Production Method 1

108-30-5

926-26-1

Reaction Conditions

1.1 Catalysts: Sulfuric acid Solvents: Water

Reference

Process and aqueous acid catalysts for the preparation of di-tert-butyl succinate from succinic acid or anhydride and isobutene

, European Patent Organization, , ,

Production Method 2

36805-97-7

110-15-6

926-26-1

Reaction Conditions

Reference

A convenient preparation of tert-butyl esters

Widmer, Ulrich, Synthesis, 1983, (2), 135-6

Production Method 3

106-65-0

926-26-1

Reaction Conditions

1.1 Catalysts: Cesium carbonate ,  Lithium hydroxide ;  rt → 83 °C; 24 h, 82 - 83 °C; 76 - 78 °C

Reference

Synthesis of di-tert-alkyl succinate by transesterification under catalysis of lithium hydroxide and cesium carbonate

, China, , ,

Production Method 4

108-30-5

926-26-1

Reaction Conditions

1.1 Catalysts: Sulfuric acid Solvents: Diisopropyl ether ,  Toluene ,  Water ;  2 h, 30 °C
1.2 Catalysts: Sulfuric acid ;  4 h, 30 °C

Reference

Process of manufacture of carboxylic acid tert-butyl esters

, Japan, , ,

Production Method 5

926-26-1

Reaction Conditions

1.1 Reagents: N,N-Dimethylaniline Solvents: Diethyl ether ;  reflux; 2 h, reflux
1.2 Reagents: Water

Reference

Preparation of novel peptide nucleic acid monomers and oligomers with increased thymidine specificity

, World Intellectual Property Organization, , ,

Production Method 6

51656-70-3

926-26-1

Reaction Conditions

1.1 Catalysts: tert-Butyl bromoacetate

Reference

A Reformatsky reagent. Carbon-carbon bonds formation by substitution reactions

Orsini, F.; Pelizzoni, F., Synthetic Communications, 1983, 13(6), 523-30

Production Method 7

926-26-1

Reaction Conditions

Reference

Reaction of ketone enolates with copper dichloride. Synthesis of 1,4-diketones

Ito, Yoshihiko; Konoike, Toshiro; Saegusa, Takeo, Journal of the American Chemical Society, 1975, 97(10), 2912-14

Production Method 8

926-26-1

Reaction Conditions

Reference

General preparative method for the esterification of carboxylic acids with isobutene in the presence of tert-butanol

Pavlov, Slavka; Bogavac, Milica; Arsenijevic, Vladimir, Bulletin de la Societe Chimique de France, 1974, (12), 2985-6

Production Method 9

926-26-1

Reaction Conditions

Reference

Self-condensation of α-oxo esters under Stobbe condensation conditions

Augustine, Robert L.; Calbo, Leonard P. Jr., Journal of Organic Chemistry, 1968, 33(2), 838-40

Production Method 10

1621056-23-2

926-26-1

Reaction Conditions

1.1 Reagents: Chlorotrimethylsilane ,  Zinc ;  1 h, rt
1.2 Catalysts: Tris(dibenzylideneacetone)dipalladium ,  X-Phos Solvents: Tetrahydrofuran ;  overnight, rt
1.3 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

3-Alkyl-1,2-cyclopentanediones by Negishi cross-coupling of a 3-bromo-1,2-cyclopentanedione silyl enol ether with alkylzinc reagents: an approach to 2-substituted carboxylic acid γ-lactones, homocitric and lycoperdic acids

Paju, Anne; Kostomarova, Diana; Matkevits, Katharina; Laos, Marit; Pehk, Tonis; et al, Tetrahedron, 2015, 71(49), 9313-9320

Production Method 11

110-15-6

926-26-1

Reaction Conditions

1.1 Reagents: Poly(acrylic acid) ;  30 min, 120 °C

Reference

Method for obtaining complex di-substituted esters of some dicarboxylic acids C2-C10 with monatomic alcohols C4 of various structures

, Russian Federation, , ,

Production Method 12

926-26-1

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 30 min, -78 °C; 30 min, rt
1.2 Catalysts: Zinc chloride Solvents: Tetrahydrofuran ;  rt; 30 min, rt
1.3 Reagents: Oxygen Catalysts: Copper(II) acetylacetonate ;  10 min, rt

