1124-13-6

Usage

Uses

Used in Chemical Synthesis:
TRANS-CYCLOBUTANE-1,2-DICARBOXYLIC ACID is used as a key intermediate in the synthesis of various organic compounds and pharmaceuticals. Its unique trans-configuration provides specific reactivity and selectivity in chemical reactions, enabling the production of desired products with high efficiency and purity.
Used in Material Science:
In the field of material science, TRANS-CYCLOBUTANE-1,2-DICARBOXYLIC ACID is utilized as a building block for the development of novel polymers and materials with tailored properties. Its incorporation into polymer structures can lead to enhanced mechanical strength, thermal stability, and other desirable characteristics.
Used in Analytical Chemistry:
TRANS-CYCLOBUTANE-1,2-DICARBOXYLIC ACID serves as a valuable reference compound in analytical chemistry for the study of molecular ion fragmentation patterns. Its distinct trans-configuration allows for the differentiation of its fragmentation behavior from that of its cis-isomer, providing insights into the structural and chemical properties of similar compounds.
Used in Pharmaceutical Research:
In pharmaceutical research, TRANS-CYCLOBUTANE-1,2-DICARBOXYLIC ACID is employed as a potential therapeutic agent or as a structural component in the design of new drugs. Its unique chemical properties and reactivity may contribute to the development of innovative treatments for various diseases and medical conditions.

Purification Methods

Crystallise the acid from *C6H6 or *C6H6/EtOAc. The diphenacyl ester has m 98o (from EtOH) and the p-bromodiphenacyl ester has m 158o (from EtOH). The cis-acid isomerizes to the trans-acid on heating in conc HCl at 190o. [Reed J Chem Soc 685 1951, Fison et al. J Am Chem Soc 51 1536 1929, Fison et al. J Am Chem Soc 56 1774 1934, pK: Bode Chem Ber 67 332 1934, Beilstein 9 IV 2788.]

InChI:InChI=1/C11H11Cl2NO/c12-8-5-2-6-9(13)10(8)14-11(15)7-3-1-4-7/h2,5-7H,1,3-4H2,(H,14,15)

Upstream product

• 4933-62-4 all-cis-3,4-Dibrom-cyclobutan-dicarbonsaeure-(1,2)-anhydrid 
• 2144-31-2 cyclobutane-1,1,2-tricarboxylic acid 
• 124-04-9 Adipic acid 
• 29548-86-5 2,5-dibromohexanedioyl dichloride 
• 868-72-4 dimethyl 2,5-dibromohexanedioate 
• 98493-33-5 1,2-bis-methanesulfonyl-cyclobutane-1,2-dicarboxylic acid diamide 
• 4462-96-8 3-oxabicyclo[3.2.0]heptane-2,4-dione 
• 7732-18-5 water 
• 89799-95-1 3,3,4,4-Tetrachloro-cyclobut-1-ene-1,2-dicarboxylic acid 
• 16177-46-1 cis-1,2-divinylcyclobutane 
• 65844-73-7 Trimethyl-1,1,4-butantricarboxylat 
• 111-50-2 Adipic acid dichloride 
• 20270-53-5 di-tert-butyl 1,6-hexanedioate 
• 14132-45-7 dimethyl 1-cyanocyclobutane-1,2-dicarboxylate 

Downstream Products

• 4462-96-8 3-oxabicyclo[3.2.0]heptane-2,4-dione 
• 1124-13-6 (+/-)-(1S,2S)-cyclobutane-1,2-dicarboxylic acid 
• 5387-06-4 (+/-)-cis-2-benzoyl-cyclobutane-carboxylic acid-⁽¹⁾ 
• 3668-43-7 trans-cyclobutane-1,2-dicarbonyl dichloride 
• 4462-96-8 cis-1,2-cyclobutane dicarboxylic anhydride 
• 7371-64-4 trans-(cyclobutane-1,2-diyl)dimethanol 
• 79455-23-5 trans-cyclobutane-dicarbanilide-(1.2) 
• 10268-82-3 diethyl trans-1,2-cyclobutanedicarboxylate 
• 1160959-59-0 C₅₈H₅₉N₁₃O₁₂S₆ 
• 1160960-99-5 C₅₉H₆₁N₁₃O₁₂S₆ 

Relevant academic research and scientific papers

Novel synthesis method of lobaplatin intermediate

The invention relates to the technical field of drug synthesis, in particular to a novel synthesis method of a loxetine intermediate, which is coupled through low-toxicity dimethyl malonate as a starting raw material. The synthesis of high purity trans -1, 2 - dicyanocyclobutane is carried out after the reaction of bromination, cyclization, hydrolysis, amidation and dehydration. In addition, the yield of the product is greatly improved, so that the cost is greatly reduced, the obtained trans -1 and 2 -dicyanocyclobutane are improved in purity, the subsequent use requirements are completely met, and the market competitiveness is greatly improved.

MACROCYCLIC SPIROETHERS AS MCL-1 INHIBITORS

Provided are compounds represented by Formula (I-A) and the pharmaceutically acceptable salts and solvates thereof, wherein R8, R9a, R9b, R9c, R9d, X, Y, Z, Z1, W, and (aa) are as defined as set forth in the specification. Provided are also compounds of Formula (I-A) for use to treat a condition or disorder responsive to Mcl-1 inhibition such as cancer.

The synthesis and use in asymmetric epoxidation of metal salen complexes derived from enantiopure trans-cyclopentane- and cyclobutane-1,2-diamine

A complete synthesis of enantiopure trans-cyclopentane-1,2-diamine and trans-cyclobutane-1,2-diamine is described. These diamines have been used as components of novel chiral salen ligands whose chromium and manganese complexes were then evaluated as oxygen transfer agents in the asymmetric epoxidation of alkenes.

Elimination and Addition Reactions. Part 43. Eliminative Fission of Cyclobutanes and the Relationship between Strain and Reactivity in Cyclobutanes and Cyclopropanes

Eliminative fission of cyclobutanes has been compared with that of analogous cyclopropanes; reactivity differences of 103.7-104.8 have been determined.In both sets of compounds, mechanisms have been shown to involve rate-determining ring fission.The possibilities that the large reactivity differences between the comparably strained systems are due either to peculiarity in the cyclobutane structures or to their abnormally slow deprotonation are rejected.Analysis of strain in the two systems suggests that as ring fission occurs, dispersal of the excess of enthalpy of the cyclobutanes is a less sensitive function of extension of a bond in the ring than for the cyclopropanes.The behaviour of these systems is compared with cleavage of cyclopropanes and cyclobutanes in other reactions; the results are remarkably similar.Calculations using the MINDO3 programme have been carried out for eliminative fissions of cyclopropylmethyl and cyclobutylmethyl carbanions.These reproduce remarkably closely the difference between the heats of formation of the species at the energy maxima for fission of each ring size; the maximum for fission of the cyclobutane is considerably displaced along the reaction co-ordinate towards product.