Category: 3779-29-1

Favorskaya, T. A.;Yakovlev, I. P. published 《Tertiary alcohols with a cyclobutyl radical. II. Reaction of methylphenylcyclobutylcarbinol with hydrochloric and sulfuric acids》. The research results were published in《Zhurnal Obshchei Khimii》 in 1952.Safety of Diethyl cyclobutane-1,1-dicarboxylate The article conveys some information:

Et cyclobutanecarboxylate (10 g.) and 30 ml. EtOAc passed over 40 g. Cr-Mn catalyst (60 g. CrO₃ treated with 36.5 ml. 26% NH₄OH, diluted to 300 ml., added to 110 g. Mn nitrate in 300 ml. H₂O, treated with 36.5 ml. 26% NH₄OH, filtered, washed, dried at 110°, decomposed by vigorous heating in a dish, and deposited on glass wool) at 440° gave 63% Me cyclobutyl ketone (I), b₇₅₄ 137-9°, b₁₁ 36°, n_D¹⁰ 1.4339, d₄¹⁰ 0.9093 (semicarbazone, m. 135.5°), and a little dicyclobutyl ketone. I (50 g.) treated with PhMgBr and worked up as usual gave 16.5 g. (methylphenylmethylene)cyclobutane (IA), b_0.5 80-3°, n_D^12.5 1.5551, d₄⁰ 0.9859, d₄^12.5 0.9743, d₄²⁰ 0.9683 [oxidation with KMnO₄ gave AcPh and (CH₂CO₂H)₂], and 10 g. methylphenylcyclobutylcarbinol (II), b₁ 100.5-4.0°, n_D²⁰ 1.5358, d₄⁰ 1.0388, d₄¹⁰ 1.0350, d₄²⁰ 1.0316. CH₂(CO₂Et)₂ (3 moles) and 3 moles Br(CH₂)₃Cl in 500 ml. Et₂O added at once to EtONa from 800 ml. EtOH and 2 atoms Na, kept 4 hrs. at 35°, then let stand 24 hrs., diluted with 2.5 l. H₂O, and extracted with Et₂O, gave 93% di-Et (3-chloropropyl)malonate, b₁₀ 142°, this, added at once to an equivalent amount of EtONa in 250 ml. EtOH at 80°, and most of EtOH distilled off, gave upon acidification 88% di-Et 1,1-cyclobutanedicarboxylate which, hydrolyzed by 40% NaOH and decarboxylated by distillation, gave 90% cyclobutanecarboxylic acid, yielding with PCl₅ 78.5% acyl chloride, b₄₀ 52-4°. This (100 g.) added to 200 g. AlCl₃ in 750 ml. C₆H₆ at 60° gave 68% cyclobutyl Ph ketone (III), b₁₀ 121.5-2.0°, n_D²⁰.5 1.5472, d₄⁰ 1.0610, d₄¹⁰ 1.0525, d₄²⁰ 1.0440 (semicarbazone, m. 177°). III with Br yielded a mono-Br derivative, m. 61°; III (60 g.) with MeMgBr (from 40 g. MeBr) gave 90% II. II with K₂Cr₂O₇-H₂SO₄ gave AcPh and BzOH; it did not react with 25% H₂SO₄ at 90°; with 50% H₂SO₄ it gave in 6 hrs. some 60% unsaturated hydrocarbons, which were separated into 2 fractions, b₈ 98-101° and b₈ 101-2°, both of which appeared to be moderately pure IA. II in 6 hrs. with 18° HCl at 85° gave an unsaturated hydrocarbon, the normal dehydration product, identified as IA in part, possibly contaminated by 1-phenyl-1-cyclobutylethylene (IV). II with 36% HCl gave in 24 hrs. at 0° 2 hydrocarbons, identical with those described above. Careful distillation gave the pure constituents, 3 parts IA and 1 part IV, b₉ 105-7° n_D²¹ 1.5608, d₄²¹ 0.9838. To complete the study, the researchers used Diethyl cyclobutane-1,1-dicarboxylate (cas: 3779-29-1) .

