3396-14-3

Basic information

• Product Name: cyclobutane-1,2-dicarboxylic acid
• Synonyms: cyclobutane-1,2-dicarboxylic acid;(1R)-1β,2α-Cyclobutanedicarboxylic acid;Einecs 222-249-6;1,2-Dicarboxycyclobutane
• CAS NO: 3396-14-3
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.12532
• EINECS: 222-249-6
• Mol File: 3396-14-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 377.7°Cat760mmHg
• Flash Point: 196.4°C
• Appearance: /
• Density: 1.509g/cm³
• PKA: 4.08±0.40(Predicted)
• CAS DataBase Reference: cyclobutane-1,2-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: cyclobutane-1,2-dicarboxylic acid(3396-14-3)
• EPA Substance Registry System: cyclobutane-1,2-dicarboxylic acid(3396-14-3)

Safety Data

• Hazardous Substances Data: 3396-14-3(Hazardous Substances Data)

Usage

General Description

Cyclobutane-1,2-dicarboxylic acid is an organic compound with its chemical formula being C6H8O4. As indicated by the name, this chemical features a cyclobutane core entity, which is a simple cyclic alkane structure, and two carboxylic acid groups at the 1 and 2 positions. These carboxylic acid groups contribute to its acidic nature. Because of its molecular structure, cyclobutane-1,2-dicarboxylic acid is commonly used in synthetic and organic chemistry field as a fine chemical intermediate. Its exact physical properties, such as boiling and melting points, may differ depending on various conditions, and it should be handled with care due to its corrosive and potentially harmful nature.

InChI:InChI=1/C6H8O4/c7-5(8)3-1-2-4(3)6(9)10/h3-4H,1-2H2,(H,7,8)(H,9,10)

Upstream product

• 7209-06-5 2-chloro-adipic acid diethyl ester 
• 7209-01-0 diethyl 2-bromoadipate 
• 98493-33-5 1,2-bis-methanesulfonyl-cyclobutane-1,2-dicarboxylic acid diamide 
• 2144-31-2 cyclobutane-1,1,2-tricarboxylic acid 
• 79-20-9 acetic acid methyl ester 
• 6553-48-6 trans-1,2-diethenylcyclobutane 
• 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 
• 124-04-9 Adipic acid 
• 14132-45-7 dimethyl 1-cyanocyclobutane-1,2-dicarboxylate 
• 29548-86-5 2,5-dibromohexanedioyl dichloride 
• 868-72-4 dimethyl 2,5-dibromohexanedioate 

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⁾ 
• 10268-82-3 diethyl trans-1,2-cyclobutanedicarboxylate 
• 79455-23-5 trans-cyclobutane-dicarbanilide-(1.2) 
• 7371-64-4 trans-(cyclobutane-1,2-diyl)dimethanol 
• 4462-96-8 cis-1,2-cyclobutane dicarboxylic anhydride 
• 60142-96-3 H-Gpn-OH 
• 335671-48-2 (1α,3α,5α)(3-aminomethyl-bicyclo[3.2.0]hept-3-yl)-acetic acid hydrochloride 
• 1359850-68-2 C₁₈H₂₀F₂N₆OS 
• 1359850-66-0 C₁₈H₂₀F₂N₆OS 

Relevant articles and documents

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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.

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.

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