10299-35-1

Basic information

• Product Name: 2,5-DIACETOXYHEXANE
• Synonyms: 2,5-HEXANEDIOL DIACETATE;2,5-DIACETOXYHEXANE;Nsc78970
• CAS NO: 10299-35-1
• Molecular Formula: C10H18O4
• Molecular Weight: 202.24752
• Mol File: 10299-35-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 122 °C / 18mmHg
• Flash Point: 115.7°C
• Appearance: /
• Density: 1.00
• Vapor Pressure: 0.0182mmHg at 25°C
• Refractive Index: 1.4210-1.4250
• CAS DataBase Reference: 2,5-DIACETOXYHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIACETOXYHEXANE(10299-35-1)
• EPA Substance Registry System: 2,5-DIACETOXYHEXANE(10299-35-1)

Safety Data

• Hazardous Substances Data: 10299-35-1(Hazardous Substances Data)

Usage

General Description

2,5-DIACETOXYHEXANE is a chemical compound with the molecular formula C10H18O4. It is derived from hexane and contains two acetoxy groups, which are functional groups derived from acetic acid. 2,5-DIACETOXYHEXANE is mainly used as a solvent in various industrial processes, as well as in the synthesis of other organic compounds. It has a fruity odor and is commonly used as a flavoring agent in the food and beverage industry. 2,5-DIACETOXYHEXANE is also known for its use in the production of perfumes and other scented products due to its pleasant aroma. However, it is important to handle this chemical with caution as it can be hazardous if not used properly.

InChI:InChI=1/C10H18O4/c1-7(13-9(3)11)5-6-8(2)14-10(4)12/h7-8H,5-6H2,1-4H3

Upstream product

• 3031-66-1 3-hexyn-2,5-diol 
• 108-24-7 acetic anhydride 
• 2935-44-6 hexane-2,5-diol 
• 141-78-6 ethyl acetate 
• 2809-69-0 2,4-hexadiyne 
• 1003-38-9 2,5-dimethyltetrahydrofuran 
• 108-21-4 Isopropyl acetate 
• 109004-25-3 2,5-diiodo-hexane 
• 563-63-3 silver(I) acetate 

Relevant articles and documents

Ring opening of cyclic ethers by sulfuric acid - Acetic anhydride

Cyclic ethers such as tetrahydrofuran or tetrahydropyran were easily cleaved at room temperature by sulfuric acid - acetic anhydride providing the corresponding diacetoxyalkanes in good yield. The ring opening was applicable to saturated cyclic ethers, regardless of the presence of substituent groups.

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Lewis acid catalyzed acylation reactions: Scope and limitations

Acylation of alcohols, thiols, and sugars were studied with a variety of Lewis acids, and it was found that Cu- and Sn(OTf)2 are very efficient in catalyzing the reaction under mild conditions. Among these two catalysts, Cu(OTf)2 was preferred because of its lower cost and relatively higher yield of the acylated product. The reaction was studied in several solvents, but CH2Cl2 was preferred. It was also observed that the present method is suitable for acylation of tertiary alcohols. Sugars were also acylated without any epimerization at the anomeric center. It is further shown here that this method is also suitable for selective acylation of primary or secondary alcohols over tertiary ones.