Diethyl 1,1-cyclobutanedicarboxylate(cas:3779-29-1 Safety of Diethyl cyclobutane-1,1-dicarboxylate) reacts with silicon to form diethyl esters and magnesium to form magnesium salts. The reaction time for this compound is short, which may be due to its ability to undergo debromination.

Reference:
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Name: Diethyl cyclobutane-1,1-dicarboxylateIn 2011, Xu, Zhaohui;Jiang, Xintao;Liu, Hong;Liao, Weilin published 《Synthesis of polypropylene catalyst internal donor 1,1-cyclopentyl dimethanoldimethyl ether》. 《Shiyou Lianzhi Yu Huagong》published the findings. The article contains the following contents:

1,1-Cyclopentyl dimethanoldimethyl ether was synthesized from di-Et malonate and 1,4-dibromo butane by alkylation, ester reduction and etherification. The key factors affecting reactions were studied and the optimal reaction conditions were found as follows: (1) for alkylation, by using CsOH as catalyst and when di-Et malonate/CsOH/1,4-dibromobutane molar ratio was 1.0:2.2:1.4, the yield of cyclobutane-1,1-dicarboxylic acid di-Et ester was 93.0%; (2)for ester reduction, using anhydro-ZnCl₂ as catalyst and when cyclopentyl-1,1-dicarboxylic acid di-Et ester/KBH₄ molar ratio was 2.0:1.0, the yield of 1,1-cyclopentyl dimethanol was 88.1%; and (3)for etherification, using tetra-Bu ammonium bromide as catalyst and when 1,1-cyclopentyl dimethanol/NaOH/dimethyl carbonate mass ratio was 1.0:8.0:2.4, the yield of 1,1-cyclopentyl dimethanoldimethyl ether was 61.2%.Diethyl cyclobutane-1,1-dicarboxylate (cas: 3779-29-1) were involved in the experimental procedure.

Diethyl 1,1-cyclobutanedicarboxylate(cas:3779-29-1 Name: Diethyl cyclobutane-1,1-dicarboxylate) also has been shown to have anti-inflammatory properties, which may be due to its ability to inhibit the cb2 receptor and thus interfere with prostaglandin synthesis.

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Molchanov, A. P.;Kostikov, R. R. published 《Synthesis of dispiro[2.1.3.1]nonane and trispiro[2.1.1.3⁷.1⁵.1³]-dodecane》 in 2012. The article was appeared in 《Russian Journal of Organic Chemistry》. They have made some progress in their research.Reference of Diethyl cyclobutane-1,1-dicarboxylate The article mentions the following:

The synthesis of dispiro[2.1.3.1]nonane and trispiro[2.1.1.3⁷.1⁵.1³]-dodecane from di-Et cyclobutane-1,1-dicarboxylate is presented. Unique to the spirocyclic hydrocarbons of three, and/or four membered rings are high strain energy and enhanced reactivity which have versatile benefits in organic synthesis. To complete the study, the researchers used Diethyl cyclobutane-1,1-dicarboxylate (cas: 3779-29-1) .

Diethyl cyclobutane-1,1-dicarboxylate (cas:3779-29-1
) is a solid catalyst that can be used in the synthesis of alkylating agents. It is used in the manufacture of cyclopropyl ketones and has been shown to exhibit anticancer properties.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application In Synthesis of Diethyl cyclobutane-1,1-dicarboxylate《A novel ring expansion of 1-carbethoxy-1,1-trimethylene-3-diazo-2-propanone》 was published in 1986. The authors were Miller, R. D.;Theis, W., and the article was included in《Tetrahedron Letters》. The author mentioned the following in the article:

Gas phase pyrolysis of title compound I gave butenolide II via ring enlargement initiated by the intramol. reaction of the intermediate ketene III with the pendant ester group. The experimental procedure involved many compounds, such as Diethyl cyclobutane-1,1-dicarboxylate (cas: 3779-29-1) .

