7786-29-0

Basic information

• Product Name: 2-METHYL OCTANAL
• Synonyms: 2-METHYL OCTANAL;METHYL HEXYL ACETALDEHYDE;FEMA 2727;2-methyl-octana;alpha-methyloctanal;Octanal, 2-methyl-;METHYLHEXYLACETALDEHYD
• CAS NO: 7786-29-0
• Molecular Formula: C₉H₁₈O
• Molecular Weight: 142.24
• EINECS: 232-093-0
• Mol File: 7786-29-0.mol
• Article Data: 233

Chemical Properties

• Melting Point: -18°C (estimate)
• Boiling Point: 189.85°C (estimate)
• Flash Point: 58.9°C
• Appearance: /
• Density: 0.8410
• Vapor Pressure: 0.759mmHg at 25°C
• Refractive Index: 1.4230
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 2-METHYL OCTANAL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL OCTANAL(7786-29-0)
• EPA Substance Registry System: 2-METHYL OCTANAL(7786-29-0)

Safety Data

• Hazardous Substances Data: 7786-29-0(Hazardous Substances Data)

Usage

Description

2-Methyloctanal is an organic compound with a delicate, floral odor, reminiscent of roses or lilies. It is prepared through various chemical reactions, such as heating methoxymethyl hexyl carbinol with oxalic acid or anhydrous formic acid, or through Darzen's synthesis involving the reaction of methyl hexyl ketone and ethyl chloroacetate with sodium ethylate. The resulting ester is then hydrolyzed to the acid and heated under vacuum.

Uses

Used in Flavor and Fragrance Industry:
2-Methyloctanal is used as a flavoring agent for enhancing the aroma of various food products, such as beverages, confectionery, and baked goods. Its floral scent adds a pleasant and natural aroma to these products, making them more appealing to consumers.
Used in Perfumery:
In the perfumery industry, 2-methyloctanal is used as a fragrance ingredient to create a fresh, floral, and slightly fruity scent. It is often used in combination with other fragrance compounds to develop unique and complex perfume blends.
Used in Cosmetics:
2-Methyloctanal is also used in the cosmetics industry as a scent component in various personal care products, such as soaps, lotions, and creams. Its floral and fresh scent adds a pleasant aroma to these products, enhancing the overall sensory experience for the user.
Used in Aromatherapy:
In aromatherapy, 2-methyloctanal can be used for its calming and soothing properties. Its floral scent can help create a relaxing atmosphere, promoting a sense of well-being and reducing stress.

Synthesis

By heating methoxymethyl hexyl carbinol with oxalic acid or with anhydrous formic acid; also from hexanal and propionic aldehyde, Darzen’s synthesis of reacting methyl hexyl ketone and ethyl chloroacetate with sodium ethylate; the resulting ester is then hydrolyzed to the acid and this heated under vacuum.

InChI:InChI=1/C9H18O/c1-3-4-5-6-7-9(2)8-10/h8-9H,3-7H2,1-2H3

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Relevant articles and documents

Chemo- And regioselective hydroformylation of alkenes with CO2/H2over a bifunctional catalyst

As is well known, CO2 is an attractive renewable C1 resource and H2 is a cheap and clean reductant. Combining CO2 and H2 to prepare building blocks for high-value-added products is an attractive yet challenging topic in green chemistry. A general and selective rhodium-catalyzed hydroformylation of alkenes using CO2/H2 as a syngas surrogate is described here. With this protocol, the desired aldehydes can be obtained in up to 97% yield with 93/7 regioselectivity under mild reaction conditions (25 bar and 80 °C). The key to success is the use of a bifunctional Rh/PTA catalyst (PTA: 1,3,5-triaza-7-phosphaadamantane), which facilitates both CO2 hydrogenation and hydroformylation. Notably, monodentate PTA exhibited better activity and regioselectivity than common bidentate ligands, which might be ascribed to its built-in basic site and tris-chelated mode. Mechanistic studies indicate that the transformation proceeds through cascade steps, involving free HCOOH production through CO2 hydrogenation, fast release of CO, and rhodium-catalyzed conventional hydroformylation. Moreover, the unconventional hydroformylation pathway, in which HCOOAc acts as a direct C1 source, has also been proved to be feasible with superior regioselectivity to that of the CO pathway.

ALDEHYDE GENERATION VIA ALKENE HYDROFORMYLATION

Aldehyde generation includes providing a first input stream, a second input, and an alkene substrate to a reactor system. The first input stream includes a catalyst, a ligand, and an organic solvent. The second input stream includes a mixture of carbon monoxide (CO) and hydrogen gas (H2). The alkene substrate is in either gaseous form or liquid form, the liquid form of the alkene substrate being provided with the first input stream, the gaseous form of the alkene substrate being provided with the second input stream. The reactor system includes a first reactor and a second reactor, where the second reactor is gas permeable and positioned within the first reactor.

Rh-catalyzed highly regioselective hydroformylation to linear aldehydes by employing porous organic polymer as a ligand

In this work, we developed a new structural porous organic polymer containing biphosphoramidite unit, which can be used as a solid bidentate phosphorous ligand for rhodium-catalyzed solvent-free higher olefins hydroformylation. The resultant catalyst demonstrated unprecedently high regioselectivity to linear aldehydes and could be readily recovered for successive reuses with good stability in both catalytic activity and regioselectivity. This journal is