10022-28-3

Basic information

• Product Name: 1,1-Dimethoxyoctane
• Synonyms: 1,1-dimethoxy-octan;Octane, 1,1-dimethoxy-;N-CAPRYL ALDEHYDE DIMETHYL ACETAL;OCTACETAL;N-OCTANAL DIMETHYL ACETAL;N-OCTYL ALDEHYDE DIMETHYL ACETAL;OCTALDEHYDE DIMETHYL ACETAL;OCTANAL DIMETHYL ACETAL
• CAS NO: 10022-28-3
• Molecular Formula: C₁₀H₂₂O₂
• Molecular Weight: 174.28
• EINECS: 233-018-4
• Mol File: 10022-28-3.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 206-207 °C(lit.)
• Flash Point: 194 °F
• Appearance: COA
• Density: 0.851 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.15E-13mmHg at 25°C
• Refractive Index: n20/D 1.416(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: 210.5mg/L at 24℃
• CAS DataBase Reference: 1,1-Dimethoxyoctane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dimethoxyoctane(10022-28-3)
• EPA Substance Registry System: 1,1-Dimethoxyoctane(10022-28-3)

Safety Data

• WGK Germany: 2
• Hazardous Substances Data: 10022-28-3(Hazardous Substances Data)

Usage

Description

Octanal dimethyl acetal has a characteristic woody aroma reminiscent of cognac. May be synthesized by condensation of octaldehyde with methanol using dry HCL as a dehydrating agent.

Chemical Properties

Octanal dimethyl acetal has a green, woody, citrusy odor reminiscent of cognac.

Preparation

By condensation of octaldehyde with methanol using dry HCl as a dehydrating agent.

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 2080, 1971 DOI: 10.1021/ja00737a057

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C29H40I2/c1-3-5-7-9-11-13-19-29(20-14-12-10-8-6-4-2)27-21-23(30)15-17-25(27)26-18-16-24(31)22-28(26)29/h15-18,21-22H,3-14,19-20H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 31814-65-0 triethyl-(3-hexyl-oxiranyl)-silane 
• 54889-48-4 1,1-diethoxy-octane 
• 111-66-0 oct-1-ene 
• 124-11-8 non-1-ene 
• 124-13-0 Octanal 
• 111-13-7 hexyl-methyl-ketone 
• 543-59-9 1-Chloropentane 
• 36598-10-4 methyl N-octylcarbamate 
• 86688-72-4 N-methoxycarbonyl-1-methoxyoctylamine 
• 4550-05-4 1-nitro-1-octene 
• 127248-86-6 1-Ethoxy-1-methoxy-octane 
• 629-82-3 di-n-octyl ether 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 89423-37-0 1-methoxy-1-(phenylthio)octane 
• 4128-31-8 rac-octan-2-ol 
• 929-56-6 1-methoxyoctane 
• 111-11-5 methyl octanate 
• 106-70-7 methyl hexanoate 
• 142836-45-1 2-chlorooctanal dimethyl acetal 
• 124-13-0 Octanal 
• 62469-75-4 (Z)-1-methoxy-oct-1-ene 
• 62427-06-9 (E)-1-methoxy-1-octene 
• 137469-50-2 1-methoxy-1-(phenylseleno)octane 
• 137469-56-8 1,1-diphenylselenooctane 
• 106808-97-3 4-(5-hexylpyrimidin-2-yl)benzoic acid 

Relevant articles and documents

Highly effective acetalization of aldehydes and ketones with methanol on siliceous mesoporous material

Aromatic and linear aldehydes as well as cyclohexanone could be converted to the corresponding dimethylacetals in yields of ca. 90-100% at ambient or refluxing temperature in the titled reaction.

A New Transformation of Amines to Carbonyl Compounds

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A recyclable fluorous hydrazine-1,2-bis(carbothioate) with NCS as efficient catalysts for acetalization of aldehydes

A fluorous hydrazine-carbothioate organocatalyst was prepared. Together with NCS, the catalyst showed a good activity in acetalization of aldehydes and alcohols. It could be recovered from the reaction mixture by fluorous solid-phase extraction (F-SPE) with excellent purity for direct reuse.

Transformations of peroxide olefin ozonolysis products in methanol in the presence of water

Transformations of peroxide products of ozonolysis of various olefins with different degrees of substitution at the double bond by the action of hydroxylamine and semicarbazide hydrochloride in methanol in the presence of water as co-solvent were studied.

One-pot Synthesis of Acetals by Tandem Hydroformylation-acetalization of Olefins Using Heterogeneous Supported Catalysts

Abstract: A green route for one?pot synthesis of acetals by tandem hydroformylation?acetalization of olefins using supported Rh?based?catalysts was developed. Experimental results demonstrated that suitable Rh loading (1 wt%) with appropriate reaction temperature (120?°C) and reaction time (8?h) were favorable for the formation of acetals, and a high acetals selectivity of 94.6% was achieved. More importantly, the selectivity to valuable linear products was enhanced in this tandem catalysis. Based on the catalytic mechanism study, highly dispersed RhOx nanoparticles and abundant acid sites on the supports were responsible for the hydroformylation and acetalization, respectively. Graphical abstract: One-pot synthesis of acetals directly from olefins with high selectivity was achieved over heterogeneous bifunctional catalysts via tandem hydroformylation-acetalization. [Figure not available: see fulltext.]

SO3H-functionalized silica for acetalization of carbonyl compounds with methanol and tetrahydropyranylation of alcohols

Sulfonic acid group-functionalized amorphous silica acts as a highly effective and reusable catalyst for acetalization of various carbonyl compounds with methanol and tetrahydropyranylation of alcohols.

Photochemical synthesis of acetals utilizing Schreiner's thiourea as the catalyst

Acetalization of aldehydes is an area of great importance in Organic Chemistry for both synthetic and biological puproses. Herein, we report a mild, inexpensive and green photochemical protocol, where Schreiner's thiourea (N,N′-bis[3,5-bis(trifluoromethyl)-phenyl]-thiourea) is utilized as the catalyst and cheap household lamps as the light source. A variety of aromatic and aliphatic aldehydes were converted into acetals in good to high yields (23 examples, 36-96% yield) and an example of the synthesis of a cyclic acetal is provided. The reaction mechanism was also studied.