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Category: flavoring agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | pale yellow to yellow clear liquid (est) |
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 155.86 °C. @ 760.00 mm Hg (est)
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| Vapor Pressure: | 2.970000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 143.00 °F. TCC ( 61.70 °C. ) (est)
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| logP (o/w): | 1.381 (est) |
| Soluble in: |
| | alcohol | | | water, 8135 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
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| Odor Type: green |
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| Odor Strength: | high , recommend smelling in a 1.00 % solution or less |
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| Substantivity: | > 1 hour(s) at 100.00 % |
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| | fatty sweet green aldehydic spicy |
Odor Description: at 1.00 % in dipropylene glycol. | fatty sweet green aldehydic spicy |
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| Flavor Type: green |
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| | green creamy |
Taste Description:
| green creamy |
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| Odor and/or flavor descriptions from others (if found). |
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| Bedoukian Research |
| 2,4-HEXADIEN-1-AL |
| Odor Description: | Fatty, sweet, green aldehydic odor with a spicy finish This material should NOT be used as a fragrance ingredient due to the absence of data necessary to perform an adequate safety evaluation per IFRA Safety Standards in Annex 1 of the Code of Practice. |
| Taste Description: | Sweet, green, creamy Citrus flavors, especially orange and tangerine. Can also be used for spicy notes in graham crackers. |
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Cosmetic Information:
Suppliers:
| Bedoukian Research |
| 2,4-HEXADIEN-1-AL
Odor: Fatty, sweet, green aldehydic odor with a spicy finish Use: This material should NOT be used as a fragrance ingredient due to the absence of data necessary to perform an adequate safety evaluation per IFRA Safety Standards in Annex 1 of the Code of Practice. Flavor: Sweet, green, creamy Citrus flavors, especially orange and tangerine. Can also be used for spicy notes in graham crackers. |
| CJ Latta & Associates |
| 2,4-HEXADIENAL
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Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | flavoring agents |
| IFRA Critical Effect: | Insufficient data |
| IFRA: | View Standard |
| Recommendation for 2,4-hexadienal usage levels up to: | | | PROHIBITED: Should not be used as a fragrance ingredient.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
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| For Odor |
| aldehydic |
| aldehydic |
| | octanal (aldehyde C-8) | FL/FR |
| 2- | tridecenal | FL/FR |
| balsamic |
| | guaiyl acetate | FL/FR |
| citrus |
| | citral | FL/FR |
| 2- | tetradecenal | FL/FR |
| | tetrahydrocitral | FL/FR |
| 3- | decen-2-one | FL/FR |
| (E,Z)-2,6- | dodecadienal | FL/FR |
| | methyl 2-hexenoate | FL/FR |
| 6- | methyl-5-hepten-2-one propylene glycol acetal | FL/FR |
| (E)-2- | nonenal | FL/FR |
| 2- | nonenal | FL/FR |
| 2- | octenal | FL/FR |
| floral |
| | ocean propanal | FL/FR |
| clementine | petitgrain oil | FL/FR |
| fruity |
| iso | amyl octanoate | FL/FR |
| | methyl 2-methyl butyrate | FL/FR |
| | methyl 3-nonenoate | FL/FR |
| | octen-1-yl cyclopentanone | FL/FR |
| | octyl butyrate | FL/FR |
| (E)-2- | undecenal | FL/FR |
| green |
| | cilantro leaf oil | FL/FR |
| iso | cyclocitral (IFF) | FL/FR |
| | heptanal (aldehyde C-7) | FL/FR |
| (Z)-4- | heptenal | FL/FR |
| 2- | heptyl furan | FL/FR |
| | hexanal (aldehyde C-6) | FL/FR |
| (Z)-3- | hexenal | FL/FR |
| 3,5- | ivy carbaldehyde | FL/FR |
| | ivy carbaldehyde | FL/FR |
| 2,4- | ivy carbaldehyde | FL/FR |
| (E,Z)-3,6- | nonadien-1-ol | FL/FR |
| (Z)-2- | nonen-1-ol | FL/FR |
| (E)-2- | nonen-1-ol | FL/FR |
| (E)-2- | octen-1-yl acetate | FL/FR |
| | olive oil absolute | FL/FR |
| herbal |
| 3- | octyl acetate | FL/FR |
| spicy |
| | cumin seed absolute | FL/FR |
| waxy |
| | allyl nonanoate | FL/FR |
| | decanal diethyl acetal | FL/FR |
| 9- | decenoic acid | FL/FR |
| | heptyl octanoate | FL/FR |
| 2,4- | nonadien-1-ol | FL/FR |
| | propyl decanoate | FL/FR |
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| For Flavor |
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| No flavor group found for these |
| 9- | decen-2-one | FL |
| 2- | decyl furan | FL |
| | epoxy-2-decenal | FL |
| | furfuryl hexanoate | FL |
| | guaiyl acetate | FL/FR |
| (E,E)-2,4- | heptadien-1-ol | FL |
| | hexanal butane-2,3-diol acetal | FL |
| | hexyl (E)-2-hexenoate | FL |
| 3,5- | ivy carbaldehyde | FL/FR |
| | ivy carbaldehyde | FL/FR |
| | methyl 2-hexenoate | FL/FR |
| 6- | methyl octanal | FL |
| 6- | methyl-5-hepten-2-one propylene glycol acetal | FL/FR |
| 2- | octenal | FL/FR |
| | propyl decanoate | FL/FR |
| 2- | propyl pyridine | FL |
| 2- | tetradecenal | FL/FR |
| | tetrahydrocitral | FL/FR |
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| (±)-3-( | methyl thio) heptanal | FL |
| aldehydic |
| | octanal (aldehyde C-8) | FL/FR |
| 2- | tridecenal | FL/FR |
| citrus |
| | cilantro leaf oil | FL/FR |
| | citral | FL/FR |
| clementine | petitgrain oil | FL/FR |
| fatty |
| 2,4- | decadienal | FL |
| (E,E)-2,4- | heptadienal | FL |
| 2- | heptyl furan | FL/FR |
| 2,4- | nonadien-1-ol | FL/FR |
| 2,4- | nonadienal | FL |
| (Z)-2- | nonen-1-ol | FL/FR |
| 2- | nonenal | FL/FR |
| floral |
| | ocean propanal | FL/FR |
| fruity |
| iso | amyl octanoate | FL/FR |
| | methyl (E)-3-nonenoate | FL |
| | methyl 2-methyl butyrate | FL/FR |
| | methyl 3-nonenoate | FL/FR |
| | octen-1-yl cyclopentanone | FL/FR |
| green |
| | avocado flavor | FL |
| iso | cyclocitral (IFF) | FL/FR |
| 3- | decen-2-one | FL/FR |
| | dihydroxyacetophenone (mixed isomers) | FL |
| (E,Z)-2,6- | dodecadienal | FL/FR |
| | heptanal (aldehyde C-7) | FL/FR |
| (E)-2- | heptenal | FL |
| (Z)-4- | heptenal | FL/FR |
| | hexanal (aldehyde C-6) | FL/FR |
| (Z)-3- | hexenal | FL/FR |
| 2- | hexyl pyridine | FL |
| 2,4- | ivy carbaldehyde | FL/FR |
| (E,Z)-3,6- | nonadien-1-ol | FL/FR |
| (E)-2- | nonen-1-ol | FL/FR |
| (E)-2- | nonenal | FL/FR |
| (E,E)-2,4- | octadienal | FL |
| 2,4- | octadienal | FL |
| (E)-2- | octen-1-yl acetate | FL/FR |
| 3- | octyl acetate | FL/FR |
| oily |
| | olive oil absolute | FL/FR |
| pungent |
| | acetaldehyde | FL |
| spicy |
| | cumin seed absolute | FL/FR |
| waxy |
| | allyl nonanoate | FL/FR |
| | decanal diethyl acetal | FL/FR |
| 9- | decenoic acid | FL/FR |
| | heptyl octanoate | FL/FR |
| | octyl butyrate | FL/FR |
| (E)-2- | undecenal | FL/FR |
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Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | hexa-2,4-dienal | | 2,4- | hexadien-1-al |
Articles:
| PubMed: | Comprehensive analysis of the catalytic and structural properties of a mu-class glutathione s-transferase from Fasciola gigantica. |
| PubMed: | Degradation of Diphenyl Ether in Sphingobium phenoxybenzoativorans SC_3 Is Initiated by a Novel Ring Cleavage Dioxygenase. |
| PubMed: | Multi-trait analysis of post-harvest storage in rocket salad (Diplotaxis tenuifolia) links sensorial, volatile and nutritional data. |
| PubMed: | PARTICIPATION OF Y89 AND Y97 IN THE CONJUGATING ACTIVITY OF Drosophila melanogaster GLUTATHIONE S-TRANSFERASE D3 (DmGSTD3). |
| PubMed: | Use of TD-GC-TOF-MS to assess volatile composition during post-harvest storage in seven accessions of rocket salad (Eruca sativa). |
| PubMed: | Change of volatile compounds in fresh fish meat during ice storage. |
| PubMed: | exo-Selective asymmetric Diels-Alder reaction of 2,4-dienals and nitroalkenes by trienamine catalysis. |
| PubMed: | Laboratory investigation on the role of organics in atmospheric nanoparticle growth. |
| PubMed: | Volatile composition of four southern highbush blueberry cultivars and effect of growing location and harvest date. |
| PubMed: | Human aldo-keto reductases 1B1 and 1B10: a comparative study on their enzyme activity toward electrophilic carbonyl compounds. |
| PubMed: | Synthesis and biological evaluation of (+/-)-dinemasone C and analogues. |
| PubMed: | The fate of benzene-oxide. |
| PubMed: | Aldo-keto reductase family 1 B10 protein detoxifies dietary and lipid-derived alpha, beta-unsaturated carbonyls at physiological levels. |
| PubMed: | Effect of soybean volatile compounds on Aspergillus flavus growth and aflatoxin production. |
| PubMed: | A kinetic and mechanistic study of the amino acid catalyzed aldol condensation of acetaldehyde in aqueous and salt solutions. |
| PubMed: | Characterization of Taenia solium cysticerci microsomal glutathione S-transferase activity. |
| PubMed: | The atmospheric photolysis of E-2-hexenal, Z-3-hexenal and E,E-2,4-hexadienal. |
| PubMed: | Volatile emissions from Aesculus hippocastanum induced by mining of larval stages of Cameraria ohridella influence oviposition by conspecific females. |
| PubMed: | Metabolism of trans, trans-muconaldehyde, a cytotoxic metabolite of benzene, in mouse liver by alcohol dehydrogenase Adh1 and aldehyde reductase AKR1A4. |
| PubMed: | Syntheses of (-)-TAN-2483A, (-)-massarilactone B, and the fusidilactone B ring system. Revision of the structures of and syntheses of (+/-)-Waol A (FD-211) and (+/-)-Waol B (FD-212). |
| PubMed: | Purification, characterization and kinetic properties of the Taenia solium glutathione S-transferase isoform 26.5 kDa. |
| PubMed: | NTP toxicology and carcinogensis Studies of 2,4-hexadienal (89% trans,trans isomer, CAS No. 142-83-6; 11% cis,trans isomer) (Gavage Studies). |
| PubMed: | Volatile constituents from the leaves of Callicarpa japonica Thunb. and their antibacterial activities. |
| PubMed: | Particle growth by acid-catalyzed heterogeneous reactions of organic carbonyls on preexisting aerosols. |
| PubMed: | Alpha,beta-unsaturated carbonyl compounds: induction of oxidative DNA damage in mammalian cells. |
| PubMed: | Forestomach tumor induction by 2,4-hexadienal in F344N rats and B6C3F1 mice. |
| PubMed: | Synthesis of (-)-TAN-2483A. Revision of the structures and syntheses of (+/-)-FD-211 (waol A) and (+/-)-FD-212 (waol B). |
| PubMed: | Short term feeding of hexadienal to postnatal rats: effects on stomach aldehyde dehydrogenase. |
| PubMed: | Thresholds of carcinogenicity of flavors. |
| PubMed: | Identification of aroma compounds in Parmigiano-Reggiano cheese by gas chromatography/olfactometry. |
| PubMed: | The influence of the solvents DMSO and ethanol on the genotoxicity of alpha,beta-unsaturated aldehydes in the SOS chromotest. |
| PubMed: | Glutathione S-transferase pi expression in forestomach carcinogenesis process induced by gavage-administered 2,4-hexadienal in the F344 rat. |
| PubMed: | DNA-damaging potential and glutathione depletion of 2-cyclohexene-1-one in mammalian cells, compared to food relevant 2-alkenals. |
| PubMed: | Structure-activity relationships in the induction of DNA-protein cross-links by hematotoxic ring-opened benzene metabolites and related compounds in HL60 cells. |
| PubMed: | Appearance of cross linked proteins in human atheroma and rat pre-fibrotic liver detected by a new monoclonal antibody. |
| PubMed: | Reactive ring-opened aldehyde metabolites in benzene hematotoxicity. |
| PubMed: | Neighboring Group Effects in Intramolecular Aldol Condensations. Rate Enhancement by gamma Substituents(1). |
| PubMed: | Chemistry and antimicrobial activity of caryoynencins analogs. |
| PubMed: | Iron-stimulated ring-opening of benzene in a mouse liver microsomal system. Mechanistic studies and formation of a new metabolite. |
| PubMed: | The hematotoxic effects of 6-hydroxy-trans,trans-2,4-hexadienal, a reactive metabolite of trans,trans-muconaldehyde, in CD-1 mice. |
| PubMed: | Interaction of trans,trans-muconaldehyde with bovine serum albumin. |
| PubMed: | Mutagenicity of trans,trans-muconaldehyde and its metabolites in V79 cells. |
| PubMed: | Reaction of (E,E)-muconaldehyde and its aldehydic metabolites, (E,E)-6-oxohexadienoic acid and (E,E)-6-hydroxyhexa-2,4-dienal, with glutathione. |
| PubMed: | Identification and characterization of deoxyguanosine adducts of mutagenic beta-alkyl-substituted acrolein congeners. |
| PubMed: | Pathways of trans,trans-muconaldehyde metabolism in mouse liver cytosol: reversibility of monoreductive metabolism and formation of end products. |
| PubMed: | Cell spreading on collagen that has been exposed to reactive aldehydes. |
| PubMed: | Mutagenicity of beta-alkyl substituted acrolein congeners in the Salmonella typhimurium strain TA100 and genotoxicity testing in the SOS chromotest. |
| PubMed: | Pseudo malonaldehyde activity in the thiobarbituric acid test. |
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