We have found
46589
results matching your criteria.
Please wait while we search...
hydroxycitronellal dimethyl acetal
Hydroxycitronellal dimethyl acetal is a chemical compound used mainly as a floral fragrance ingredient with waxy and lily-like aroma notes in flavor and perfume applications.
General Material Description
Hydroxycitronellal dimethyl acetal is a synthetic organic compound belonging to the acetal group, characterized chemically as 1,1-dimethoxy-3,7-dimethyloctan-7-ol. It appears as a clear liquid and possesses a low-intensity floral odor profile described as reminiscent of lily, lilac, and orange blossom with waxy undertones. The compound is also recognized by various synonyms including dimethyl acetal of hydroxy citronellal and 8,8-dimethoxy-2,6-dimethyl octan-2-ol. This substance is extensively documented in controlled-vocabulary databases such as PubChem, confirming its molecular formula C12H26O3 and molecular weight of about 218.34 g/mol. It is typically synthesized chemically for use in flavor and fragrance formulations rather than isolated from natural sources. The compound’s utility stems from its stable organoleptic properties and acceptable safety profile in regulated applications.
Occurrence, Applicability & Potential Uses
Hydroxycitronellal dimethyl acetal does not commonly occur naturally but is primarily made through synthetic chemical processes. It is applied mainly within the flavor and fragrance industries where it imparts subtle, refined floral and waxy notes reminiscent of lily of the valley and orange blossom. Recognized and evaluated by FEMA (US) and included in IFRA (Global) guidelines, it is used as a perfuming agent and in flavor compositions at controlled concentrations. Its applications extend to perfumes, cosmetics, and various food flavorings where its delicate aroma enhances product complexity without overpowering other ingredients. Regulatory compliance involves adherence to maximum usage limits defined by IFRA, often up to 10% in fragrance concentrates, ensuring consumer safety and formulation stability.
Physico-Chemical Properties Summary
Hydroxycitronellal dimethyl acetal exhibits physicochemical properties conducive to its use in flavors and fragrances. It has a relatively low vapor pressure of 0.001 mmHg at 25°C and a flash point near 100°C (212°F), indicating moderate volatility and safety in handling. Its specific gravity ranges from 0.924 to 0.933 at ambient temperatures around 20–25°C, signifying a liquid density slightly lower than water. The refractive index measured at 20°C lies between 1.44 and 1.444, consistent with esters and acetals of similar molecular weight. The compound is slightly soluble in alcohols and dipropylene glycol but has limited water solubility, estimated at 829.5 mg/L at 25°C. It remains stable under typical storage and formulation conditions but shows sensitivity to alkaline environments. The estimated logP value of 1.76 suggests moderate lipophilicity, favoring its use in both aqueous and oil-based systems.
FAQ
What is hydroxycitronellal dimethyl acetal and what synonyms does it have?
Hydroxycitronellal dimethyl acetal is an organic compound used primarily as a floral fragrance and flavoring agent. Chemically, it is known as 1,1-dimethoxy-3,7-dimethyloctan-7-ol with the molecular formula C12H26O3. It has multiple synonyms including dimethyl acetal of hydroxy citronellal, 8,8-dimethoxy-2,6-dimethyloctan-2-ol, and hydroxycitronellal DMA. These alternative names arise from its chemical structure and related synthetic derivatives. It is notable for its low-strength floral odor with waxy, lily-like characteristics, making it valuable in perfumery and flavor compositions.
How is hydroxycitronellal dimethyl acetal used and where is it typically applied?
This compound finds use chiefly as a flavor and fragrance ingredient, imparting delicate floral notes such as lilac, lily, lily of the valley, and orange blossom with waxy nuances. It is extensively incorporated in perfumes, cosmetic products, and selected food flavorings. Hydroxycitronellal dimethyl acetal is used at controlled concentrations, often up to 10% in fragrance concentrates as recommended by IFRA (Global). It is a synthetic substance, not naturally occurring, manufactured for stability and consistent sensory performance. Its moderate solubility in alcohol and fixed oils supports formulation flexibility.
What regulations and safety standards apply to hydroxycitronellal dimethyl acetal?
The substance is subject to safety assessments and regulations such as those published by FEMA (US) where it holds FEMA number 2585, and IFRA (Global) which specifies usage levels to ensure safe consumer exposure. European regulations under REACH include evaluations for flavoring group evaluations by EFSA related to structurally similar acetals. Safety data classify it as an irritant to skin and eyes per EU hazard labeling, with precautionary measures advised during handling. Oral toxicity data indicate low acute toxicity (rat LD50 > 5000 mg/kg). There are no identified GHS hazard classifications under OSHA (US). Comprehensive safety reviews are accessible via RIFM assessments and official food and fragrance regulatory bodies.
