41653-95-6

Basic information

• Product Name: (Z)-hept-4-enoic acid
• Synonyms: (Z)-hept-4-enoic acid;(Z)-4-Heptenoic acid;(4Z)-4-Heptenoic acid
• CAS NO: 41653-95-6
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.16898
• EINECS: 255-476-4
• Mol File: 41653-95-6.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 222℃
• Flash Point: 119℃
• Appearance: /
• Density: 0.968
• Vapor Pressure: 0.0388mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: (Z)-hept-4-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-hept-4-enoic acid(41653-95-6)
• EPA Substance Registry System: (Z)-hept-4-enoic acid(41653-95-6)

Safety Data

• Hazardous Substances Data: 41653-95-6(Hazardous Substances Data)

Usage

General Description

(Z)-hept-4-enoic acid is a chemical compound with the molecular formula C7H12O2. It is an unsaturated carboxylic acid with a characteristic double bond in the cis configuration. (Z)-hept-4-enoic acid is commonly found in various plant sources and is responsible for their distinct odor and flavor. (Z)-hept-4-enoic acid has also been identified as a potential bioactive agent with antibacterial, antifungal, and antioxidant properties. It is used in the production of food flavorings, fragrances, and pharmaceuticals, as well as in organic synthesis for the creation of various chemical compounds. Additionally, this compound has been studied for its potential role in the development of new materials and bio-based polymers.

InChI:InChI=1/C7H12O2/c1-2-3-4-5-6-7(8)9/h3-4H,2,5-6H2,1H3,(H,8,9)/b4-3-

Upstream product

• 1002-28-4 3-hexyn-1-ol 
• 39924-30-6 (Z)-methyl hept-4-enoate 
• 18719-33-0 hept-4-ynenitrile 
• 5009-31-4 (Z)-1-Bromohex-3-ene 
• 98442-18-3 ethyl 2-carbethoxy-hept-4-yn-1-oate 
• 130236-82-7 ((Z)-2-Pent-2-enyl)-malonic acid diethyl ester 
• 16400-32-1 1-bromo-pent-2-yne 
• 79503-95-0 methanesulfonic acid hex-3(Z)-enyl ester 
• 928-96-1 (Z)-3-Hexen-1-ol 
• 130236-83-8 2-[(Z)-pent-2-enyl]malonic acid 
• 917-54-4 methyllithium 
• 87256-39-1 2,3,4,7-tetrahydrooxepin-2-one 
• 75-16-1 methylmagnesium bromide 
• 57-57-8 β-Propiolactone 

Downstream Products

• 177905-36-1 (S)-4-Benzyl-3-((E)-(S)-2-methyl-hept-4-enoyl)-oxazolidin-2-one 
• 177905-37-2 (S)-4-Benzyl-3-((E)-(R)-2-fluoro-2-methyl-hept-4-enoyl)-oxazolidin-2-one 
• 1374877-88-9 (2S,3R)-3-bromo-2-ethyl-1-(4-nitrophenylsulfonyl)pyrrolidine 
• 78078-51-0 cis-1,1-trimethylenedioxy-7-decen-4-one 
• 221682-41-3 (Z)-2-(2-(but-2-en-1-yl)-3-oxocyclopentyl)acetic acid 
• 1101843-02-0 methyl jasmonate 
• 41031-87-2 (Z)-4-oxodec-7-enal 
• 4868-21-7 undec-8c-ene-2,5-dione 
• 488-10-8 cis-jasmone 
• 41031-88-3 (Z)-2-(2-pentenyl)-2-cyclopenten-1-one 
• 184153-61-5 N-(4,5-Dioxo-heptyl)-2-phenyl-acetamide 
• 184153-59-1 N-Hept-4-ynyl-2-phenyl-acetamide 
• 133447-37-7 2-propionyl-1-pyrroline 
• 948042-11-3 (4S)-4-benzyl-3-[(2R,4Z)-2-[3-(trimethylsilyl)prop-2ynyl]hept-4-enoyl]oxazolidin-2-one 

Relevant articles and documents

Transition Metal-Catalyzed Intramolecular Cyclization of 1,5- And 1,6-Dienes via Direct Cleavage and Addition of the Carbon-Hydrogen Bond

Ruthenium- and rhodium-catalyzed intramolecular C-H/olefin coupling reactions of 1-(2-pyridyl)-, 1-(2-imidazolyl-, and 1-(2-oxazolyl)-1,5-dienes proceeded in a regiospecific manner to give 5-membered ring products. Their 1,6-diene analogues are also applicable to the cyclization reaction to give the corresponding 5- and 6-membered carbocycles. For the cyclization of the pyridine derivatives, [RhCl(PPh3)3] showed the highest catalytic activity with respect to efficiency and selectivity. When the imidazole derivatives were employed to the cyclization reaction, the combination of the rhodium(I) complex and the relatively sterically bulky phosphine (e.g., PCy3 and PPFOMe) was a quite effective catalyst system. In the case of the oxazoles, the ruthenium complex, [Ru(H)2(CO)(PPh3)3], showed the highest activity among the catalysts examined. These catalytic reactions usually proceed at 120°C. The [RhCl(PPh3)3]-catalyzed cyclization reaction of 2-[(1E)-4,4-dimethyl-1,5-hexadienyl]pyridine smoothly proceeded even at room temperature to give the corresponding cyclized product in 93% yield after 24 h. A hybrid catalyst system containing the rhodium(I) and both PPh3 and P(o-tolyl)3 had a slightly better catalytic activity compared with that of [RhCl(PPh3)3]. The intramolecular cyclization can be also applied to the C-H/CO/olefin coupling reactions. These carbonylation reactions gave the 5-membered ring ketones exclusively. The intramolecular C-H/olefin coupling reactions provide a new entry for constructing carbocyclic compounds from 1,n-dienes.

Ti-direct, powerful, stereoselective aldol-type additions of esters and thioesters to carbonyl compounds: Application to the synthesis and evaluation of lactone analogs of jasmone perfumes

An efficient TiCl4-Et3N or Bu3N-promoted aldol-type addition of phenyl and thiophenyl esters or thioaryl esters with aldehydes and ketones was performed (total 46 examples). The present method is advantageous from atom-economical and cost-effective viewpoints; good to excellent yields, moderate to good syn-selectivity, substrate variations, reagent availability, and simple procedures. Utilizing the present reaction as the key step, an efficient short synthesis of three lactone [2(5H)-furanone] analogs of jasmine perfumes was performed. Among them, the lactone analog of cis-jasmone had a unique perfume property (tabac). The Royal Society of Chemistry.

Biosynthesis of tetronasin: Part 6. Preparation of structural analogues of the diketide and triketide biosynthetic precursors to tetronasin

The preparation of three analogues of the putative diketide biosynthetic precursor (2) and eight analogues of the putative triketide biosynthetic precursor (3) of the acyl tetronic acid ionophore tetronasin, as N-acetylcysteamine thioesters (4), (5), (6), (12), (13), (14), (15), (22), (23), (24) and (25) is described. Five examples are 19F-labelled; a new, enantiospecific method for the creation of a fluorinated quarternary α-centre is presented.