1117-31-3

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C8H14O4/c1-6(12-8(3)10)4-5-11-7(2)9/h6H,4-5H2,1-3H3

Upstream product

• 18826-95-4 1.3-butanediol 
• 108-24-7 acetic anhydride 
• 555-75-9 aluminum ethoxide 
• 75-07-0 acetaldehyde 
• 50-00-0 formaldehyd 
• 187737-37-7 propene 
• 64-19-7 acetic acid 
• 76397-53-0 3-acetylthiazolidine-2-thione 
• 75-36-5 acetyl chloride 
• 108-05-4 vinyl acetate 
• 108-22-5 Isopropenyl acetate 
• 52149-26-5 hex-1-en-2-yl acetate 
• 19689-92-0 cyclohexanone O-acetyl oxime 

Downstream Products

• 1576-84-7 1-acetoxy-3-butene 
• 106-99-0 buta-1,3-diene 
• 41441-17-2 acetic acid-(3-p-tolyl-butyl ester) 
• 10415-88-0 4-phenylbut-2-yl acetate 
• 101742-85-2 1-[2-(3-phenyl-butyl)-phenyl]-ethanone 
• 46319-71-5 3-phenyl-1-butyl acetate 
• 18826-95-4 1.3-butanediol 
• 75355-65-6 3-hydroxy-1-methylpropyl acetate 
• 463-51-4 Ketene 
• 590-19-2 2,3-dimethylbutene 
• 6737-11-7 2-acetoxy-3-butene 

Relevant academic research and scientific papers

Synthesis, structure and reactivity of hydrated and dehydrated organotin cations

Monomeric organotin dications {[nBu2Sn(H2O) 4]2+· 2C6H5SO 3-} and {[nBu2Sn(H2O) 4]2+·1,5-C10H6(SO 3-)2} have been synthesized by the reaction of [nBu2SnO]n and the corresponding arylsulfonic acid. Dodecanuclear organooxotin macrocations {[(nBuSn)12(μ3- O)14(μ2-OH)6]2+·2RSO 3-} (R = C6H5; 2,5-Me 2C6H3) have been synthesized by the reaction of nBuSn(O)(OH) and the corresponding arylsulfonic acid. The X-ray crystal structure of one of the dodecanuclear cages is reported. These organotin cations have been shown to be effective catalysts in acetylation and transacetylation reactions. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

A novel synthesis of 1,3-diol diesters by the reaction of aldehydes with oxime esters catalyzed by samarium complex

Cp*2Sm(thf)2 was found to be an efficient catalyst for the synthesis of 1,3-diol diesters by the coupling reaction of aldehydes with oxime esters under mild conditions. For instance, the reaction of acetaldehyde with cyclohexanone oxime acetate catalyzed by Cp*2Sm(thf)2 gave 1,3-diacetoxybutane in 70% yield. Treatment of acetaldehyde with isopropenyl acetate in the presence of a small amount of cyclohexanone oxime acetate and Cp*2Sm(thf)2 resulted in the corresponding 1,3-diol diester in good yield.

Method for preparing amino alcohol derivative

The invention provides a method for preparing an amino alcohol derivative. The method is characterized in that substitution reaction is carried out on ester groups of dihydric alcohol carboxylic esteror polyhydric alcohol carboxylic ester to obtain the amino alcohol derivative, wherein the amidogen is derived into sulfonamido, and at least one carboxylic ester group remains. The method for preparing the amino alcohol derivative has the advantages that the raw materials are cheap and obtained easily, the use quantity of catalysts is low, the reaction condition is simple, and the selectivity ofproducts is high.