Reference

Copper-catalyzed homodimerization of nitronates and enolates under an oxygen atmosphere

Do, Hien-Quang; Tran-Vu, Hung; Daugulis, Olafs, Organometallics, 2012, 31(22), 7816-7818

Production Method 13

926-26-1

Reaction Conditions

1.1 Solvents: Diethyl ether ;  2 h, reflux
1.2 Reagents: Water

Reference

Synthesis of peptide nucleic acid monomers and triple-helix forming oligomers with non-standard bases for thymidine targeting in nucleic acid hybridization

, United States, , ,

Production Method 14

926-26-1

Reaction Conditions

1.1 Reagents: N,N-Dimethylaniline Solvents: Diethyl ether
1.2 Solvents: Water

Reference

1,8-naphthyridin-2(1H)-ones - novel bicyclic and tricyclic analogues of thymine in peptide nucleic acids (PNAs)

Eldrup, Anne B.; Nielsen, Bettina B.; Haaima, Gerald; Rasmussen, Hanne; Kastrup, Jette S.; et al, European Journal of Organic Chemistry, 2001, (9), 1781-1790

Production Method 15

110-15-6

926-26-1

Reaction Conditions

1.1 Catalysts: Montmorillonite ((Al1.33-1.67Mg0.33-0.67)(Ca0-1Na0-1)0.33Si4(OH)2O10.xH2O) Solvents: Toluene ;  8 h, reflux

Reference

Esterification of dicarboxylic acids to diesters over Mn+-montmorillonite clay catalysts

Reddy, C. Ravindra; Iyengar, Pushpa; Nagendrappa, Gopalpur; Prakash, B. S. Jai, Catalysis Letters, 2005, 101(1-2), 87-91

Production Method 16

926-26-1

Reaction Conditions

1.1 Catalysts: Lithium diisopropylamide

Reference

The reaction of lithium α-lithiocarboxylates (dianions of carboxylic acids) or α-lithiocarboxylic esters (ester enolates) with α-halocarboxylic esters or lithium α-halocarboxylates

Petragnani, Nicola; Yonashiro, Massami, Synthesis, 1980, (9), 710-13

Production Method 17

926-26-1

Reaction Conditions

Reference

Process for the preparation of diesters of alkanedioic acids

, European Patent Organization, , ,

Production Method 18

926-26-1

Reaction Conditions

Reference

Dicarboxylate ester from an alkane and carbon monoxide

, European Patent Organization, , ,

Production Method 19

926-26-1

Reaction Conditions

Reference

Ester enolates. II. Preparation of di- and tetrasubstituted succinate esters

Brocksom, T. J.; Petragnani, N.; Rodrigues, R.; La Scale Teixeira, H., Synthesis, 1975, (6), 396-7

Production Method 20

926-26-1

Reaction Conditions

Reference

Reaction of ester enolates with copper(II) salts. Synthesis of substituted succinate esters

Rathke, Michael W.; Lindert, Andreas, Journal of the American Chemical Society, 1971, 93(18), 4605-6

Butanedioic acid, bis(1,1-dimethylethyl) ester Raw materials

• Dimethyl succinate
• [bis(tert-butoxy)methyl]dimethylamine
• 2-(tert-Butyldimethylsilyloxy)-3-bromo-2-cyclopentene-1-one
• Succinic anhydride
• butanedioic acid
• Zinc, bromo[2-(1,1-dimethylethoxy)-2-oxoethyl]-

Butanedioic acid, bis(1,1-dimethylethyl) ester Preparation Products

• Butanedioic acid, bis(1,1-dimethylethyl) ester (926-26-1)