Diethyl 1,1-cyclobutanedicarboxylate(cas:3779-29-1 Application In Synthesis of Diethyl cyclobutane-1,1-dicarboxylate) reacts with silicon to form diethyl esters and magnesium to form magnesium salts. The reaction time for this compound is short, which may be due to its ability to undergo debromination.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Computed Properties of C10H16O4《The preparation of ethyl 1,1-cyclobutanedicarboxylate》 was published in 1953. The authors were Raik, S. E.;Kazanskii, B. A., and the article was included in《Vestnik Moskovskogo Universiteta》. The author mentioned the following in the article:

During the condensation of CHNa(CO₂Et)₂ (I) with Br(CH₂)₃Cl a reversible side reaction between I and Cl(CH₂)₃CNa(CO₂Et)₂ (II) is known to take place. II was prevented from separating out and the yield of di-Et 1,1-cyclobutanedicarboxylate was increased to 60% (from 35 to 40%, cf. C.A. 37, 4705.6) by employing a mixture of C₆H₆ and EtOH as solvent. I is only slightly soluble in cold C₆H₆ but its solubility increases with higher temperature, and particularly in the presence of CH₂(CO₂Et)₂, thus controlling the rate of reaction. Cf. Sidgwick and Brewer, C.A. 20, 740. PrOH and iso-PrOH were unsuccessful in replacing EtOH. To complete the study, the researchers used Diethyl cyclobutane-1,1-dicarboxylate (cas: 3779-29-1) .

Diethyl 1,1-cyclobutanedicarboxylate(cas:3779-29-1 Computed Properties of C10H16O4) reacts with silicon to form diethyl esters and magnesium to form magnesium salts. The reaction time for this compound is short, which may be due to its ability to undergo debromination.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Palinko, Istvan;Szabo, Pal Tamas;Torok, Bela;Kele, Zoltan;Kapocsi, Iren published 《Fragmentation of cyclobutane derivatives upon electron impact: transformation pathways elucidated by mass spectrometric methods and semiempirical quantum chemical calculations》 in 1998. The article was appeared in 《Rapid Communications in Mass Spectrometry》. They have made some progress in their research.Related Products of 3779-29-1 The article mentions the following:

The fragmentation behavior of cyclobutane derivatives (carboxylic acids, esters, cyclobutanediols, silyl ethers of the hydroxy compounds) was first studied by the GC/MS method under electron-impact (EI) ionization. Then, in order to establish the sequence of transformations, MS/MS, and in situ deuteration as well as accurate mass measurements, were performed. Anal. of these measurements revealed characteristic transformation pathways: (1) the substituents were easily cleaved; (2) in most cases the cyclobutane ring was opened with the rupture of C-C bonds opposite to each other; (3) upon ring opening, the most substituted ring C-C bond was cleaved 1st and preferentially; and (4) primary fragmentation was followed by secondary reactions including further cleavage of the ions as well as rearrangements. Sym. ring scission was observed for cyclobutanediols and their silyl ethers, providing only 1 primary fragment with m/z half that of the mol. weight This type of fragmentation was consistent with semiempirical AM1 calculations And Diethyl cyclobutane-1,1-dicarboxylate (cas: 3779-29-1) was used in the research process.

