alpha-cyclocitral

2,6,6-trimethylcyclohex-2-ene-1-carbaldehyde

CAS: 432-24-6 C10 H16 O MW: 152.23672000

Identification

Namealpha-cyclocitral
IUPAC2,6,6-trimethylcyclohex-2-ene-1-carbaldehyde
CAS Number432-24-6
EINECS207-080-8
FDA UNII762EWR23N8
Molecular FormulaC10 H16 O
Molecular Weight152.23672000
Nikkaji NumberJ127.247K
CoE Number10326

Regulatory

DG SANTE Food Flavourings05.182 2,6,6-trimethylcyclohex-2-ene-1-carbaldehyde

Physical Properties

Appearance colorless to yellow clear liquid (est)
Assay 99.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.95000 to 0.95700 @ 20.00 °C., 0.95000 to 0.95700 @ 25.00 °C.
Pounds per Gallon - (est). 7.914 to 7.972
Pounds per Gallon - est. 7.905 to 7.963
Refractive Index 1.47000 to 1.48000 @ 20.00 °C., 1.47600 to 1.48300 @ 20.00 °C.
Boiling Point 196.00 to 197.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.382000 mmHg @ 25.00 °C. (est)
Flash Point 148.00 °F. TCC ( 64.44 °C. )
logP (o/w) 2.855 (est)
Soluble in alcohol
Insoluble in water

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Maximised Survey-derived Daily Intakes (MSDI-EU)0.061 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)2.1 (μg/person/day)
Threshold of Concern1800 (μg/person/day)
Structure ClassI
Dairy products, excluding products of category 02.0 (01.0)-
Fats and oils, and fat emulsions (type water-in-oil) (02.0)-
Edible ices, including sherbet and sorbet (03.0)0.01000
Processed fruit (04.1)0.00500
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)-
Confectionery (05.0)0.00600
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)-
Bakery wares (07.0)-
Meat and meat products, including poultry and game (08.0)-
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)-
Eggs and egg products (10.0)-
Sweeteners, including honey (11.0)-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)-
Foodstuffs intended for particular nutritional uses (13.0)-
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)0.00200
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)-
Ready-to-eat savouries (15.0)-
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)-

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Potential Uses

None Found

Natural Occurrence

bay leaf oil lemon @ 0.2% Data brandy grape brandy PMC gentian root tomato

Synonyms

a- cyclociral alpha- cyclocitral 2- cyclohexene-1-carboxaldehyde, 2,6,6-trimethyl- 2,6,6- trimethyl cyclohex-2-ene-1-carbaldehyde 2,6,6- trimethyl-2-cyclohexene-1-carboxaldehyde 2,6,6- trimethylcyclohex-2-ene-1-carbaldehyde 2,6,6- trimethylcyclohex-2-enecarbaldehyde US Patents: 3,940,499 - Food or flavor containing 2,6,6-trimethyl-1-cyclohexen-1-ylacetaldehyde PubMed: Analysis of Five Earthy-Musty Odorants in Environmental Water by HS-SPME/GC-MS. PubMed: Characterization of typical taste and odor compounds formed by Microcystis aeruginosa. PubMed: Carotenoid oxidation products as stress signals in plants. PubMed: Review of stress specific organelles-to-nucleus metabolic signal molecules in plants. PubMed: Total synthesis and biological evaluation of an antifungal tricyclic o-hydroxy-p-quinone methide diterpenoid. PubMed: Off-flavor compounds from decaying cyanobacterial blooms of Lake Taihu. PubMed: Lactones 43. New biologically active lactones: β-cyclocitral derivatives. PubMed: Loss of plastoglobule kinases ABC1K1 and ABC1K3 causes conditional degreening, modified prenyl-lipids, and recruitment of the jasmonic acid pathway. PubMed: Reconsidering the nature and mode of action of metabolite retrograde signals from the chloroplast. PubMed: Development of models for predicting the predominant taste and odor compounds in Taihu Lake, China. PubMed: Volatile organic compounds derived from 2-keto-acid decarboxylase in Microcystis aeruginosa. PubMed: Nonenzymic carotenoid oxidation and photooxidative stress signalling in plants. PubMed: Synthesis of CDE molecular fragments related to sendanin mediated by titanocene(III). PubMed: Treatment with algae extracts promotes flocculation, and enhances growth and neutral lipid content in Nannochloropsis oculata--a candidate for biofuel production. PubMed: Carotenoid oxidation products are stress signals that mediate gene responses to singlet oxygen in plants. PubMed: Characterization of intracellular & extracellular algae organic matters (AOM) of Microcystic aeruginosa and formation of AOM-associated disinfection byproducts and odor & taste compounds. PubMed: Microwave-assisted purge-and-trap extraction device coupled with gas chromatography and mass spectrometry for the determination of five predominant odors in sediment, fish tissues, and algal cells. PubMed: The management of undesirable cyanobacteria blooms in channel catfish ponds using a constructed wetland: Contribution to the control of off-flavor occurrences. PubMed: Degradation and formation of wood odorant β-cyclocitral during permanganate oxidation. PubMed: Simultaneous determination of eight common odors in natural water body using automatic purge and trap coupled to gas chromatography with mass spectrometry. PubMed: Solid-phase extraction and GC-MS analysis of potentially genotoxic cleavage products of β-carotene in primary cell cultures. PubMed: β-cyclocitral, a grazer defence signal unique to the cyanobacterium Microcystis. PubMed: A systematic study on spatial and seasonal patterns of eight taste and odor compounds with relation to various biotic and abiotic parameters in Gonghu Bay of Lake Taihu, China. PubMed: Kinetics of cell lysis for Microcystis aeruginosa and Nitzschia palea in the exposure to β-cyclocitral. PubMed: Analytical aspects of cyanobacterial volatile organic compounds for investigation of their production behavior. PubMed: Carotenoid content impacts flavor acceptability in tomato (Solanum lycopersicum). PubMed: {beta}-Apocarotenoids do not significantly activate retinoic acid receptors {alpha} or {beta}. PubMed: Blue color formation of cyanobacteria with beta-cyclocitral. PubMed: Disinfection by-products from halogenation of aqueous solutions of terpenoids. PubMed: Metabolite and target transcript analyses during Crocus sativus stigma development. PubMed: A very efficient route toward the 4a-methyltetrahydrofluorene skeleton: short synthesis of (+/-)-dichroanone and (+/-)-taiwaniaquinone H. PubMed: Occurrence of dissolved and particle-bound taste and odor compounds in Swiss lake waters. PubMed: [Ozonation of odorous organic compounds in eutrophic water]. PubMed: The degradation of (all-E)-beta-carotene by cigarette smoke. PubMed: Global sensitivity analysis for model-based prediction of oxidative micropollutant transformation during drinking water treatment. PubMed: Lysis of cyanobacteria with volatile organic compounds. PubMed: Synthesis, antimicrobial and antineoplastic activities for agelasine and agelasimine analogs with a beta-cyclocitral derived substituent. PubMed: Studies on the aroma of maté (Ilex paraguariensis St. Hil.) using headspace solid-phase microextraction. PubMed: Annual dynamics and origins of the odorous compounds in the pilot experimental area of Lake Dianchi, China. PubMed: Daphnia behavioural responses to taste and odour compounds: ecological significance and application as an inline treatment plant monitoring tool. PubMed: Fibrillin influence on plastid ultrastructure and pigment content in tomato fruit. PubMed: Oxidation kinetics of selected taste and odor compounds during ozonation of drinking water. PubMed: Dunaliella salina microalga pressurized liquid extracts as potential antimicrobials. PubMed: Efficient route to 4a-methyltetrahydrofluorenes: a total synthesis of (+/-)-dichroanal B via intramolecular Heck reaction. PubMed: Generation of aroma compounds from Ditaxis heterantha by Saccharomyces cerevisiae. PubMed: Carotenoid pigmentation affects the volatile composition of tomato and watermelon fruits, as revealed by comparative genetic analyses. PubMed: Identification and aroma impact of norisoprenoids in orange juice. PubMed: Volatile organic compound (VOC) analysis and sources of limonene, cyclohexanone and straight chain aldehydes in axenic cultures of Calothrix and Plectonema. PubMed: Beta-carotene cleavage products after oxidation mediated by hypochlorous acid--a model for neutrophil-derived degradation. PubMed: A peroxidase from Lepista irina cleaves beta,beta-carotene to flavor compounds. PubMed: Cleavage of beta,beta-carotene to flavor compounds by fungi. PubMed: Synthesis of CDE and BCDE molecular fragments of the limonoids havanensin and azadiradione. PubMed: Effect of high irradiance and iron on volatile odour compounds in the cyanobacterium Microcystis aeruginosa. PubMed: Synthesis of 9E- and 9Z-locked retinoic acid analogs as ligands for RAR and RXR. PubMed: Volatile organic chemicals of a shore-dwelling cyanobacterial mat community. PubMed: Dynamics of the volatile organic substances associated with cyanobacteria and algae in a eutrophic shallow lake. PubMed: Studies on vitamin A and its related compounds. II. Reformatsky reaction of beta-cyclocitral with methyl gamma-bromosenecioate. PubMed: THE CONDENSATION OF beta-CYCLOCITRAL WITH DIMETHYLACROLEIN.