21947-71-7

Basic information

• Product Name: Bis(trans-cinnamic acid)anhydride
• Synonyms: Bis(trans-cinnamic acid)anhydride;Bistrans-cinnamic anhydride;Dicinnamic anhydride;trans-Cinnamic anhydride
• CAS NO: 21947-71-7
• Molecular Formula: C₁₈H₁₄O₃
• Molecular Weight: 278.3
• Mol File: 21947-71-7.mol
• Article Data: 35

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bis(trans-cinnamic acid)anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: Bis(trans-cinnamic acid)anhydride(21947-71-7)
• EPA Substance Registry System: Bis(trans-cinnamic acid)anhydride(21947-71-7)

Safety Data

• Hazardous Substances Data: 21947-71-7(Hazardous Substances Data)

Usage

General Description

Bis(trans-cinnamic acid)anhydride is a chemical compound formed by the reaction of trans-cinnamic acid with anhydride. It is a white solid at room temperature and is typically used as a reactant in organic synthesis. The compound is known for its potential in the creation of complex molecules and is often employed in the preparation of pharmaceuticals and other biologically active compounds. Bis(trans-cinnamic acid)anhydride exhibits reactivity typical of anhydrides, including its ability to undergo nucleophilic addition reactions. It also has industrial uses in the production of certain plastics and polymers. Overall, bis(trans-cinnamic acid)anhydride is a versatile compound with applications in a range of chemical and pharmaceutical processes.

Upstream product

• 140-10-3 cis-cinnamic acid 
• 100-52-7 benzaldehyde 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 3140-73-6 2-chloro-4,6-dimethoxy-1 ,3,5-triazine 
• 140-10-3 (E)-3-phenylacrylic acid 
• 14371-10-9 (E)-3-phenylpropenal 
• 538-56-7 (Z,Z)-cinnamic anhydride 
• 63073-96-1 potassium cinnamate 
• 7719-09-7 thionyl chloride 
• 15463-91-9 3-bromo-3-phenylpropionic acid 
• 3320-87-4 isocyanic acid (3-nitro-phenyl) ester 
• 71-43-2 benzene 
• 927-80-0 1-ethoxyacetylene 
• 108-88-3 toluene 

Downstream Products

• 74100-84-8 (E)-2-styryl-1H-imidazo[4,5-b]pyridine 
• 116222-04-9 7-hydroxy-3-methyl-2-styrylchromone 
• 128638-94-8 trans-cinnamic acid-(3,7,11-trimethyl-dodeca-2ξ,6ξ,10ξ-trienyl ester) 
• 65081-22-3 trans-cinnamic acid o-tolyl ester 
• 37845-36-6 (E)-1,5-diphenyl-1-penten-4-yn-3-one 
• 85180-66-1 3-methylbutyl (2E)-3-phenyl-2-propenoate 
• 140-10-3 (E)-3-phenylacrylic acid 
• 60512-85-8 (E)-isopropyl cinnamate 
• 100-42-5 styrene 
• 14371-10-9 (E)-3-phenylpropenal 
• 100-41-4 ethylbenzene 
• 124290-28-4 8-chloro-3-trans-cinnamoyl-2-trans-styryl-pyrano[3,2-c]quinolin-4-one 
• 866627-50-1 (S)-5-Benzyl-3-phenyl-1-[(E)-(3-phenyl-acryloyl)]-imidazolidine-2,4-dione 
• 223924-38-7 trans-Pd(PMe₃)2(C(O)CH=CHPh)(OC(O)CH=CHPh) 

Relevant articles and documents

Molecular conformational analysis, vibrational spectra, NBO analysis and first hyperpolarizability of (2E)-3-phenylprop-2-enoic anhydride based on density functional theory calculations

The conformational behavior and structural stability of (2E)-3-phenylprop-2-enoic anhydride were investigated by using density functional theory. Seventeen possible stable conformations of the title compound were determined and verified with their calcula

Photocatalytic Oxidative [2+2] Cycloelimination Reactions with Flavinium Salts: Mechanistic Study and Influence of the Catalyst Structure

Flavinium salts are frequently used in organocatalysis but their application in photoredox catalysis has not been systematically investigated to date. We synthesized a series of 5-ethyl-1,3-dimethylalloxazinium salts with different substituents in the positions 7 and 8 and investigated their application in light-dependent oxidative cycloelimination of cyclobutanes. Detailed mechanistic investigations with a coumarin dimer as a model substrate reveal that the reaction preferentially occurs via the triplet-born radical pair after electron transfer from the substrate to the triplet state of an alloxazinium salt. The very photostable 7,8-dimethoxy derivative is a superior catalyst with a sufficiently high oxidation power (E=2.26 V) allowing the conversion of various cyclobutanes (with Eox up to 2.05 V) in high yields. Even compounds such as all-trans dimethyl 3,4-bis(4-methoxyphenyl)cyclobutane-1,2-dicarboxylate can be converted, whose opening requires a high activation energy due to a missing pre-activation caused by bulky adjacent substituents in cis-position.

Isothiourea-Catalyzed Atroposelective N-Acylation of Sulfonamides

We report herein an atroposelective N-acylation of sulfonamides using a commercially available isothiourea catalyst, (S)-HBTM, with a simple procedure. The N-sulfonyl anilide products can be obtained in good to high enantiopurity, which represents a new axially chiral scaffold. The application of the product as a chiral iodine catalyst is also demonstrated for the asymmetric α-oxytosylation of propiophenone.