1070-66-2

Basic information

• Product Name: 2-methylenehexanal
• Synonyms: 2-methylenehexanal;2-n-Butylacrolein;2-Butylacrylaldehyde
• CAS NO: 1070-66-2
• Molecular Formula: C₇H₁₂O
• Molecular Weight: 112.16958
• EINECS: 213-978-0
• Mol File: 1070-66-2.mol

Chemical Properties

• Boiling Point: 138.5°Cat760mmHg
• Flash Point: 33.3°C
• Appearance: /
• Density: 0.822g/cm³
• Vapor Pressure: 6.71mmHg at 25°C
• Refractive Index: 1.416
• CAS DataBase Reference: 2-methylenehexanal(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methylenehexanal(1070-66-2)
• EPA Substance Registry System: 2-methylenehexanal(1070-66-2)

Safety Data

• RIDADR: 1993
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 1070-66-2(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
2-methylenehexanal is used as a food flavoring agent for its ability to impart a fresh, green, and grassy flavor to various food products. It enhances the natural taste and aroma of foods, making them more appealing to consumers.
Used in Fragrance and Perfume Industry:
In the fragrance and perfume industry, 2-methylenehexanal is used as a key ingredient to create fresh, natural, and green scent profiles. Its unique aroma adds depth and complexity to perfumes, colognes, and other scented products, making them more attractive and long-lasting.
Used in Antimicrobial Applications:
2-methylenehexanal has been studied for its potential antimicrobial properties, making it a candidate for use in various applications where controlling the growth of bacteria and other microorganisms is essential. Its ability to inhibit microbial growth can be utilized in food preservation, cosmetics, and healthcare products.
Used in Antioxidant Applications:
As an antioxidant, 2-methylenehexanal can help protect cells from damage caused by free radicals and oxidative stress. It can be used in skincare products, supplements, and other applications where antioxidant properties are beneficial for maintaining overall health and well-being.
Used in Cancer Research:
2-methylenehexanal has shown potential in inhibiting the growth of certain cancer cells, making it a subject of interest for cancer research. Further studies are needed to explore its potential as a therapeutic agent in the treatment of various types of cancer.
Used in Volatile Organic Compounds (VOCs):
As a volatile organic compound, 2-methylenehexanal contributes to the characteristic smell of freshly cut grass. It can be used in air fresheners, candles, and other products that aim to recreate the scent of nature indoors.

InChI:InChI=1/C7H12O/c1-3-4-5-7(2)6-8/h6H,2-5H2,1H3

Upstream product

• 50-00-0 formaldehyd 
• 66-25-1 hexanal 
• 361373-81-1 2-(tosylmethyl)-hexanal 
• 90935-17-4 1,1-diethoxy, 2-methylene hexenal 
• 111-92-2 dibutylamine 
• 506-59-2 N,N-dimethylammonium chloride 
• 129665-63-0 2-(tosylmethyl)-1-hexanol 
• 622383-01-1 2-[(dimethylphenylsilyl)methylene]hexan-1-ol 
• 131079-13-5 (Z)-1-(dimethylphenylsilyl)-2-formyl-1-hexene 
• 50965-90-7 2-methylenehexan-1-ol 

Downstream Products

• 925-54-2 2-methylhexanal 
• 4380-88-5 2-butylacrylic acid 
• 3618-37-9 ethyl 2-n-butylacrylate 
• 24740-58-7 2-<3-Oxo-3-phenyl-propyl>-hexanal 
• 138832-20-9 (2S,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(diphenyl-phosphinoyl)-2-methyl-5-methylene-nonan-4-ol 
• 138832-20-9 (2S,3S,4R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(diphenyl-phosphinoyl)-2-methyl-5-methylene-nonan-4-ol 

Relevant articles and documents

A Systematic Study on the Synthesis of n-Butyl Substituted 8-Aminoquinolines

(Chemical Equation Presented) A systematic study on the synthesis of 8-aminoquinoline derivatives with an n-butyl group at each alternate position of the quinoline ring was carried out. Skraup Reaction and its Doebner-von Miller variation were used to obtain most of the quinoline ring except for the 2-butyl-8-aminoquinolines and 4-butyl-8-aminoquinolines where the commercially available methylquinoline derivatives were used as precursors. The structures of the synthesized compounds were characterized by FTIR, 1H-NMR, COSY, 13C-NMR and HRMS spectra.

