17015-30-4

Basic information

• Product Name: (2E)-2-methyl-6-methylene-octa-2,7-dienal
• Synonyms: (2E)-2-Methyl-6-methyleneocta-2,7-dienal; 2,7-octadienal, 2-methyl-6-methylene-, (2E)-
• CAS NO: 17015-30-4
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• Mol File: 17015-30-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 234.9°C at 760 mmHg
• Flash Point: 102.9°C
• Density: 0.861g/cm³
• Vapor Pressure: 0.0515mmHg at 25°C
• Refractive Index: 1.46
• CAS DataBase Reference: (2E)-2-methyl-6-methylene-octa-2,7-dienal(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-2-methyl-6-methylene-octa-2,7-dienal(17015-30-4)
• EPA Substance Registry System: (2E)-2-methyl-6-methylene-octa-2,7-dienal(17015-30-4)

Safety Data

• Hazardous Substances Data: 17015-30-4(Hazardous Substances Data)

Usage

Description

(2E)-2-methyl-6-methylene-octa-2,7-dienal, also known as geranial, is a colorless liquid chemical compound belonging to the class of aldehydes. It possesses a powerful citrus aroma and is commonly found in various plants such as lemongrass, lemon myrtle, and lemon verbena. Geranial is known for its strong lemon-like scent and has been studied for its potential therapeutic properties, including antimicrobial and antioxidant effects. It has also been investigated for its insect-repelling properties and potential use as a natural pesticide.

Uses

Used in Perfume and Flavoring Industry:
(2E)-2-methyl-6-methylene-octa-2,7-dienal is used as a fragrance ingredient and flavoring agent for its strong lemon-like scent. It is commonly used in the production of perfumes and flavorings due to its pleasant aroma and ability to impart a citrus flavor to various products.
Used in Pharmaceutical Industry:
Geranial is used as a potential therapeutic agent for its antimicrobial and antioxidant properties. It has been studied for its ability to inhibit the growth of certain bacteria and its potential to neutralize harmful free radicals in the body.
Used in Pest Control Industry:
(2E)-2-methyl-6-methylene-octa-2,7-dienal is used as a natural insect repellent and potential pesticide due to its insect-repelling properties. It has been investigated for its ability to deter insects and protect crops from pests, offering an eco-friendly alternative to synthetic pesticides.

Upstream product

• 123-35-3 7-methyl-3-methene-1,6-octadiene 
• 118014-46-3 (+/-)-(E)-2,6-dimethyl-6-hydroxy-2,7-octadienal 
• 118757-23-6 2-methyl-4-chloro-2-butenal ethylene glycol acetal 
• 3330-23-2 2-hydroxy-2-methyl-3-butenal dimethyl acetal 
• 26394-25-2 (E)-4-chloro-2-methylbut-2-enal 
• 7446-08-4 selenium(IV) oxide 
• 64-17-5 ethanol 
• 57072-58-9 2-methyl-6-methylideneocta-2,7-dienol 

Relevant articles and documents

Narcissus trevithian and Narcissus geranium: Analysis and Synthesis of Compounds

The essential oils of two narcissus varieties, Narcissus trevithian and Narcissus geranium, obtained by extraction of flowers followed by high vacuum distilation of the absolute, were analyzed by GC/MS.After separation in fractions, unknown compounds were isolated by preparative GLC and their structures established by NMR/IR spectroscopy.The synthesis of a number of new compounds, found for the first time in narcissus oil, is described.The two narcissus species are compared with respect to their main components and odor quality.All compounds found so far in narcissus varieties are listed.

Photooxidation with Simultaneous Reduction of Hydroperoxides with Tetrabutylammonium Borohydride. Synthesis of Perillenal from Myrcene

The synthetic routes to 2-methyl-5-(3-furyl)-2-pentenal, perillenal (1), starting from 2-methyl-6-methylene-2,7-octadiene, myrcene (2), are described.Myrcene (2) was either photooxidized to a mixture of the allylic alcohols 3 and 4 or converted to the aldehyde 11 by oxidation with selenium dioxide followed by chromium trioxide dipyridine in acetic acid.The alcohols 3 and 4 and the aldehyde 11 were cyclized with singlet oxygen to the endoperoxides 5, 6, and 12, respectively.The endoperoxides were converted to the furans 7, 8, and 1 by treatment with Fe(II).The secondary allylic furan 8 was converted to perillenal (1) by a one-step reaction involving an allylic rearrangement and an oxidation with pyridinium chlorochromate in the presence of p-toluenesulfonic acid in dichloromethane.A method for photooxidation and simultaneous reduction of hydroperoxides with tetrabutylammonium borohydride is presented.