4454-02-8

Basic information

• Product Name: 1,1,5,5-tetramethoxypentane
• Synonyms: 1,1,5,5-tetramethoxypentane;Pentane, 1,1,5,5-tetramethoxy-;Glutaraldehyde, bis(dimethyl acetal);Glutardialdehyde tetramethyl acetal;Nsc21540
• CAS NO: 4454-02-8
• Molecular Formula: C₉H₂₀O₄
• Molecular Weight: 192.2527
• EINECS: 224-697-8
• Mol File: 4454-02-8.mol

Chemical Properties

• Boiling Point: 220.5°Cat760mmHg
• Flash Point: 71.1°C
• Appearance: /
• Density: 0.945g/cm³
• Vapor Pressure: 0.167mmHg at 25°C
• Refractive Index: 1.412
• CAS DataBase Reference: 1,1,5,5-tetramethoxypentane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,5,5-tetramethoxypentane(4454-02-8)
• EPA Substance Registry System: 1,1,5,5-tetramethoxypentane(4454-02-8)

Safety Data

• Hazardous Substances Data: 4454-02-8(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
1,1,5,5-tetramethoxypentane is used as a solvent in various chemical reactions for its ability to dissolve a wide range of substances and facilitate reaction processes. Its low reactivity and stable nature make it a valuable and versatile compound in the synthesis of new organic compounds.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, 1,1,5,5-tetramethoxypentane is utilized as a solvent in the production of drugs, aiding in the synthesis of active pharmaceutical ingredients and excipients. Its properties contribute to the efficiency and safety of drug manufacturing processes.
Used in Specialty Chemicals:
1,1,5,5-tetramethoxypentane is employed as a component in the formulation of specialty chemicals, where its unique properties are leveraged to enhance the performance of final products in various applications, such as coatings, adhesives, and lubricants.
Overall, 1,1,5,5-tetramethoxypentane's versatility, stability, and safety profile make it a preferred choice in multiple sectors of the chemical industry, ensuring its continued relevance and application in diverse settings.

InChI:InChI=1/C9H20O4/c1-10-8(11-2)6-5-7-9(12-3)13-4/h8-9H,5-7H2,1-4H3

Upstream product

• 4454-05-1 2-methoxy-3,4-dihydro-2H-pyran 
• 67-56-1 methanol 
• 876938-53-3 Cyclohepta-1,3-diene 
• 142-29-0 cyclopentene 
• 36255-44-4 3-bromopropanal dimethyl acetal 
• 97-97-2 chloroacetaldehyde dimethyl acetal 

Downstream Products

• 6581-57-3 cis- and trans-2,6-Dimethoxytetrahydropyran 
• 73739-61-4 1,1,3,7,7-pentamethoxy-2,2-dimethyl-heptane 
• 343942-79-0 methoxy-5 methylene-2 dimethyl-6,6 cyclohexaneacetaldehyde 
• 73739-64-7 (methoxy-4 dimethyl-3,3 cyclohexene-1 ylmethyl) vinylether 
• 73739-67-0 acetate d'hydroxymethyl-1 methoxy-4 dimethyl-3,3 cyclohexene-1 
• 79693-53-1 bromomethyl-1 methoxy-4 dimethyl-3,3 cyclohexene 
• 79693-50-8 chloromethyl-1 methoxy-4 dimethyl-3,3 cyclohexene 
• 79693-56-4 methylene-2 trans-methoxy-5 dimethyl-6,6 cyclohexane formaldehyde 
• 79693-51-9 acide methoxy-3 dimethyl-2,2 methylene-6 cyclohexanecarboxylique (1RS,3RS) 
• 79693-52-0 (acide methoxy-4 dimethyl-3,3 cyclohexene-1 yl)-2 acetique 
• 79693-55-3 methylene-2 methoxy-5 dimethyl-6,6 cyclohexyle-2 dithianne-1,3 
• 79693-49-5 methoxy-3 dimethyl-2,2 methylene-6 cyclohexane N,N-dimethylacetamide 
• 345230-97-9 methoxy-5 methylene-2 dimethyl-6,6 cyclohexane acetate de dimethyltertiobutylsilyle 
• 79693-54-2 1-(4-Methoxy-3,3-dimethyl-cyclohex-1-enylmethyl)-[1,3]dithian-1-ium; bromide 

Relevant articles and documents

Novel method for synthesizing dialdehyde compound

The invention provides a method for synthesizing a dialdehyde compound, and an acetal represented by the structural formula (I) and a Grignard reagent represented by the structural formula (II) are subjected to a coupling reaction and then hydrolyzed to obtain the dialdehyde compound, wherein the structural formula (I) and the structural formula (II) are described in the specification. The method has the advantages of high reaction activity, the reaction can be carried out even under the condition of room temperature, the reaction completed time is short, almost no other by-products are generated, no catalyst is required to be used, the reaction yield is high, and the reaction speed is fast. Moreover, the product purity is high, the dialdehyde compound with the purity of about 98% can be obtained after concentration, and no complex purification process is required.