• 1. An integrated process of CO2 capture and in situ hydrogenation to formate using a tunable ethoxyl-functionalized amidine and Rh/bisphosphine system?
  Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
• 2. An amorphous carbon nitride/NiO/CoN-based composite: a highly efficient nonprecious electrode for supercapacitors and the oxygen evolution reaction?
  Huifang Yang,Haoran Guo,Peidong Fan,Xinpan Li,Wenlu Ren,Rui Song Nanoscale, 2020,12, 7024-7034
• 3. An alumina stabilized graphene oxide wrapped SnO2 hollow sphere LIB anode with improved lithium storage?
  Xiang Liu,Qian Sun,A. B. Djuri?i?,Maohai Xie,Baohu Dai,Jinyao Tang,Charles Surya,Changzhong Liao,Kaimin Shih RSC Adv., 2015,5, 100783-100789
• 4. An alkynylboronatecycloaddition strategy to functionalised benzyne derivatives?
  James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. Harrity Chem. Commun., 2010,46, 5154-5156
• 5. An Assessment of the Laminar Hypersonic Double-Cone Experiments in the LENS-XX Tunnel
  JaideepRay,PatrickBlonigan,EricT.Phipps,KathrynMaupin

• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid esters

Butanedioic Acid, Bis(1,1-Dimethylethyl) Ester (CAS No. 926-26-1): A Comprehensive Overview

Butanedioic acid, bis(1,1-dimethylethyl) ester, commonly referred to by its CAS number 926-26-1, is a versatile organic compound with significant applications in various industries. This compound is a derivative of succinic acid, where both carboxylic acid groups are esterified with tert-butyl groups. Its chemical structure consists of a four-carbon chain with two ester groups attached to the second and third carbons, making it a key intermediate in organic synthesis.

The molecular formula of butanedioic acid, bis(1,1-dimethylethyl) ester is C?H??O?, and its molecular weight is 176.2 g/mol. The compound exists as a colorless liquid with a pleasant odor, and it is sparingly soluble in water but readily soluble in organic solvents such as dichloromethane and ethyl acetate. Its physical properties make it suitable for use in various chemical processes and formulations.

One of the most notable applications of butanedioic acid, bis(1,1-dimethylethyl) ester is in the food industry as an additive. It is often used as a flavor enhancer and stabilizer due to its ability to improve the texture and shelf life of food products. Recent studies have highlighted its role in enhancing the sensory properties of processed foods without compromising their nutritional value.

In the cosmetics and personal care industry, this compound is utilized as an emollient and thickening agent. Its ability to form stable emulsions makes it ideal for use in lotions, creams, and other skincare products. Researchers have also explored its potential as a bio-based alternative to petroleum-derived ingredients, aligning with the growing demand for sustainable personal care products.

The chemical synthesis of butanedioic acid, bis(1,1-dimethylethyl) ester involves the esterification of succinic acid with tert-butanol under acidic or enzymatic conditions. Recent advancements in catalytic systems have enabled more efficient and environmentally friendly production methods. For instance, the use of immobilized lipases has been shown to significantly improve yield and reduce reaction time compared to traditional methods.

From a materials science perspective, butanedioic acid, bis(1,1-dimethylethyl) ester serves as a precursor for the synthesis of polyesters and polyamides. Its ability to form strong intermolecular hydrogen bonds makes it valuable in the development of high-performance polymers for applications ranging from textiles to automotive components.

Environmental considerations are increasingly important in the use and disposal of chemicals like butanedioic acid, bis(1,1-dimethylethyl) ester. Studies have demonstrated that this compound is biodegradable under aerobic conditions, making it a more eco-friendly option compared to some traditional additives. However, further research is needed to optimize its degradation pathways and minimize any potential environmental impact.

In conclusion, butanedioic acid, bis(1,1-dimethylethyl) ester (CAS No. 926-26-1) is a multifaceted compound with diverse applications across various industries. Its chemical properties make it an essential ingredient in food additives, cosmetics, and materials science applications while ongoing research continues to uncover new uses and improve its production processes.

• 15026-17-2(Mono-tert-Butyl succinate)
• 43052-39-7(Di-tert-butyl glutarate)
• 59378-98-2(Pentanedioic acid, 1,1-dimethylethyl methyl ester)
• 73839-20-0(tert-Butyl 6-Hydroxyhexanoate)
• 5457-66-9(Octanoic acid,1,1-dimethylethyl ester)
• 102367-19-1(Butanedioic acid,1-(1,1-dimethylethyl) ester, sodium salt (1:1))
• 16474-41-2(Decanoic acid,1,1-dimethylethyl ester)
• 14734-25-9(tert-Butyl methyl succinate)
• 2308-38-5(Butanoic acid,1,1-dimethylethyl ester)
• 51534-77-1(tert-butyl 4-oxobutanoate)