89730-30-3

Usage

Molecular Structure

2-(3-Butenyl)benzoic acid consists of a benzoic acid moiety attached to a 3-butenyl group.

Functional Groups

Contains a carboxyl group (-COOH) in the benzoic acid moiety and a double bond in the butenyl side chain.

Physical State

It is a solid at room temperature.

Appearance

It is a white crystalline solid.

Molecular Weight

176.21 g/mol

Polarity

It is a polar molecule due to the presence of the carboxyl group.

Solubility

It is soluble in organic solvents such as ethanol, acetone, and chloroform.

Reactivity

It can undergo reactions such as esterification, amidation, and halogenation.

Uses

It has potential uses in pharmaceuticals, as it may have anti-inflammatory or antimicrobial properties.

InChI:InChI=1/C11H12O2/c1-2-3-6-9-7-4-5-8-10(9)11(12)13/h2,4-5,7-8H,1,3,6H2,(H,12,13)

Upstream product

• 179735-72-9 2-(3-buten-1-yl)-benzoic acid methyl ester 
• 124-38-9 carbon dioxide 
• 71813-50-8 1-bromo-2-(but-3-enyl)benzene 
• 118-90-1 ortho-methylbenzoic acid 
• 106-95-6 allyl bromide 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 106515-77-9 methyl 2-(3-oxopropane)benzoate 
• 89730-22-3 2-<3-Brom-3-(methylsulfonyl)propyl>benzoesaeure 

Downstream Products

• 1590-08-5 2-methyl-1-tetralone 
• 121089-46-1 (2-(but-3-en-1-yl)phenyl)methanol 
• 184697-61-8 1-(but-3-enyl)-2-(2,2-dibromovinyl)benzene 
• 70576-29-3 2-(but-3-en-1-yl)benzaldehyde 
• 1207289-04-0 3-(2-(1-phenylbut-3-enyl)phenyl)propiolic acid 
• 1207289-03-9 methyl 3-(2-(1-phenylbut-3-enyl)phenyl)propiolate 
• 1207289-02-8 1-(2,2-dibromovinyl)-2-(1-phenylbut-3-enyl)benzene 
• 1207289-01-7 2-(1-phenylbut-3-enyl)benzaldehyde 
• 1207289-00-6 1-(1-phenyl-3-butene-1-yl)-2-(hydroxymethyl)benzene 
• 1207288-98-9 3-(2-(but-3-enyl)phenyl)propiolic acid 
• 1207288-97-8 methyl 3-(2-(but-3-enyl)phenyl)propiolate 
• 869483-28-3 (2-but-3-enyl-phenyl)-(diphenyl-phosphinoyl)-methanone 

Relevant academic research and scientific papers

Enantioselective Remote C(sp3)-H Cyanation via Dual Photoredox and Copper Catalysis

The remote C(sp3)-H cyanation of carboxamides has been described by merging photoredox and copper catalysis in a site-selective and enantiocontrolled manner. The protocol is the integration of photoinduced and nitrogen-centered radical-mediated intermolecular hydrogen atom transfer with chiral copper-complex-catalyzed radical cyanation. This strategy gives enantio-enriched cyanated amides in high yields.

Organoselenium and DMAP co-catalysis: Regioselective synthesis of medium-sized halolactones and bromooxepanes from unactivated alkenes

A catalytic system consisting of bis(4-methoxyphenyl)selenide and 4-(dimethylamino)pyridine (DMAP) has been developed for the regioselective synthesis of medium-sized bromo/iodo lactones and bromooxepanes possessing high transannular strain. 77Se NMR, mass spectrometry and theoretical studies reveal that the reaction proceeds via a quaternary selenium intermediate.

Bond-Weakening Catalysis: Conjugate Aminations Enabled by the Soft Homolysis of Strong N-H Bonds

The ability of redox-active metal centers to weaken the bonds in associated ligands is well precedented, but has rarely been utilized as a mechanism of substrate activation in catalysis. Here we describe a catalytic bond-weakening protocol for conjugate a

Efficient medium ring size bromolactonization using a sulfur-based zwitterionic organocatalyst

Catalytic bromolactonization of long-chain olefinic acids resulting in the efficient synthesis of medium-sized lactones is reported using a zwitterionic catalyst and stoichiometric N-bromosuccinimide halogen source. The reaction was found to be more efficient at 0 °C than at room temperature, which could be attributed to the temperature dependence of the zwitterionic catalyst.

Facile synthesis of 2,3-dihydrobenzofuran-3-ylacetic acids by novel electrochemical sequential aryl radical cyclization-carboxylation of 2-allyloxybromobenzenes using methyl 4-tert-butylbenzoate as an electron-transfer mediator

Facile synthesis of 2,3-dihydrobenzofuran-3-ylacetic acids and related analogues was successfully carried out by a novel electrochemical aryl radical generation and its 5-exo cyclization followed by a carboxylation sequence of 2-allyloxybromobenzenes by u

Palladium-catalyzed intramolecular carboesterification of olefins

One catalyst three bonds: The title reaction between propiolic acids and unactivated olefins (see scheme; O red, Cl green) results in vicinal functionalization of the olefin, with the formation of new C-C and C-O bonds. Structurally complex 6,7,5-tricyclic ring systems are formed in a single step by this cascade chloropalladation and formal [3+2] cycloaddition.

Evaluation of exo-endo ratios in the halolactonization of ω-unsaturated acids

The reaction of 2-(ω-alkenyl)benzoic acids with bis(collidine)iodine and bis(collidine)bromine hexafluorophosphate was examined. Except with 2-but-3-enylbenzoic acid, for which only the exo lactone was obtained, for the other acids a mixture of exo-endo lactones was always obtained. The proportion of endo lactone was important for the acid chain length of 11 carbons (formation of a 12-membered ring endo lactone) and for the acid chain lengths higher than 14 carbons. The formation of the endo lactones was explained, on the base of molecular calculations, by competition between electronic and steric effects. These latter were developed by transannular interactions (for the acid chain lengths 8-11) and/or the conformations adopted by the chains (for the acid chain lengths ≥ 14,) which disfavored the formation of the exo lactones. The larger proportion of endo lactones observed with the bromo reagent compared to the iodo reagent seemed due to electronic factors.

New Synthetic Methods, 10. - β-Ketosulfones, Useful Ethylenediide Equivalents: The Synthesis of Unsaturated Carboxylic Acids

α-Alkyl-thiolated cycloalkanones are, after oxidation to sulfones, ring-opened by halogenation to yield α-halosulfones.Ramberg-Baecklund rearrangement forms unsaturated carboxylic acids.The position of the newly formed double bond is fixed by the ring siz