60784-31-8

Basic information

• Product Name: (Z)-non-2-enal
• Synonyms: (Z)-non-2-enal;2-nonenal,(Z)-2-nonenal;(Z)-2-Nonenal;cis-2-Nonenal;(2Z)-2-Nonenal;2-Nonenal, (2Z)-;2-Nonenal, (Z)-;Einecs 262-428-6
• CAS NO: 60784-31-8
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.22274
• EINECS: 262-428-6
• Mol File: 60784-31-8.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 205.0±9.0 °C(Predicted)
• Appearance: /
• Density: 0.834±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (Z)-non-2-enal(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-non-2-enal(60784-31-8)
• EPA Substance Registry System: (Z)-non-2-enal(60784-31-8)

Safety Data

• Hazardous Substances Data: 60784-31-8(Hazardous Substances Data)

Usage

General Description

(Z)-non-2-enal, also known as cis-2-nonenal, is a chemical compound that belongs to the group of aldehydes. It is a colorless to pale yellow liquid with a strong, unpleasant odor often described as woody, green, and fatty. (Z)-non-2-enal is naturally found in citrus fruits and is responsible for their characteristic aroma. It is also present in roasted peanuts and has been identified as a component of the odor of female bed bugs. Additionally, (Z)-non-2-enal has antimicrobial properties and is used in the food and fragrance industry for its flavoring and odor-enhancing abilities. Studies have shown that (Z)-non-2-enal could have potential applications in insect control and as a natural preservative in food products due to its inhibitory effects on the growth of certain microorganisms.

InChI:InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7-

Upstream product

• 111-25-1 1-bromo-hexane 
• 57398-27-3 (3,3-diethoxy-propane-1-sulfonyl)-benzene 
• 31502-14-4 2-nonenyl alcohol 
• 13264-70-5 5-hexyl-dihydro-furan-2,3-dione 
• 41453-56-9 (Z)-2-nonen-1-ol 
• 91043-38-8 (Z)-1,1-diethoxynon-2-ene 
• 99190-49-5 non-2-ynal semicarbazone 
• 79496-57-4 Non-2-yn-1-al diethyl acetal 
• 5921-73-3 2-nonyn-1-ol 
• 32671-92-4 methyl 9-(R,S)-hydroperoxy-10-trans,12-trans-octadecadienoate 
• 60900-57-4 methyl 9-(R,S)-hydroperoxy-10-trans,12-cis-octadecadienoate 
• 3760-11-0 2-nonenoic acid 
• 22104-79-6 non-2-en-1-ol 
• 143-08-8 nonyl alcohol 

Downstream Products

• 31502-14-4 2-nonenyl alcohol 
• 155721-05-4 (2R)-1-(Tosyloxy)decan-2-ol 

Relevant articles and documents

Method for preparing olefine aldehyde through catalytic oxidation of enol ether

The invention relates to the technical field of olefine aldehyde preparation, and provides a method for preparing olefine aldehyde through catalytic oxidation of enol ether. According to the invention, a palladium catalyst, a copper salt, a solvent and enol ether are mixed and subjected to a catalytic oxidation reaction to obtain olefine aldehyde. According to the method, the copper salt is used as the oxidizing agent, the mixed solvent of water and acetonitrile is used as the reaction solvent, and the volume ratio of water to acetonitrile in the mixed solvent is controlled to be (3-7): (3-7), so that the catalytic oxidation reaction can be smoothly carried out in the mixed solvent with a specific ratio, and the generation of palladium black precipitate can be avoided. The method provided by the invention has the advantages of simple steps, low reagent cost, no need of dangerous reagents, wide substrate adaptability and small catalyst dosage. Furthermore, octadecane mercaptan is added to promote the catalytic oxidation reaction, and when the dosage of the palladium catalyst is extremely low, the olefine aldehyde yield can be greatly increased by adding octadecane mercaptan.

Enzyme-mediated enantioselective hydrolysis of 1,2-diol monotosylate derivatives bearing an unsaturated substituent

We have succeeded in the easy preparation of optically active 1,2-diol monotosylates bearing an unsaturated substituent via enzymatic hydrolysis. Lipase PS quickly catalyzes the hydrolyses of 2-acetoxybut-3-enyl tosylate, which has a double bond, and 2-acetoxybut-3-ynyl tosylate, which has a triple bond, with excellent enantioselectivity to afford the corresponding optically active compounds. The reaction is also applicable to acetates with a longer chain, which has a double bond at the terminus. To demonstrate the applicability of this method, enantiomerically pure (R)-massoialactone, a natural coconut flavor, has been synthesized from racemic 2-acetoxypent-4-enyl tosylate in several steps. Furthermore, the enzyme can recognize the stereochemistry of olefins, and the (Z)-alkenyl structure is more suitable for the enantioselective hydrolysis than the (E)-isomer.

Biological Investigations of (+)-Danicalipin A Enabled Through Synthesis

A total synthesis of the chlorosulfolipid (+)-danicalipin A has been accomplished in 12 steps and 4.4 % overall yield. The efficient and scalable synthesis enabled in-depth investigations of the lipid's biological properties, in particular cytotoxicity towards various mammalian cell lines. Furthermore, the ability of (+)-danicalipin A to increase the uptake of fluorophores into bacteria and mammalian cells was demonstrated, indicating it may enhance membrane permeability. By comparing (+)-danicalipin A with racemic 1,14-docosane disulfate, and the diol precursor of (+)-danicalipin A, we have shown that both chlorine and sulfate functionalities are necessary for biological activity.