72779-06-7

Basic information

• Product Name: 3-methyl-2-butenyl 3-methyl-2-butenoate
• Synonyms: 3-methyl-2-butenyl 3-methyl-2-butenoate;3-Methyl-2-butenoic acid 3-methyl-2-butenyl ester;prenyl senecioate
• CAS NO: 72779-06-7
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23284
• EINECS: 276-828-3
• Mol File: 72779-06-7.mol

Chemical Properties

• Boiling Point: 218.2°C at 760 mmHg
• Flash Point: 88.4°C
• Appearance: /
• Density: 0.914g/cm³
• Vapor Pressure: 0.127mmHg at 25°C
• Refractive Index: 1.455
• CAS DataBase Reference: 3-methyl-2-butenyl 3-methyl-2-butenoate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-2-butenyl 3-methyl-2-butenoate(72779-06-7)
• EPA Substance Registry System: 3-methyl-2-butenyl 3-methyl-2-butenoate(72779-06-7)

Safety Data

• Hazardous Substances Data: 72779-06-7(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
3-methyl-2-butenyl 3-methyl-2-butenoate is used as a flavoring agent for enhancing the taste and aroma of food products. Its fruity, pear-like scent makes it suitable for use in beverages, candies, and baked goods.
Used in Perfume and Fragrance Industry:
Due to its pleasant scent profile, 3-methyl-2-butenyl 3-methyl-2-butenoate is also used in the production of perfumes and fragrances, adding a unique and appealing aroma to these products.

InChI:InChI=1/C10H16O2/c1-8(2)5-6-12-10(11)7-9(3)4/h5,7H,6H2,1-4H3

Upstream product

• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 556-82-1 3-methyl-2-buten-1-ol 
• 541-47-9 3-Methylbutenoic acid 

Relevant articles and documents

Nematicidal activity of natural ester compounds and their analogues against pine wood nematode, bursaphelenchus xylophilus

In this study, we evaluated the nematicidal activity of natural ester compounds against the pine wood nematode, Bursaphelenchus xylophilus, to identify candidates for the development of novel, safe nematicides. We also tested the nematicidal activity of synthesized analogues of these ester compounds to determine the structure-activity relationship. Among 28 ester compounds tested, isobutyl 2-methylbutanoate, 3-methylbutyl 2-methylbutanoate, 3-methylbutyl tiglate, 3-methyl-2-butenyl 2- methylbutanoate, and pentyl 2-methylbutanoate showed strong nematicidal activity against the pine wood nematode at a 1 mg/ mL concentration. The other ester compounds showed weak nematicidal activity. The LC50 values of 3-methylbutyl tiglate, isobutyl 2-methylbutanoate, 3-methylbutyl 2-methylbutanoate, 3-methyl-2-butenyl 2-methylbutanoate, and pentyl 2- methylbutanoate were 0.0218, 0.0284, 0.0326, 0.0402, and 0.0480 mg/mL, respectively. The ester compounds described herein merit further study as potential nematicides for pine wood nematode control.

Analysis of the volatile aroma constituents of parental and hybrid clones of pepino (Solanum muricatum)

The volatile constituents of 10 clones (4 parents with different flavors and 6 hybrids from selected crossings among these parents) of pepino fruit (Solanum muricatum) were isolated by simultaneous distillation-extraction and analyzed by gas chromatography-mass spectrometry (GC-MS). Odor-contributing volatiles (OCVs) were detected by GC-olfactometry-MS analyses and included 24 esters (acetates, 3-methylbutanoates, and 3-methylbut-2-enoates), 7 aldehydes (especially hexenals and nonenals), 6 ketones, 9 alcohols, 3 lactones, 2 terpenes, β-damascenone, and mesifurane. Among these compounds, 17, of which 5 had not been reported previously in pepino, were found to contribute significantly to pepino aroma. OCVs can be assigned to three groups according to their odor quality: fruity fresh (acetates and prenol), green vegetable (C6 and C9 aidehydes), and exotic (lactones, mesifuran, and β-damascenone). Quantitative and qualitative differences between clones for these compounds are clearly related to differences in their overall flavor impression. The positive value found for the hybrid-midparent regression coefficient for volatile composition indicates that an important fraction of the variation observed is inheritable, which has important implications in breeding for improving aroma. Significant and positive correlations were found between OCVs having common precursors or related pathways.