38290-51-6

Basic information

• Product Name: 2,6-Octadienal, 8-hydroxy-2,6-dimethyl-, (E,E)-
• Synonyms: (2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienal;8-hydroxy-2,6-dimethyl-octa-2,6-dienal;2,6-Octadienal,8-hydroxy-2,6-dimethyl-,(Z,Z);8-Oxogeraniol;2,6-Octadienal,8-hydroxy-2,6-dimethyl-,(Z,E);trans-8-oxo-geraniol
• CAS NO: 38290-51-6
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• Mol File: 38290-51-6.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 2,6-Octadienal, 8-hydroxy-2,6-dimethyl-, (E,E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Octadienal, 8-hydroxy-2,6-dimethyl-, (E,E)-(38290-51-6)
• EPA Substance Registry System: 2,6-Octadienal, 8-hydroxy-2,6-dimethyl-, (E,E)-(38290-51-6)

Safety Data

• Hazardous Substances Data: 38290-51-6(Hazardous Substances Data)

Usage

Description

2,6-Octadienal, 8-hydroxy-2,6-dimethyl-, (E,E)is an organic compound with a molecular structure characterized by two carbon-carbon double bonds (E,E) and a hydroxyl group at the 8th position. It is a derivative of octadienal, which is a type of aldehyde, and is known for its unique chemical properties and potential applications in various industries.

Uses

Used in Chemical Synthesis:
2,6-Octadienal, 8-hydroxy-2,6-dimethyl-, (E,E)is used as a key intermediate in the synthesis of various organic compounds, including insect repellents and pharmaceuticals. Its unique structure allows for the formation of new chemical bonds and the creation of a wide range of products.
Used in Insect Repellent Synthesis:
In the chemical industry, 2,6-Octadienal, 8-hydroxy-2,6-dimethyl-, (E,E)is used as a starting material for the synthesis of insect repellents. Its chemical properties make it a suitable candidate for the development of new and effective insect repelling agents.
Used in Pharmaceutical Synthesis:
2,6-Octadienal, 8-hydroxy-2,6-dimethyl-, (E,E)is also used in the pharmaceutical industry for the synthesis of Angelicoin A and Herecinone J, which are compounds that inhibit collagen-induced platelet aggregation. This application highlights the potential of this compound in the development of new drugs for the treatment of various medical conditions.

Upstream product

• 37905-02-5 (2E,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate 
• 108526-78-9 <1-(3)H>-10-hydroxygeraniol 
• 106-24-1 Geraniol 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 37905-03-6 8-hydroxygeranyl acetate 
• 156155-54-3 (2E/Z,6E)-3,7-dimethyl-2,6-octadiene-1,8-dial 
• 108888-44-4 cyano-7 dimethyl-3,7 heptadiene-2,6 oate de methyle-1 

Downstream Products

• 26187-80-4 2,6-trans-2,6-dimethyl-8-hydroxy-2,6-octadienoic acid 
• 1354779-80-8 C₃₁H₄₆O₂Si 
• 1354779-79-5 C₃₀H₄₄O₂Si 
• 1374767-13-1 methyl (2E,6E)-8-(3-chloro-5-formyl-2,6-dihydroxy-4-methyl)phenyl-2,6-dimethyl-2,6-octadienate 
• 211491-49-5 (1Z,3S,6E,8S,9R,11S,12R,13R)-3,13-epoxy-9-(1-hydroxy-1-methylethyl)-11,12-(isopropylidenedioxy)-2,6,12-trimethyl-8-(phenylthio)-1,6-cyclotetradecadiene 
• 195819-87-5 (2E,6S,7Z,10R,11R,12S,14RS)-6,10:14,15-diepoxy-11,12-(isopropylidenedioxy)-3,7,11,15-tetramethyl-1-(phenylthio)-2,7-hexadecadiene 
• 645386-31-8 Toluene-4-sulfonic acid (3E,7E)-9-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl ester 
• 798573-58-7 2-[(2E,6E)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienylamino]-benzoic acid methyl ester 
• 798573-59-8 2-((2E,6E)-8-Chloro-2,6-dimethyl-octa-2,6-dienylamino)-benzoic acid methyl ester 
• 491861-10-0 methyl 2-((2E,6E)-8-hydroxy-2,6-dimethyl-octa-2,6-dienylamino)benzoate 

Relevant articles and documents

Structure-Odor Relationship Study on Geraniol, Nerol, and Their Synthesized Oxygenated Derivatives

Despite being isomers having the same citrus-like, floral odor, geraniol, 1, and nerol, 3, show different odor thresholds. To date, no systematic studies are at hand elucidating the structural features required for their specific odor properties. Therefore, starting from these two basic structures and their corresponding esters, namely, geranyl acetate, 2, and neryl acetate, 4, a total of 12 oxygenated compounds were synthesized and characterized regarding retention indices (RI), mass spectrometric (MS), and nuclear magnetic resonance (NMR) data. All compounds were individually tested for their odor qualities and odor thresholds in air (OT). Geraniol, the Z-isomer, with an OT of 14 ng/L, was found to be more potent than its E-isomer, nerol, which has an OT of 60 ng/L. However, 8-oxoneryl acetate was the most potent derivative within this study, exhibiting an OT of 8.8 ng/L, whereas 8-oxonerol was the least potent with an OT of 493 ng/L. Interestingly, the 8-oxo derivatives smell musty and fatty, whereas the 8-hydroxy derivatives show odor impressions similar to those of 1 and 3. 8-Carboxygeraniol was found to be odorless, whereas its E-isomer, 8-carboxynerol, showed fatty, waxy, and greasy impressions. Overall, we observed that oxygenation on C-8 affects mainly the odor quality, whereas the E/Z position of the functional group on C-1 affects the odor potency.

NOVEL DIHYDROXYBENZENE DERIVATIVES AND ANTIPROTOZOAL AGENT COMPRISING SAME AS ACTIVE INGREDIENT

Novel compounds below are useful for preventing or treating diseases caused by protozoans. At least one of a compound represented by Formula (I) (wherein, X represents a hydrogen atom or a halogen atom; R1 represents a hydrogen atom; R2 represents a hydrogen atom or a C1-7 alkyl group; R3 represents -CHO, -C(=O)R5, -COOR5 (wherein R5 represents a C1-7 alkyl group), -CH2OH or -COOH; and R4 represents a C1-16 alkyl group having one or more substituents on a terminal carbon atom and/or non-terminal carbon atom(s), a C2-16 alkenyl group having one or more substituents on a terminal carbon atom and/or non-terminal carbon atom(s), or a C2-16 alkynyl group having one or more substituents on a terminal carbon atom and/or non-terminal carbon atom(s)), an optical isomer thereof, and a pharmaceutically acceptable salt is used.

Synthesis and activity of fluorescent isoprenoid pyrophosphate analogues

New fluorescent analogues of farnesol and geranylgeraniol have been prepared and then converted to the corresponding pyrophosphates. These analogues incorporate anthranylate or dansyl-like groups anchored to the terpenoid skeleton through amine bonds that