629-90-3

Basic information

• Product Name: heptadecanal
• Synonyms: heptadecanal;Heptadecanaldehyde Heptadecyl Aldehyde;n-Heptadecanal
• CAS NO: 629-90-3
• Molecular Formula: C₁₇H₃₄O
• Molecular Weight: 254.45126
• EINECS: 211-115-2
• Mol File: 629-90-3.mol
• Article Data: 33

Chemical Properties

• Melting Point: 34.0 to 39.0 °C
• Boiling Point: 318°C(lit.)
• Flash Point: 146.9°C
• Appearance: /
• Density: 0.8233 (estimate)
• Vapor Pressure: 0.000622mmHg at 25°C
• Refractive Index: 1.4484 (estimate)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility: Acetonitrile (Slightly, Sonicated), Chloroform (Slightly)
• Stability: Air Sensitive, Moisture Sensitive
• CAS DataBase Reference: heptadecanal(CAS DataBase Reference)
• NIST Chemistry Reference: heptadecanal(629-90-3)
• EPA Substance Registry System: heptadecanal(629-90-3)

Safety Data

• RTECS: MI3210000
• Hazardous Substances Data: 629-90-3(Hazardous Substances Data)

Usage

Description

Heptadecanal, also known as n-Heptadecanal, is a linear aldehyde with a 17-carbon chain. It is a naturally occurring organic compound that can be found in various plant sources and is known for its distinct aroma. Heptadecanal is characterized by its ability to contribute to the fragrance of essential oils and its potential insecticidal properties.

Uses

Used in Fragrance Industry:
Heptadecanal is used as a fragrance ingredient in the perfumery and cosmetic industry. Its unique scent adds depth and complexity to various fragrance formulations, making it a valuable component in creating long-lasting and pleasant scents.
Used in Insect Control:
Heptadecanal is used as an insecticidal agent in the agricultural industry. It is derived from the leaf extracts of Rhus typhina, a plant that displays insecticidal activity towards aphids. By incorporating Heptadecanal into pest control strategies, it can help protect crops from aphid infestations and reduce the need for chemical pesticides.
Used in Tobacco Industry:
In the tobacco industry, Heptadecanal is used as a component of the essential oil extracts of yaka, a type of tobacco native to Bulgaria. The presence of Heptadecanal contributes to the unique aroma and flavor profile of this specific tobacco variety, enhancing the smoking experience for consumers.

InChI:InChI=1/C17H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18/h17H,2-16H2,1H3

Upstream product

• 629-22-1 2-hydroxystearic acid 
• 76422-76-9 2-methoxy-octadecanoic acid 
• 112-82-3 hexadecanyl bromide 
• 291-21-4 [1,3,5]trithiane 
• 1454-85-9 1-Heptadecanol 
• 83486-17-3 C₂₉H₄₄Te₂ 
• 546-67-8 lead(IV) tetraacetate 
• 64-19-7 acetic acid 
• 629-73-2 1-Hexadecene 
• 201230-82-2 carbon monoxide 
• 6765-39-5 heptadec-1-ene 
• 57-11-4 stearic acid 
• 83517-82-2 Methyl 2-methoxyoctadecanoate 
• 142-94-9 2-bromostearic acid 

Downstream Products

• 506-12-7 heptadecanoic acid 
• 95487-51-7 heptadecanal-(2,4-dinitro-phenylhydrazone) 
• 922193-15-5 methyl (2R,3S,1'R)-2-(2'-hydroxy-1'-phenylethylamino)-3-hydroxynonadecanoate 
• 5782-80-9 2-amino-octadecanoic acid 
• 14531-43-2 (R)-3-hydroxyoctadecanoic acid 
• 321156-54-1 (R)-3-Hydroxy-octadecanal 

Relevant articles and documents

In silico, cytotoxic and antioxidant potential of novel ester, 3-hydroxyoctyl -5- trans-docosenoate isolated from anchusa arvensis (L.) m.bieb. against hepg-2 cancer cells

Background: Cancer is one of the chronic health conditions worldwide. Various therapeutically active compounds from medicinal plants were the current focus of this research in order to uncover a treatment regimen for cancer. Anchusa arvensis (A. anchusa) (L.) M.Bieb. contains many biologically active compounds. Methods: In the current study, new ester 3-hydroxyoctyl-5-trans-docosenoate (compound-1) was isolated from the chloroform soluble fraction of A. anchusa using column chromato-graphy. Using MTT assay, the anticancer effect of the compound was determined in human hepatocellular carcinoma cells (HepG-2) compared with normal epithelial cell line (Vero). DPPH and ABTS radical scavenging assays were performed to assess the antioxidant potential. The Molecular Operating Environment (MOE-2016) tool was used against tyrosine kinase. Results: The structure of the compound was elucidated based on IR, EI, and NMR spectroscopy technique. It exhibited a considerable cytotoxic effect against HepG-2 cell lines with IC50 value of 6.50 ± 0.70 μg/mL in comparison to positive control (doxorubicin) which showed IC50 value of 1.3±0.21 μg/mL. The compound did not show a cytotoxic effect against normal epithelial cell line (Vero). The compound also exhibited significant DPHH scavenging ability with IC50 value of 12 ± 0.80 μg/mL, whereas ascorbic acid, used as positive control, demonstrated activity with IC50 = 05 ± 0.15 μg/mL. Similarly, it showed ABTS radical scavenging ability (IC50 = 130 ± 0.20 μg/mL) compared with the value obtained for ascorbic acid (06 ± 0.85 μg/mL). In docking studies using MOE-2016 tool, it was observed that compound-1 was highly bound to tyrosine kinase by having two hydrogen bonds at the hinge region. This good bonding network by the compound might be one of the reasons for showing significant activity against this enzyme. Conclusion: Our findings led to the isolation of a new compound from A. anchusa which has significant cytotoxic activity against HepG-2 cell lines with marked antioxidant potential.

On/Off O2 Switchable Photocatalytic Oxidative and Protodecarboxylation of Carboxylic Acids

Photoredox catalysis in recent years has manifested a powerful branch of science in organic synthesis. Although merging photoredox and metal catalysts has been a widely used method, switchable heterogeneous photoredox catalysis has rarely been considered. Herein, we open a new window to use a switchable heterogeneous photoredox catalyst which could be turned on/off by changing a simple stimulus (O2) for two opponent reactions, namely, oxidative and protodecarboxylation. Using this strategy, we demonstrate that Au@ZnO core-shell nanoparticles could be used as a switchable photocatalyst which has good catalytic activity to absorb visible light due to the localized surface plasmon resonance effect of gold, can decarboxylate a wide range of aromatic and aliphatic carboxylic acids, have multiple reusability, and are a reasonable candidate for synthesizing both aldehydes/ketones and alkane/arenes in a large-scale set up. Some biologically active molecules are also shown via examples of the direct oxidative and protodecarboxylation which widely provided pharmaceutical agents.

Highly practical and efficient preparation of aldehydes and ketones from aerobic oxidation of alcohols with an inorganic-ligand supported iodine catalyst

Herein, we divulge an efficient protocol for aerobic oxidation of alcohols with an inorganic-ligand supported iodine catalyst, (NH4)5[IMo6O24]. The catalyst system is compatible with a wide range of groups and exhibits high selectivity, and shows excellent stability and reusability, thus serving as a potentially greener alternative to the classical transformations.