Diethyl cyclobutane-1,1-dicarboxylate (cas:3779-29-1
) is a solid catalyst that can be used in the synthesis of alkylating agents. It is used in the manufacture of cyclopropyl ketones and has been shown to exhibit anticancer properties.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Name: Diethyl cyclobutane-1,1-dicarboxylate《Preparation of hydantoins containing a cycloalkyl substituent》 was published in 1952. The authors were Henze, Henry R.;Gayler, Cecil Winston, and the article was included in《Journal of the American Chemical Society》. The author mentioned the following in the article:

(BrCH₂)₂CH₂ was converted in 56% yield to Br(CH₂)₃CN, b₅ 75°, b₇₅₄ 208°, n_D²⁵ 1.4752, d₄²⁵ 1.4810, and this further in 77% yield to CH₂.CH₂.CHCN (I), b₂₀ 35-9°, b₇₅₅ 133-5°, n_D²⁵ 1.4208, d₄²⁵ 0.9131. PhMgBr (from 32 g. PhBr) in Et₂O and 11 g. I yielded 15.7 g. (78.5%) CH₂.CH₂.CHCOPh (II), b₂₀ 125°, n_D²⁰ 1.5525, d₄²⁵ 1.1456. Similarly was prepared CH₂.CH₂.CHCO(CH₂)₂CHMe₂ (III), 68%, b₄ 69-70°, n_D²⁰ 1.4395, d₄²⁰ 0.8790; 2,4-dinitrophenylhydrazone, m. 95°. CH₂.(CH₂)₂.C(CO₂Et)₂, b₁₀ 106-7°, n_D²⁰ 1.4335, d₄²⁰ 1.0350, was prepared in 44% yield from (BrCH₂)₂CH₂, CH₂(CO₂Et)₂, and NaOEt, hydrolyzed with alc. KOH, and the dicarboxylic acid decarboxylated at 210° to give 68% CH₂.(CH₂)₂.CHCO₂H (IV), b₈ 88-90° b₇₅₄ 190°, n_D²⁰ 1.4400, d₄²⁰ 1.0470. IV treated with SOCl₂ yielded 85% CH₂.(CH₂)₂. CHCOCl (V), b₇₅₀ 137°. V gave with C₆H₆ and AlCl₃ 35-55% CH₂.(CH₂)₂.CHBz, (VI), b₈ 122-5°, b₇₅₀ 260-2°, n_D²⁰ 1.5415, d₄²⁰ 1.0467. AcNH₂ (100 g.), 0.14-0.3 mol. KCN in its own weight of H₂O, 0.1-0.2 mol. II, III, or VI, and 0.3-0.6 mol. (NH₄)₂CO.₃ heated 20 hrs. in a glass-lined steel bomb at 110-25° and the mixture cooled, diluted with 100-200 cc. H₂O, and acidified yielded the following 5,5-disubstituted hydantoins (substituents given): 56% CH₂.CH₂.CH, Ph, m. 211.5° (corrected); 15% CH₂.CH₂.CH, iso-Am, m. 176-7° (corrected); and 85% CH₂.(CH₂)₂.CH, Ph (VII), m. 234.5-5° (corrected), resp. Catalytic hydrogenation of VII with PtO in EtOH yielded 70% 5-cyclobutyl-5-cyclohexylhydantoin, m. 254-5° (corrected). AcNH₂ (175 g.), 27 g. 2-methylcyclopentyl Me ketone, 19.5 g. KCN, and 62 g. (NH₄)₂CO₃ heated 10 hrs. in a closed container at 110° and the product fractionally crystallized from Me₂CO yielded 9 g. (17%) trans-5-(2-methylcyclopentyl)-5-methylhydantoin (VIII), white plates, m. 228-30° (corrected), and 34% cis-isomer (IX) of VIII, white needles, m. 176-7° (corrected). In a similar run carried out in 50% EtOH at 65°, the yields of VIII and IX were 41% each. 2,3-dimethylcyclopentyl Me ketone was converted similarly in 50% EtOH medium to 62% 5-(2,3-dimethylcyclopentyl)-5-methylhydantoin, which was separated by fractionated crystallization into 2 isomers, m. 145-50° and 220-5°. And Diethyl cyclobutane-1,1-dicarboxylate (cas: 3779-29-1) was used in the research process.

