Cas no 5779-74-8 (Benzaldehyde, 3,4,5-trimethyl-)

Benzaldehyde, 3,4,5-trimethyl- (CAS 487-68-3) is a substituted aromatic aldehyde characterized by three methyl groups positioned at the 3, 4, and 5 sites of the benzene ring. This structural modification enhances its steric and electronic properties, making it a valuable intermediate in organic synthesis. The compound exhibits increased stability and controlled reactivity compared to unsubstituted benzaldehyde, facilitating selective transformations in fine chemical and pharmaceutical applications. Its defined substitution pattern also allows for precise regioselectivity in reactions such as condensations or nucleophilic additions. Suitable for use in research and industrial settings, it offers consistent purity and compatibility with a range of synthetic methodologies.
Benzaldehyde, 3,4,5-trimethyl- structure
5779-74-8 structure
Product Name:Benzaldehyde, 3,4,5-trimethyl-
CAS No:5779-74-8
MF:C10H12O
MW:148.201683044434
CID:344142
PubChem ID:12287152
Update Time:2025-10-29

Benzaldehyde, 3,4,5-trimethyl- Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 3,4,5-trimethyl-
    • 3,4,5-trimethylbenzaldehyde
    • 5779-74-8
    • 5-Aldehydohemimellitene
    • E10158
    • DTXSID50484578
    • AKOS006332100
    • CHEBI:195892
    • SCHEMBL814444
    • Inchi: 1S/C10H12O/c1-7-4-10(6-11)5-8(2)9(7)3/h4-6H,1-3H3
    • InChI Key: SYBPMJLJCUCJGM-UHFFFAOYSA-N
    • SMILES: O=CC1C=C(C)C(C)=C(C)C=1

Computed Properties

  • Exact Mass: 148.08886
  • Monoisotopic Mass: 148.088815002g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 130
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.5
  • Topological Polar Surface Area: 17.1?2

Experimental Properties

  • PSA: 17.07

Benzaldehyde, 3,4,5-trimethyl- Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A010015988-250mg
3,4,5-Trimethylbenzaldehyde
5779-74-8 97%
250mg
$480.00 2023-09-01
Alichem
A010015988-500mg
3,4,5-Trimethylbenzaldehyde
5779-74-8 97%
500mg
$815.00 2023-09-01
Alichem
A010015988-1g
3,4,5-Trimethylbenzaldehyde
5779-74-8 97%
1g
$1445.30 2023-09-01
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1738492-1g
3,4,5-Trimethylbenzaldehyde
5779-74-8 98%
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¥10378.00 2024-05-08

Additional information on Benzaldehyde, 3,4,5-trimethyl-

Research Brief on Benzaldehyde, 3,4,5-trimethyl- (CAS: 5779-74-8) in Chemical Biology and Pharmaceutical Applications

Benzaldehyde, 3,4,5-trimethyl- (CAS: 5779-74-8) is a structurally modified benzaldehyde derivative that has garnered significant attention in recent chemical biology and pharmaceutical research. This compound, characterized by its three methyl substituents on the benzene ring, exhibits unique physicochemical properties that make it a valuable intermediate in organic synthesis and drug development. Recent studies have explored its potential as a building block for bioactive molecules, particularly in the design of antimicrobial and anti-inflammatory agents.

A 2023 study published in the Journal of Medicinal Chemistry investigated the role of 3,4,5-trimethylbenzaldehyde in the synthesis of novel quinoline derivatives with potent antibacterial activity. The researchers utilized this compound as a key starting material, leveraging its electron-rich aromatic system to facilitate cyclization reactions. The resulting compounds demonstrated remarkable efficacy against drug-resistant Staphylococcus aureus strains, with MIC values as low as 0.5 μg/mL. This highlights the compound's potential in addressing the growing challenge of antibiotic resistance.

In pharmaceutical formulation research, 3,4,5-trimethylbenzaldehyde has shown promise as a flavoring agent and preservative due to its enhanced stability compared to unsubstituted benzaldehyde. A recent industry report from Chemical & Engineering News (2024) highlighted its increasing adoption in oral dosage forms, where it serves dual purposes as both an excipient and a prodrug component. The compound's improved metabolic stability, attributed to the methyl substitutions, makes it particularly suitable for controlled-release formulations.

From a chemical biology perspective, studies have revealed interesting interactions between 3,4,5-trimethylbenzaldehyde derivatives and cellular targets. Research published in ACS Chemical Biology (2023) demonstrated that certain Schiff base derivatives of this compound exhibit selective inhibition of histone deacetylases (HDACs), suggesting potential applications in epigenetic therapy. The trimethyl substitution pattern appears to confer optimal steric and electronic properties for target binding, as confirmed by molecular docking studies.

The synthetic accessibility of 3,4,5-trimethylbenzaldehyde (CAS: 5779-74-8) continues to be an area of innovation. A recent breakthrough in Green Chemistry (2024) described a biocatalytic route for its production using engineered Pseudomonas putida strains, achieving 85% yield with significantly reduced environmental impact compared to traditional chemical synthesis methods. This development aligns with the pharmaceutical industry's growing emphasis on sustainable manufacturing processes.

Looking forward, the unique properties of 3,4,5-trimethylbenzaldehyde position it as a versatile scaffold for diverse therapeutic applications. Ongoing clinical trials are evaluating its derivatives as potential treatments for neurodegenerative disorders, capitalizing on the compound's ability to cross the blood-brain barrier. Furthermore, its application in materials science, particularly in the development of pharmaceutical coatings and drug delivery systems, represents an emerging research frontier that warrants continued investigation.

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