3913-81-3

Basic information

• Product Name: 3-Heptylacrolein
• Synonyms: (2E)-2-Decenal;(2E)-decenal;(e)-2-decena;(E)-2-decenal;(E)-2-Decenol;(E)-dec-2-en-1-al;(E)-Dec-2-enal;Dec-2(E)-enal
• CAS NO: 3913-81-3
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 223-474-2
• Product Categories: Alphabetical Listings;C-D;Flavors and Fragrances;Aldehydes;C10 to C21;Carbonyl Compounds;Building Blocks;C10-C12;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 3913-81-3.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 78-80 °C3 mm Hg(lit.)
• Flash Point: 205 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 0.841 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.453(lit.)
• Storage Temp.: 0-6°C
• Solubility: Chlorofrom (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
• Water Solubility: INSOLUBLE
• BRN: 1704445
• CAS DataBase Reference: 3-Heptylacrolein(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Heptylacrolein(3913-81-3)
• EPA Substance Registry System: 3-Heptylacrolein(3913-81-3)

Safety Data

• Hazard Codes: Xi,N
• Statements: 41-43-50/53-36
• Safety Statements: 26-36/37-60-61-36/37/39
• RIDADR: UN 3082 9/PG 3
• WGK Germany: 3
• RTECS: HE2070000
• F: 10
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 3913-81-3(Hazardous Substances Data)

Usage

Description

3-Heptylacrolein is a chemical compound that belongs to the class of alkenals, characterized by the presence of a carbon-carbon double bond and an aldehyde functional group. It is a clear, colorless to light yellow liquid with distinct chemical properties that make it suitable for various applications across different industries.

Uses

Used in Organic Synthesis:
3-Heptylacrolein is used as an important raw material and intermediate for organic synthesis. Its unique chemical structure allows it to be a versatile building block in the creation of more complex organic compounds.
Used in Pharmaceuticals:
In the pharmaceutical industry, 3-Heptylacrolein is utilized as a key intermediate in the development of various drugs. Its chemical properties enable it to be a valuable component in the synthesis of pharmaceutical agents.
Used in Agrochemicals:
3-Heptylacrolein is also employed in the agrochemical sector, where it serves as a crucial intermediate for the production of different agrochemical products. Its role in this industry is essential for the development of effective and targeted solutions for agricultural applications.
Used in Dyestuff:
3-Heptylacrolein is used as an intermediate in the dyestuff industry, contributing to the production of various dyes and pigments. Its chemical properties make it suitable for creating a wide range of colors and hues in the dye manufacturing process.
Used in Water Treatment:
3-Heptylacrolein is one of the compounds that contribute to taste and odor problems in drinking water. It can be detected and analyzed in water samples using headspace solid-phase microextraction (SPME) coupled with gas chromatography-mass spectrometry, which helps in addressing water quality issues.
Used in Nematicidal Applications:
3-Heptylacrolein exhibits strong nematicidal activity, making it a valuable compound in the development of nematicides. These are chemicals used to control and manage nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 3613, 1985 DOI: 10.1016/S0040-4039(00)89204-7

InChI:InChI=1/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h8-10H,2-7H2,1H3/b9-8+

Upstream product

• 14189-82-3 3-(N-Methylanilino)-2-propenal 
• 13125-66-1 n-heptylmagnesium bromide 
• 96227-88-2 (Z)-1,4-dihydroxydec-2-ene 
• 111-71-7 heptanal 
• 114273-73-3 (3-methoxy-2E-propylidene)triphenylphosphorane 
• 18409-18-2 (E)-2-decenol 
• 51534-31-7 1t,3-bis-methylsulfanyl-dec-1-ene 
• 128592-70-1 dec-2-enal dimethylhydrazone 
• 52886-17-6 (E)-1-iodonon-1-ene 
• 68-12-2 N,N-dimethyl-formamide 
• 124-13-0 Octanal 
• 127896-07-5 α,α-bis(trimethylsilyl)-tert-butylacetaldehyde imine 
• 4117-14-0 2-decyn-1-ol 
• 2497-25-8 (Z)‐dec‐2‐enal 

