54286-89-4

Usage

Classification

Ether

Functional group

Oxygen-containing

Physical state

Colorless, volatile liquid

Solubility

Sparingly soluble in water, miscible with many organic solvents

Odor

Strong, fruity

Uses

a. Perfumes and fragrances
b. Industrial solvent
c. Intermediate in the synthesis of other organic compounds
d. Reagent in organic reactions
e. Organic synthesis

Toxicity

Low toxicity, but potential health risks through inhalation, ingestion, or skin contact

Safety precautions

Appropriate safety measures should be observed when handling the compound

InChI:InChI=1/C10H22O4/c1-11-9(12-2)7-5-6-8-10(13-3)14-4/h9-10H,5-8H2,1-4H3

Upstream product

• 67-56-1 methanol 
• 110-83-8 cyclohexene 
• 36255-44-4 3-bromopropanal dimethyl acetal 
• 6030-54-2 1,6-bis(methoxycarbonylamino)hexane 
• 86688-73-5 (1,6-Dimethoxy-6-methoxycarbonylamino-hexyl)-carbamic acid methyl ester 
• 3806-59-5 1,3-cyclooctadiene 

Downstream Products

• 1072-21-5 hexanedial 
• 1108747-25-6 C₂₄H₃₂N₂O₇ 

Relevant academic research and scientific papers

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.

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.

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.