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 |
| CHEMBL: | View |
| HMDB (The Human Metabolome Database): | HMDB40219 |
| FooDB: | FDB019931 |
| Export Tariff Code: | 2911.00.5000 |
| ChemSpider: | View |
| FAO: | Hydroxycitronellal dimethyl acetal |
General Material Information
| Preferred name | hydroxycitronellal dimethyl acetal |
| Trivial Name | Hydroxycitronellal dimethyl acetal |
| Short Description | 1,1-dimethoxy-3,7-dimethyloctan-7-ol |
| Formula | C12 H26 O3 |
| CAS Number | 141-92-4 |
| FEMA Number | 2585 |
| Flavis Number | 6.011 |
| ECHA Number | 205-510-9 |
| FDA UNII | K989V651N4 |
| Nikkaji Number | J1.192D |
| MDL | MFCD00021816 |
| COE Number | 45 |
| xLogP3-AA | 2.40 (est) |
| Bio Activity Summary | External link |
| NMR Predictor | External link |
| JECFA Food Flavoring | 612 hydroxycitronellal dimethyl acetal |
| FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm | 141-92-4 ; HYDROXYCITRONELLAL DIMETHYL ACETAL |
| Synonyms |
|
Suppliers
PhysChem Properties
| Material listed in food chemical codex | Yes |
| Molecular weight | 218.33682250977 |
| Specific gravity | @ 25 °C |
| Pounds per Gallon | 7.689 to 7.755 |
| Specific gravity | @ 20 °C |
| Pounds per Gallon | 7.706 to 7.773 |
| Refractive Index | 1.44 to 1.444 @ 20 °C |
| Acid Value | 1 max KOH/g |
| Vapor Pressure | 0.001 mmHg @ 25 °C |
| Flash Point TCC Value | 100 °C TCC |
| logP (o/w) | 1.762 est |
| Solubility | |
| alcohol, slightly | Yes |
| dipropylene glycol | Yes |
| fixed oils | Yes |
| water, 829.5 mg/L @ 25 °C (est) | Yes |
| glycerin | No |
| water | No |
| Stability | |
| alkalis | Unspecified |
Organoleptic Properties
| Odor Type: Floral | |
| lily, rose, muguet, waxy, green, lily of the valley | |
| Odor strength | low |
| Substantivity | 400 hour(s) at 100.00 % |
| Luebke, William tgsc, (1989) | At 100.00 %. lily rose acetate waxy green |
| Flavor Type: Waxy | |
| floral, waxy, soapy, tropical | |
| Luebke, William tgsc, (1989) | Floral waxy soapy tropical |
Potential Uses
| Applications | |
| Odor purposes | Lilac , Lily , Lily of the valley , Orange blossom |
| Cosmetic purposes | Perfuming agents |
Safety Information
Safety information
| European information : | |
| Most important hazard(s): | |
| Xi - Irritant | |
| R 36/38 - Irritating to skin and eyes. S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. 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) | |
| None found. | |
| GHS Label elements, including precautionary statements | |
| Pictogram | |
| Hazard statement(s) | |
| None found. | |
| Precautionary statement(s) | |
| None found. | |
| Oral/Parenteral Toxicity: | |
| oral-rat LD50 > 5000 mg/kg (Shelanski & Moldovan, 1973a | |
| 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 hydroxycitronellal dimethyl acetal usage levels up to: | |||
| 10.0000 % in the fragrance concentrate. | |||
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 0.037 (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 ppm | average maximum ppm | ||
| baked goods: | 0.50000 | 20.00000 | |
| beverages(nonalcoholic): | - | 10.00000 | |
| beverages(alcoholic): | - | - | |
| breakfast cereal: | - | - | |
| cheese: | - | - | |
| chewing gum: | - | - | |
| condiments / relishes: | - | - | |
| confectionery froastings: | - | - | |
| egg products: | - | - | |
| fats / oils: | - | - | |
| fish products: | - | - | |
| frozen dairy: | - | 0.50000 | |
| fruit ices: | - | 0.50000 | |
| gelatins / puddings: | - | - | |
| granulated sugar: | - | - | |
| gravies: | - | - | |
| hard candy: | - | 24.00000 | |
| 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 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 |
| Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission related to - Flavouring Group Evaluation 10: Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - (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 10, Revision 1 (FGE10 Rev1)[1] - Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC) View page or View pdf |
| Flavouring Group Evaluation 64 (FGE.64): Consideration of aliphatic acyclic diols, triols, and related substances evaluated by JECFA (57th meeting) structurally related to aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 evaluated by EFSA in FGE.10Rev1 (EFSA, 2008ab) View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 92 (FGE.92): Consideration of aliphatic acyclic diols, triols, and related substances evaluated by JECFA (68th meeting) structurally related to aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones evaluated by EFSA in FGE.10Rev1 (2009) View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 10, Revision 2 (FGE.10Rev2): Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 View page or View pdf |
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):141-92-4 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :8863 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| 8,8-dimethoxy-2,6-dimethyloctan-2-ol |
| Chemidplus:0000141924 |
| RTECS:RG7900000 for cas# 141-92-4 |