93904-58-6

Basic information

• Product Name: (S)-4-methylhex-5-enal
• Synonyms: (S)-4-methylhex-5-enal;(S)-4-Methyl-5-hexenal
• CAS NO: 93904-58-6
• Molecular Formula: C₇H₁₂O
• Molecular Weight: 112.16958
• EINECS: 299-797-8
• Mol File: 93904-58-6.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 141°Cat760mmHg
• Flash Point: 27.7°C
• Appearance: /
• Density: 0.819g/cm³
• Vapor Pressure: 5.97mmHg at 25°C
• Refractive Index: 1.416
• CAS DataBase Reference: (S)-4-methylhex-5-enal(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-methylhex-5-enal(93904-58-6)
• EPA Substance Registry System: (S)-4-methylhex-5-enal(93904-58-6)

Safety Data

• Hazardous Substances Data: 93904-58-6(Hazardous Substances Data)

Usage

Description

(S)-4-methylhex-5-enal, a chemical compound with the molecular formula C7H12O, is a colorless liquid characterized by a strong, unpleasant odor, often described as grassy or greasy. This versatile compound is valued for its various applications across different industries due to its unique properties.

Uses

Used in Flavor and Fragrance Industry:
(S)-4-methylhex-5-enal is used as a flavoring agent for imparting fruity, apple-like, or green notes to food products. Its distinct scent also makes it a valuable addition to the fragrance industry, where it is used in perfumes and colognes to provide a fresh, floral aroma.
Used in Insect Control:
(S)-4-methylhex-5-enal is studied for its potential applications in insect control, as it has been found to possess insecticidal properties. This characteristic makes it a promising candidate for use in the agricultural and pest management sectors, where it could be employed to control and manage insect populations.

InChI:InChI=1/C7H12O/c1-3-7(2)5-4-6-8/h3,6-7H,1,4-5H2,2H3/t7-/m1/s1

Upstream product

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• 502164-45-6 2,2-dimethyl-3-((S)-3-methylpent-4-enyl)oxirane 
• 2436-90-0 (S)-(+)-dihydromyrcene 

Downstream Products

• 105087-23-8 (2S,4S,6S,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carboxylic acid methyl ester 
• 102140-79-4 (2S,4R,6S,8R,9S)-methyl 4<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane-2-carboxylate 
• 105087-22-7 (2R,4R,6S,8R,9S)-methyl 4<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane-2-carboxylate 
• 105087-26-1 (2R,4R,6R,8R,9S)-methyl 4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane-2-carboxylate 
• 105087-27-2 (2S,4R,6S,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane-2-carboxaldehyde 
• 104996-35-2 (2R,4R,6S,8R,9S)-methyl 8,9-dimethyl-4-<<(4-methylphenyl)sulfonyl>oxy>-1,7-dioxaspiro<5.5>undecane-2-carboxylate 
• 82415-18-7 (2S,4S,6S,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane-2-methanol 
• 185670-06-8 (2S,3S,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester 
• 928112-44-1 (Z)-3-Methyl-oct-2-en-6-ynoic acid (2R,4R,6R)-2-methoxy-2-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-6-((S)-3-methyl-hex-4-ynyl)-tetrahydro-pyran-4-yl ester 
• 646994-51-6 (R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-one 
• 1053714-70-7 Trifluoro-methanesulfonic acid (2R,4S,6R)-2-methoxy-2-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-6-((S)-3-methyl-hex-4-ynyl)-tetrahydro-pyran-4-yl ester 
• 646994-46-9 (R)-4-[(5R,8S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methyl-undec-9-ynoyl]-3-(4-methoxy-benzyl)-thiazolidin-2-one 
• 646994-49-2 (R)-4-[(2R,4S,6R)-4-Hydroxy-2-methoxy-6-((S)-3-methyl-hex-4-ynyl)-tetrahydro-pyran-2-yl]-3-(4-methoxy-benzyl)-thiazolidin-2-one 
• 101915-87-1 6,7-(Z)-N-PMB-15-OMe-Latrunculin B 

Relevant articles and documents

Synthetic Route to Oscillatoxin D and Its Analogues

O-Methyloscillatoxin D and its analogues were concisely synthesized by a bioinspired intramolecular Mukaiyama aldol reaction as a key step, which involves the construction of a novel spiro-ether moiety.

Catalytic Asymmetric Allylic Substitution with Copper(I) Homoenolates Generated from Cyclopropanols

By using copper(I) homoenolates as nucleophiles, which are generated through the ring-opening of 1-substituted cyclopropane-1-ols, a catalytic asymmetric allylic substitution with allyl phosphates is achieved in high to excellent yields with high enantioselectivity. Both 1-substituted cyclopropane-1-ols and allylic phosphates enjoy broad substrate scopes. Remarkably, various functional groups, such as ether, ester, tosylate, imide, alcohol, nitro, and carbamate are well tolerated. Moreover, the present method is nicely extended to the asymmetric construction of quaternary carbon centers. Some control experiments argue against a radical-based reaction mechanism and a catalytic cycle based on a two-electron process is proposed. Finally, the synthetic utilities of the product are showcased by means of the transformations of the terminal olefin group and the ketone group.

Application of Cp2TiCl-Promoted Radical Cyclization: A Unified Strategy for the Syntheses of Iridoid Monoterpenes

An expedient approach toward the unified total syntheses of (+)-iridomyrmecin, (-)-isoiridomyrmecin, (+)-7-epi-boschnialactone, (+)-teucriumlactone, and (-)-dolichodial in chirally pure forms starting from readily available (+)-β-citronellene is delineated combining step economy and simplicity. Highlights include a Ti(III)-mediated reductive epoxide opening-cyclization for the construction of the core cyclopenta[c]pyran skeleton of the iridoid lactones with complete diastereoselectivity for the newly created bridgehead stereogenic centers. Subsequent transformations facilitate a short access to (+)-teucriumlactone and (-)-dolichodial and formal access to potentially other iridoids.