528-34-7

Basic information

• Product Name: (1S)-3β,4β-Diphenyl-1α,2α-cyclobutanedicarboxylic acid
• Synonyms: (1S)-3β,4β-Diphenyl-1α,2α-cyclobutanedicarboxylic acid;(1α,2α,3β,4β)-3,4-Diphenyl-1,2-cyclobutanedicarboxylic acid;3α,4α-Diphenylcyclobutane-1β,2β-dicarboxylic acid;.beta.-Truxinic acid;Nsc126893
• CAS NO: 528-34-7
• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.32
• Mol File: 528-34-7.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 521.8°C at 760 mmHg
• Flash Point: 283.5°C
• Appearance: /
• Density: 1.323g/cm³
• Vapor Pressure: 1.02E-11mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: (1S)-3β,4β-Diphenyl-1α,2α-cyclobutanedicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-3β,4β-Diphenyl-1α,2α-cyclobutanedicarboxylic acid(528-34-7)
• EPA Substance Registry System: (1S)-3β,4β-Diphenyl-1α,2α-cyclobutanedicarboxylic acid(528-34-7)

Safety Data

• Hazardous Substances Data: 528-34-7(Hazardous Substances Data)

Usage

General Description

(1S)-3β,4β-Diphenyl-1α,2α-cyclobutanedicarboxylic acid is a chemical compound with two cyclobutane rings and two carboxylic acid groups. It is a stereoisomer with a specific configuration of the cyclobutane rings and the attached phenyl groups. (1S)-3β,4β-Diphenyl-1α,2α-cyclobutanedicarboxylic acid has potential applications in medicinal and material chemistry due to its unique structure and potential reactivity. It is important for researchers and chemists to study the properties and behavior of this compound in order to understand its potential uses and effects.

InChI:InChI=1/C18H16O4/c19-17(20)15-13(11-7-3-1-4-8-11)14(16(15)18(21)22)12-9-5-2-6-10-12/h1-10,13-16H,(H,19,20)(H,21,22)

Upstream product

• 140-10-3 cis-cinnamic acid 
• 302897-39-8 3,4-diphenylcyclobutane-1,2-dicarboxamide 
• 122-78-1 phenylacetaldehyde 
• 528-34-7 β-truxinic acid 
• 91-66-7 N,N-diethylaniline 
• 490-16-4 (+/-)-ζ-truxinic acid 
• 490-16-4 dl-neotruxinic acid 
• 102-92-1 Cinnamoyl chloride 
• 36650-44-9 rac-1,2-dimethyl (1R,2R,3S,4S)-3,4-diphenylcyclobutane-1,2-dicarboxylate 
• 140-10-3 (E)-3-phenylacrylic acid 
• 490-16-4 (1R,2R,3S,4S)-3,4-Diphenyl-cyclobutane-1,2-dicarboxylic acid 
• 36650-44-9 dimethyl μ-truxinate 
• 1436-59-5 cis-cyclohexane-1,2-diamine 
• 490-20-0 truxillic acid 

Downstream Products

• 490-16-4 dl-neotruxinic acid 
• 160226-15-3 3,4-diphenyl-cyclobutane-1,2-dicarboxylic acid dimethyl ester 
• 488830-05-3 3,4-diphenyl-cyclobutane-1,2-dicarboxylic acid diethyl ester 
• 140-10-3 (E)-3-phenylacrylic acid 
• 140-10-3 cis-cinnamic acid 
• 187172-76-5 3,4-diphenyl-cyclobutane-1,2-dicarboxylic acid-anhydride 
• 490-16-4 (+/-)-ζ-truxinic acid 
• 490-16-4 (1R,2R,3S,4S)-3,4-Diphenyl-cyclobutane-1,2-dicarboxylic acid 
• 621-82-9 Cinnamic acid 
• 588-59-0 stilbene 
• 898816-23-4 3c,4c-diphenyl-cyclobutane-1r,2c-dicarboxylic acid 
• 4482-52-4 3,4-diphenyl-1,2-cyclobutanedicarboxylic acid 
• 490-16-4 (-)-ζ-truxinic acid 
• 490-16-4 μ-truxinic acid 

Relevant articles and documents

Scalable preparation and property investigation of a cis-cyclobutane-1,2-dicarboxylic acid from β-trans-cinnamic acid

Scalable synthesis of β-truxinic acid (CBDA-4) was accomplished by capturing and photodimerizing a metastable crystalline solid of trans-cinnamic acid. This synthetic approach builds a foundation for investigating the properties and applications of the us

Template-Directed Photochemical Homodimerization and Heterodimerization Reactions of Cinnamic Acids

We developed a general method for the selective photochemical homo- and heterodimerization of cinnamic acid derivatives with the use of commercially available 1,8-dihydroxynaphthalene as a covalent template. A variety of symmetrical and unsymmetrical β-tr

Using non-covalent interactions to direct regioselective 2+2 photocycloaddition within a macrocyclic cavitand

The relative orientation of guests within ternary inclusion complexes is governed by the host-guest and guest-guest supramolecular interactions. Selectivity in 2+2 photocycloaddition between two alkenes included within a macrocyclic cavitand (γ-cyclodextrin) can be controlled using non-covalent interactions. In this manuscript, we report cavitand-mediated control of regioselectivity between alkyl cinnamates using non-covalent interactions. Using this method, we have shown that regioselectivity can be switched completely from a head-to-head dimer to a head-to-tail dimer. The reactions were also stereoselective in most cases. Stoichiometry experiments were performed to explore relative stabilities of the complexes, which indicate that the ternary complex is more stable than others. Selectivity in the photocycloaddition reaction was also applied retrospectively to deduce intermolecular orientations. Time-dependent conversion study we performed indicates that the observed reactivity of alkenes is representative of the intermolecular orientations in the bulk of the complex medium. Experimental observations and computational studies were used to qualitatively understand the complex structures, and relative magnitudes of the weak interactions. The reactions of complexes were studied in slurry form, and the extent of reaction control suggests a solid-state-like behavior.