1130782-85-2Relevant academic research and scientific papers
A practical and efficient procedure for preparation of diacetals from 2,2-bis (hydroxymethyl) propane-1,3-diol with aldehydes and ketones catalysed by anhydrous ferrous sulfate
Jin, Tong-Shou,Ma, Yan-Ran,Li, Tong-Shuang,Wang, Jian-Xin
, p. 268 - 269 (1999)
Synthesis of diacetals in excellent yields from aldehydes and ketones with 2,2-bis(hydroxymethyl)propane-1,3-diol is carried out in refluxing benzene or toluene with anhydrous ferrous sulfate as catalyst.
Novel synthesis method of ester free trimethylene carbonate derivatives
Nobuoka, Hiroaki,Ajiro, Hiroharu
, p. 164 - 170 (2019/01/04)
Ester free poly(trimethylene carbonate) (PTMC) derivatives show biocompatibility and biodegradability and do not generate any acidic compounds after decomposition. Their syntheses methods are limited however, hampering their material application. Herein, we established a novel synthesis route of ester free trimethylene carbonate (TMC) derivatives. The novel synthesis route was described using six aldehydes and one ketone as starting compounds. The key reaction is the selective deprotection from two protected hydroxyl groups in the cyclic acetal structure by diisobutylaluminium hydride. This novel synthesis route means that it is possible to convert aldehyde group to ether groups in the side chain of TMC. Conventionally, only a substituent derived from a primary alcohol was introduced into the side chain. We therefore succeeded in decreasing the number of reaction steps from five to three, compared with the conventional route. Furthermore, the development of a novel synthesis route enabled the introduction of substituents derived from secondary alcohols, anticipating the creation of further types of ester free TMC derivatives.
A green recyclable poly(4-vinylpyridine)-supported copper iodide nanoparticle catalyst for the chemoselective synthesis of pentaerythritol diacetals from aromatic aldehydes
Albadi, Jalal,Iravani, Nasir,Dehghan, Farzaneh,Shirinic, Farhad
, p. 610 - 611,2 (2020/09/16)
Poly(4-vinylpyridine)-supported copper(I) iodide nanoparticles have been used as an efficient, green recyclable catalyst for the chemoselective synthesis of pentaerythritol diacetals from aromatic aldehydes and pentaerythritol under solvent-free conditions. This catalyst was reused six times without any loss of its activity.
Acetalization of carbonyl compounds as pentaerythritol diacetals and diketals in the presence of cellulose sulfuric acid as an efficient, biodegradable and reusable catalyst
Shaterian, Hamid Reza,Rigi, Fatemeh
experimental part, p. 695 - 698 (2012/05/05)
This paper reports a practical and green method for the acetalization of carbonyl compounds as pentaerythritol diacetals and diketals derivatives using cellulose sulfuric acid as a biodegradable and reusable solid acid catalyst under thermal solvent-free conditions.
Acetalation of pentaerithritol catalyzed by an Al-pillared saponite
Kannan,Sreekumar,Gil,Vicente
experimental part, p. 1118 - 1122 (2012/06/18)
Acetalation of pentaerithritol has been carried out in the presence of an Al-pillared saponite. Several carbonyl compounds were used, including aldehydes and ketones. Yields between 72 and 93% were obtained in all cases, except in the case of veratraldehyde where the carbonyl group was blocked. The high conversion could be explained by diffusion effects of intermediates and electronic effects between the reactants in the transition state. The catalyst was found to be active after three cycles.
SO3H-functionalized ionic liquids as efficient and recyclable catalysts for the synthesis of pentaerythritol diacetals and diketals
Wang, Yuanyuan,Gong, Xinxin,Wang, Zhizhong,Dai, Liyi
experimental part, p. 7 - 16 (2010/07/09)
The efficient, simple and environmentally friendly synthesis of pentaerythritol diacetals and diketals using SO3H-functionalized ionic liquids (ILs) as catalysts was reported. The ILs showed high catalytic activities and reusabilities with good to excellent yields of the desired products. H0 (Hammett function) values and the minimum-energy geometries of SO3H-functionalized ILs were determined and the results revealed that the acidities and catalytic activities of ILs in acetalization were related to their structures. The IL [PSPy][OTf] with the shortest H-O bond distance had the strongest acidity and the highest catalytic activity in the synthesis of pentaerythritol diacetals and diketals.
A new approach to the synthesis of diacetals (diketals) pentaerythritol catalyzed by SO3H-functionalized ionic liquids
Wang, Yuan Yuan,Xu, Yan Nan,Wang, Zhi Zhong,Dai, Li Yi
experimental part, p. 524 - 528 (2011/02/21)
In this article, an efficient, simple and environmentally friendly approach to the synthesis of diacetals (diketals) pentaerythritol using SO3H-functionalized ionic liquids (ILs) as catalysts was reported. The ILs show high catalytic activity and reusability with good to excellent yields of the desired products. Hammett method has been used to determine the acidity order of these ionic liquids and the results are consistent with the catalytic activities observed in acetalization reaction. Maximum product yield of 93% was observed on using [PSPy][OTf] as catalyst and it can be reused at least 8 times without obvious activity loss.
Synthesis of diacetals from aldehydes and ketones with pentaerythritol catalysed by the ZrO2/S2O82- solid superacid
Jin, Tongshou,Yang, Mina,Wang, Xin,Feng, Guoliang,Li, Tongshuang
, p. 203 - 205 (2007/10/03)
A manipulatively simple and rapid procedure for the synthesis of diacetals from 2,2-bis(hydroxymethyl)-1, 3-propanediol with aldehydes and ketones in refluxing benzene or toluene using the ZRO2/S2O 82- solid superacid as catalyst in 80-98% yields has been described.
Synthesis of diacetals from aldehydes and ketones with pentaerythritol catalyzed by silica sulfate under microwave irradiation
Jin, Tong-Shou,Wang, Huan-Xin,Wang, Kai-Fang,Li, Tong-Shuang
, p. 2993 - 2999 (2007/10/03)
The synthesis of diacetals from pentaerythritol with aldehydes and ketones is carried out under microwave irradiation in 80-98% yields with silica sulfate as catalyst.
New applications of solid silica chloride (SiO2-Cl) in organic synthesis. Efficient preparation of diacetals of 2,2-bis(hydroxymethyl)-1,3-propanediol from different substrates and their transthioacetalization reactions. Efficient regeneration of carbonyl compounds from acetals and acylals
Firouzabadi, Habib,Iranpoor, Nasser,Hazarkhani, Hassan
, p. 2847 - 2858 (2007/10/03)
A new application of solid silica chloride, an easily available and efficient catalyst for the preparation of diacetal of 2,2-bis-(hydroxymethyl)-1,3-propanediol from aldehydes, acetals, acylals, and oximes, is described. Transthioacetalization of diacetals of 2,2-bis-(hydroxymethyl)-1,3-propanediol into their corresponding 1,3-dithianes and 1,3-dithiolanes in the presence of silica chloride is presented. Efficient regeneration of carbonyl compounds from their corresponding acetals, ketals, diacetals, and acylals in the presence of this catalyst also is described.