PREPARATION OF GLUTARALDEHYDE

Provided is a process for the preparation of glutaraldehyde. The process comprises reacting an alkoxydihydropyran with water in the presence of an acidic catalyst. The alcohol by-product distilled from the reaction mixture is subjected to a heterogeneous catalyst that is located external to the distillation column used for distilling the alcohol, thereby increasing glutaraldehyde yield and decreasing the level of alkoxydihydropyran contamination in the alcohol.

Difunctional and Hetercyclic Prducts from the Ozonolysis of Conjugated C5-C8 Cyclodienes

Ozonolyses of the conjugated C5-C8 cyclodienes 1a-d in methanol, followed by reduction with DMS, have been examined.Monoozonolyses gave the corresponding unsaturated dialdehydes 2e as the primary products.In subsequent reactions, the dialdehydes 2e derived from the monoozonolyses of 1a, 1b, and 1c gave in high yields the heterocyclic compounds 7, 8k, and 9k, respectively.Diozonolyses of 1a-d gave the corresponding dialdehydes 3e as the primary products.In subsequent reactions, the dialdehydes 3e derived from 1b and 1c gave the heterocyclic compounds 8l and 9l, respectively.In addition, aldehydes 2e and 3e undervent partial acetalization reactions with methanol.

REACTION OF ALKOXYFURAN AND ALKOXYPYRANS WITH ALCOHOLS IN ACID MEDIUM

The acetals of fumaraldehyde and glutaraldehyde are respectively formed when 2,5-dialkoxy-2,5-dihydrofuran and 2-alkoxy-2,3-dihydropyrans are reacted with alcohols in acid medium.The monomethyl-substituted alkoxypyrans are cleaved to glutaraldehyde acetals with much greater difficulty than the unsubstituted derivatives.A 2-alkoxy-3,3-dimethylpyran and 2,5-dialkoxy-2-methylpyran do not give the corresponding acetals.The stability of the methyl-substituted alkoxypyrans is caused by the fact that the methyl groups shield the oxygen of the pyran ring, thus preventing the addition of a proton to the oxygen of the ring.The reason for the resistance of a 2,5-dialkoxy-2-methylfuran to alcoholysis was not ascertained.A mechanism is given for the opening of alkoxy-2,3-dihydropyrans to glutaraldehyde acetals.

Ozonolysis of Symmetrically 1,2-Disubstituted Ethylenes in HCl/Methanol Solutions: Acid Catalyzed Reactions of Primary Cleavage Products

The ozonolysis of olefins in 1 M anhydrous solutions of hydrogen chloride in methanol at /= 0 deg C was investigated.Upon warm-up of the ozonolysis products, the peroxidic primary fragmentation products were converted into non peroxidic end-products by HCl-catalyzed reactions.Cyclopentene (1a) and cyclohexene (1b), e.g., afforded mixtures of the corresponding α,ω-dialdehydebis(dimethyl acetals) (8), dimethyl α,ω-dicarboxylates (9), and methyl ω-aldehyde dimethyl acetal carboxylates (10).Norbornene (1c) gave a mixture of the correspondingly substituted 1,3-cyclopentane compounds (8c - 10c), phenanthrene (22) gave a mixture of methyl 2'-formyl-2-biphenylcarboxylate (24a), 2,2'-biphenyldicarbaldehyde (24b), and dimethyl 2,2'-biphenyldicarboxylate (24c).A reaction scheme was advanced for the rationalization of the types and the distribution of the products.It was partly substantiated by model reactions.

Une voie d'acces aux alcoxy-5 trimethyl-4,4,7a hexahydro-3aα,4,5,6,7,7aα (3H)-benzofurannones-2

Starting from 2-methoxy (or ethoxy)-3,4-dihydro-2H-pyran, a series of four reactions allows to obtain a good yield of two 4-alcoxy-3,3-dimethyl-1-hydroxymethyl cyclohexenes which are converted to methylenecyclohexylacetic acids by different or sigmatropic reactions.These acids are cyclized at room temperature with concentrated sulfuric acid into bicyclic γ-lactones having a cis-junction.The stereospecificity of this reaction and the stability of the isomers obtained are discussed.