Sulfonic acid-functionalized periodic mesoporous organosilicas in esterification and selective acylation reactions

The application of sulfonic acid-functionalized periodic mesoporous organosilicas (PMOs) having either phenyl (1a) or ethyl (1b) bridging groups was investigated in the esterification of a variety of alcohols and fatty acids. It was found that 1b consistently exhibited higher catalytic performance than 1a in the described reaction. In particular, it was proposed that the superior catalytic activity of 1b in esterification of fatty acids with methanol is a result of adequate hydrophobic-hydrophilic surface balance in the ethyl PMO catalyst. In addition, the study of chemoselective acylation of 1,3-butanediol with dodecanoic acid with varied mesoporous silica-supported solid sulfonic acids including both 1a and 1b implies that there is a compromise between the reaction selectivity and the surface physicochemical properties of the employed catalyst. Our results clearly show that the catalyst having high surface hydrophilic nature gives high selectivity toward the formation of mono-acylated products whereas those with relatively high hydrophobic characteristics showed enhanced selectivity toward the formation of di-acylated products.

Simple and practical method for selective acylation of primary hydroxy group catalyzed by N-methyl-2-phenylimidazole (Ph-NMI) or 2-phenylimidazo[2,1-b]benzothiazoles (Ph-IBT)

N-Methyl-2-phenylimidazole (Ph-NMI) and 2-phenylimidazo[2,1-b]benzothiazoles (Ph-IBT) catalyzed selective acylation of primary alcohols using acid anhydrides. The Ph-NMI- or Ph-IBT-catalyzed reaction using (PhCO)2O as an acylating agent could particularly acylate the primary hydroxy group of 1,n-diols (n ≥ 3) with a high, synthetically useful selectivity.

A highly selective, high-speed, and hydrolysis-free O-acylation in subcritical water in the absence of a catalyst

(Chemical Equation Presented) Fast and furious: A wide range of alcohols are acylated by acetic anhydride, in the absence of catalyst, in subcritical water in a flow-type microreaction system. The esters are selectively produced in high yields at temperatures of 200 to 250°C. Varying the amount of acetic anhydride added with respect to the alcohols allows the regioselective acylation of one or both hydroxy groups of various dihydroxy compounds (see picture).

Zinc oxide (ZnO) as a new, highly efficient, and reusable catalyst for acylation of alcohols, phenols and amines under solvent free conditions

Zinc oxide (ZnO) is a highly efficient catalyst for the acylation of a variety of alcohols, phenols and amines with acid chlorides or acid anhydrides under solvent free conditions. Primary, secondary, tertiary, allylic and benzylic alcohols, diols and phenols with electron donating or withdrawing substituents can be easily acylated in good to excellent yield.

A fast and convenient procedure for the acetylation of alcohols

Treatment of different steroidal and aliphatic alcohols with BF3 · OEt2 and acetic anhydride for 5 seconds produced complete acetylation in high to quantitative yields.

Electrostatic catalysis by ionic aggregates: Scope and limitations of Mg(ClO4)2 as acylation catalyst

Alkali and alkaline earth metal perchlorates exhibit electrostatic catalysis in the activation of anhydrides for the acylation reaction. Perchlorates with higher values of the charge-size function of the metal ion exhibit better catalytic activity following the order Mg(ClO4) 2>Ba(ClO4)2>LiClO4. Acylation of structurally diverse phenols, thiols, alcohols, and amines have been carried out with stoichiometric amounts of anhydride at room temperature under solvent free conditions in the presence of catalytic amount of Mg(ClO4) 2. Sterically hindered and electron deficient phenols are efficiently acylated. Acylation with sterically hindered anhydrides such as iso-butyric, pivalic, and benzoic anhydrides are carried out with phenols and alcohols in excellent yields. Acid-sensitive alcohols are acylated in excellent yields without any competitive side reactions.

Selective acylation of a sterically hindered hydroxyl group of unsymmetrical diols containing a primary hydroxyl group such as 1,5-hexanediol in the presence of silica gel with acetyl chloride

The selective acetylation of sterically hindered hydroxyl groups of 1,5-hexanediol preadsorbed on silica gel was reported. The relation between the adsorption of the diol on SiO2 and its reactivity for selective acetylation was studied. Results demonstrated that unsymmetrical diols get adsorbed on the surface of SiO2 preferentially via a primary OH group, leaving the non-adsorbed OH group available for reaction.