Downstream Products

• 334-49-6 trans-2-decenoic acid 
• 112-31-2 caprinaldehyde 
• 334-48-5 1-decanoic acid 
• 4164-50-5 trans-2-decenal (2,4-dinitrophenyl)hydrazone 
• 18409-18-2 (E)-2-decenol 
• 127732-72-3 (S)-trideca-1,5-dien-4-ol 
• 127732-76-7 (R)-trideca-1,5-dien-4-ol 
• 140461-12-7 (E)-3-undecen-2-ol 
• 77772-07-7 3-methyldecan-1-al 
• 93383-92-7 trans,trans-3,5-tridecadien-2-one 
• 67-64-1 acetone 
• 112-30-1 1-Decanol 
• 24738-51-0 (2E,4E)-N-isobutyldodeca-2,4-dienamide 

Relevant articles and documents

Oxidation of Alcohols to Aldehydes and Ketones over Hydrous Zirconium(IV) Oxide Modified by Trimethylsilyl Chloride

A modified catalyst was prepared by the reaction of trimethylsilyl chloride and hydrous zirconium(IV) oxide.It was then applied to the oxidation of alcohols by using carbonyl compounds as hydrogen acceptors.In the case of cycloalkanols, the oxidation proceeded efficiently to give the corresponding ketones.Further, primary aliphatic alcohols were converted to the corresponding aldehydes in high yields in a batch reaction system.In addition, it was investigated that the oxidation was influenced by a variety of solvents and hydrogen acceptors.

An Unsaturated Quinolone N-Oxide of Pseudomonas aeruginosa Modulates Growth and Virulence of Staphylococcus aureus

The pathogen Pseudomonas aeruginosa produces over 50 different quinolones, 16 of which belong to the class of 2-alkyl-4-quinolone N-oxides (AQNOs) with various chain lengths and degrees of saturation. We present the first synthesis of a previously proposed unsaturated compound that is confirmed to be present in culture extracts of P. aeruginosa, and its structure is shown to be trans-Δ1-2-(non-1-enyl)-4-quinolone N-oxide. This compound is the most active agent against S. aureus, including MRSA strains, by more than one order of magnitude whereas its cis isomer is inactive. At lower concentrations, the compound induces small-colony variants of S. aureus, reduces the virulence by inhibiting hemolysis, and inhibits nitrate reductase activity under anaerobic conditions. These studies suggest that this unsaturated AQNO is one of the major agents that are used by P. aeruginosa to modulate competing bacterial species.

Formation of potentially toxic carbonyls during oxidation of triolein in the presence of alimentary antioxidants

Abstract: A relation between oil uptake and cancer as well as induction of hepatic inflammation was shown earlier. It is discussed that the main oil oxidation products—hydroperoxides and carbonyls—might be the reason for the mentioned diseases. In this manuscript quantitative determination of aldehydes which are formed during oxidation of triolein—as a model substance—using the Rancimat 679 is described. The oxidation of 11?g of triolein is carried out at 120?°C sparging air with a flow of 20?dm3/h for 10?h. A series of aliphatic aldehydes starting from hexanal to decanal as well as decenal was identified by LC–MS/MS and quantified as DNPH derivatives. In addition, the total amount of carbonyls was determined. Based on the calibration with hexanal, all other dominant substances were in the similar concentration range with maximum concentrations of 1.6?μmol/cm3 of hexanal, 2.3?μmol/cm3 of heptanal, 2.5?μmol/cm3 of octanal, 3.2?μmol/cm3 of nonanal, 4.0?μmol/cm3 of decanal after 6?h. The total amount of carbonyls reached a maximum after 6?h being 27?μmol/cm3 for triolein without antioxidant. The results of this investigation will be a basis for further toxicological studies on oxidized oils.