Diethyl cyclobutane-1,1-dicarboxylate (cas:3779-29-1
) is a solid catalyst that can be used in the synthesis of alkylating agents. It is used in the manufacture of cyclopropyl ketones and has been shown to exhibit anticancer properties.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of Diethyl cyclobutane-1,1-dicarboxylate《Preparation of MgCl₂-supported Ziegler-Natta catalyst systems with new electron donors》 was published in 2010. The authors were Marques, Maria de Fatima V.;Cardoso, Renata da Silva;Galvao da Silva, Micheli, and the article was included in《Applied Catalysis, A: General》. The author mentioned the following in the article:

In the present work, the effect of new internal and external electron donors for Ziegler-Natta systems of the type MgCl₂/internal electron donor (ID)/TiCl₄/external electron donor (ED)/AlR₃ was compared with the conventional use of Bu phthalate and dimethoxy-diphenylsilane as electron donors. Catalyst systems employing various internal and external donors were evaluated in propylene polymerization The polymers were characterized by IR absorption spectroscopy, differential scanning calorimetry and heptane extraction The prepared catalysts with the new internal donors produced polypropylene with isotactic index up to 98% under the polymerization conditions employed. And Diethyl cyclobutane-1,1-dicarboxylate (cas: 3779-29-1) was used in the research process.

Diethyl 1,1-cyclobutanedicarboxylate(cas:3779-29-1 Reference of Diethyl cyclobutane-1,1-dicarboxylate) reacts with silicon to form diethyl esters and magnesium to form magnesium salts. The reaction time for this compound is short, which may be due to its ability to undergo debromination.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

COA of Formula: C10H16O4In 1985, Perkins, M. John;Adae-Amoakoh, Sylvia;Mitchell, John C.;Smith, Brian V. published 《Intramolecular cyclizations of primary alkyl esters of 3-bromopropylmalonic acid: an unexpected correlation between activation parameters and alkyl chain lengths》. 《Journal of Chemical Research, Synopses》published the findings. The article contains the following contents:

The cyclization rate of Br(CH₂)₃CH(CO₂R)₂ [R = Me, Et, Bu, (CH₂)₅Me] increased regularly with the chain length of R. Plots of the entropy and enthalpy of activation of the reaction vs. the chain length unexpectedly gave linear graphs of high correlation coefficient (0.98 and 0.99, resp.).Diethyl cyclobutane-1,1-dicarboxylate (cas: 3779-29-1) were involved in the experimental procedure.

Diethyl cyclobutane-1,1-dicarboxylate (cas:3779-29-1
) is a solid catalyst that can be used in the synthesis of alkylating agents. It is used in the manufacture of cyclopropyl ketones and has been shown to exhibit anticancer properties.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Product Details of 3779-29-1In 2008, Cardoso, Renata da Silva;Galvao da Silva, Micheli;Marques, Maria de Fatima Vieira published 《Evaluation of internal and external donors in the supported Ziegler-Natta catalyst for stereospecific propylene polymerization》. 《Annual Technical Conference – Society of Plastics Engineers》published the findings. The article contains the following contents:

In the present work, the effects of Bu phthalate as internal electron donor on the preparation of MgCl₂-supported Ziegler-Natta catalyst and of dimethoxy-diphenylsilane as external electron donor were evaluated in propylene polymerization and compared with the new prepared Ziegler-Natta systems employing diverse internal and external electron donors. Polymers were characterized by IR absorption spectroscopy, differential scanning calorimetry and by heptane extraction The new prepared catalysts did not achieve the same polymer yields compared with the reference catalyst. On the other hand, the catalysts with the new internal donors produced polymers with isotacticity index up to 98% in the polymerization conditions employed. The experimental procedure involved many compounds, such as Diethyl cyclobutane-1,1-dicarboxylate (cas: 3779-29-1) .

Diethyl 1,1-cyclobutanedicarboxylate(cas:3779-29-1 Product Details of 3779-29-1) reacts with silicon to form diethyl esters and magnesium to form magnesium salts. The reaction time for this compound is short, which may be due to its ability to undergo debromination.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics