,6-diene |
| Chemidplus:0007492662 |
| EPA/NOAA CAMEO:hazardous materials |
| RTECS:RG5080000 for cas# 7492-66-2 |