Efficient synthesis of (±)-4-methyloctanoic acid, aggregation pheromone of rhinoceros beetles of the genus oryctes (Coleoptera: Dynastidae, Scarabaeidae)

(±)-4-Methyloctanoic acid and its ethyl ester are aggregation pheromones of many rhinoceros beetles of the genus Oryctes and are investigated for the control of these pests by olfactory trapping. A simple, economical, and high-yield (>50%) synthesis of (±)-4-methyloctanoic acid and its ethyl ester is presented starting from n-hexanal. The key step in this sequence is an orthoester Claisen rearrangement for the elongation of the carbon chain by two.

ODORANTS AND COMPOSITIONS COMPRISING ODORANTS

The present invention relates to new classes of odorous 3-(2- methylenealkoxy)alkanenitrile derivatives of formula (I) which are useful as fragrance or flavor materials in particular in providing dry, woody, dusty, earthy, and/or patchouli notes together with optional coriander, aldehydic, citrus, mandarin, pear, cinnamon, and/ or petal floral-like notes to perfume, aroma or deodorizing/masking compositions.

Enantioselective hydroesterificative cyclization of 1,6-enynes to chiral γ-lactams bearing a quaternary carbon stereocenter

A palladium-catalyzed asymmetric hydroesterification-cyclization of 1,6-enynes with CO and alcohol was developed to efficiently prepare a variety of enantioenriched γ-lactams bearing a chiral quaternary carbon center and a carboxylic ester group. The approach featured good to high chemo-, region-, and enantioselectivities, high atom economy, and mild reaction conditions as well as broad substrate scope. The correlation between the multiple selectivities of such process and the N-substitutes of the amide linker in the 1,6-enyne substrate has been depicted by the crystallographic evidence and control experiments.

COMPOSITIONS COMPRISING ODORANTS

The present invention relates to odorous 2- and/or 3-substituted 3-(allyloxy)propenes which are useful as fragrance or flavor ingredients in particular in providing green, fruity, pear and/or waxy olfactory notes. The present invention also relates to novel perfume, aroma or deodorizing/masking compositions comprising said odorants.

Exploration of Diverse Reactive Diad Geometries for Bifunctional Catalysis via Foldamer Backbone Variation

What is the best spatial arrangement of a pair of reactive groups for bifunctional catalysis of a chemical transformation? The conformational versatility of proteins allows reactive group geometry to be explored and optimized via evolutionary selection, but it has been difficult for chemists to identify synthetic scaffolds that allow broad comparative evaluation among alternative reactive group geometries. Here we show that a family of helices, adopted predictably by oligomers composed partially or exclusively of β-amino acid residues, enables us to explore a range of orientations for a pair of pyrrolidine units that must work in tandem to catalyze a crossed aldol reaction. Thus, the crossed aldol reaction serves as an assay of reactive diad efficacy. We have chosen a test reaction free of stereochemical complexity in order to streamline our study of reactivity. The best geometry enhances the initial rate of product formation by two orders of magnitude. Our findings raise the possibility that rudimentary catalysts involving an isolated secondary structure might have facilitated the development of prebiotic reaction networks.

Structure-activity relationship study of a series of novel oxazolidinone derivatives as IL-6 signaling blockers

A series of oxazolidinone and indole derivatives were synthesized and evaluated as IL-6 signaling blockers by measuring the effects of these compounds on IL-6-induced luciferase expression in human hepatocarcinoma HepG2 cells transfected with p-STAT3-Luc. Among different compounds screened, compound 4d was emerged as the most potent IL-6 signaling blockers with IC50 value of 5.9 μM which was much better than (+)-Madindoline A (IC50 = 21 μM), a known inhibitor of IL-6.

Expanding the Scope of the Gold(I)-Catalyzed Rautenstrauch Rearrangement: Protic Additives

The synthesis of substituted 2-cyclopentenones using a commercially available gold(I) catalyst is described under flexible reaction conditions. During the course of our investigations, we discovered that using a proton source as an additive is required to obtain the desired substituted cyclopentenones in good yields.

Synthesis of the C-18-C-34 fragment of amphidinolides C, C2, and C3

The C-18-C-34 fragment of amphidinolides C, C2, and C3 and the C-18-C-29 fragment of amphidinolide F have been constructed from a trans-2,5-disubstituted dihydrofuran. This key intermediate was prepared from a dihydrofuranone formed by diastereoselective rearrangement of a free or metal-bound oxonium ylide generated from a metal carbenoid. The side chains found in amphidinolides C and F were introduced using Sonogashira coupling reactions.

Manganese(III) acetate mediated oxidative radical cyclizations. Toward vicinal all-carbon quaternary stereocenters

Manganese(III) acetate mediated oxidative radical cyclizations have been used to synthesize a range of densely functionalized and sterically congested cyclopentane-lactones. A number of the resulting lactones contain vicinal all-carbon quaternary stereocenters adjacent to a tertiary benzylic stereocenter and are formed with high levels of stereocontrol.