19675-63-9

Basic information

• Product Name: 4-CARBOXYCINNAMIC ACID
• Synonyms: 3-(4-CARBOXYPHENYL)PROPENOIC ACID;4-(2-CARBOXYVINYL)BENZOIC ACID;4-CARBOXYCINNAMIC ACID;P-CARBOXYCINNAMIC ACID;RARECHEM BK HW 0113;4-Carboxycinnamic acid, predominantly trans, 98%;4-Carboxy-trans-cinnamic acid;3-(4-Carboxyphenyl)acrylic acid
• CAS NO: 19675-63-9
• Molecular Formula: C₁₀H₈O₄
• Molecular Weight: 192.17
• EINECS: 243-220-4
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives
• Mol File: 19675-63-9.mol

Chemical Properties

• Melting Point: >300°C
• Boiling Point: 248.14°C (rough estimate)
• Flash Point: 225.6 °C
• Appearance: cream fine powder
• Density: 1.0825 (rough estimate)
• Vapor Pressure: 5.13E-08mmHg at 25°C
• Refractive Index: 1.4440 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.12±0.10(Predicted)
• BRN: 2614866
• CAS DataBase Reference: 4-CARBOXYCINNAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CARBOXYCINNAMIC ACID(19675-63-9)
• EPA Substance Registry System: 4-CARBOXYCINNAMIC ACID(19675-63-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 19675-63-9(Hazardous Substances Data)

Usage

Uses

Used in Construction Industry:
4-Carboxycinnamic acid is used as a key component in the preparation of polycarboxylic acid water reducers. These water reducers are essential additives in the production of concrete, as they provide excellent dispersion and slump resistance properties. The incorporation of 4-carboxycinnamic acid in these water reducers enhances the workability and stability of the concrete mix, leading to improved construction efficiency and reduced material wastage.
The use of 4-carboxycinnamic acid in polycarboxylic acid water reducers also contributes to the development of high-performance concrete with enhanced durability and strength. This makes it an invaluable material for various construction projects, including infrastructure, residential, and commercial developments.

InChI:InChI=1/C10H8O4/c11-9(12)6-3-7-1-4-8(5-2-7)10(13)14/h1-6H,(H,11,12)(H,13,14)/p-2/b6-3+

Upstream product

• 141-82-2 malonic acid 
• 619-66-9 4-Carboxybenzaldehyde 
• 31419-41-7 4-ethoxycarbonyl-cinnamic acid 
• 108-24-7 acetic anhydride 
• 19473-96-2 4-(2-carboxyvinyl)benzoic acid methyl ester 
• 1571-08-0 methyl 4-formylbenzoate 
• 623-27-8 terephthalaldehyde, 
• 623-24-5 1,4-bis(bromomethyl)benzene 
• 6287-86-1 p-ethoxycarbonylbenzaldehyde 
• 619-58-9 4-iodobenzoic acid 
• 79-10-7 acrylic acid 
• 586-76-5 4-Bromobenzoic acid 
• 10602-01-4 p-bromobenzaldehyde 1,3-dioxolane 

Downstream Products

• 38628-51-2 3-(4-carboxyphenyl)propionic acid 
• 93611-64-4 4-ethoxycarbonyl-cinnamic acid ethyl ester 
• 10602-02-5 (p-Carboxyphenyl)-propiolsaeure 
• 10602-00-3 4-Ethynyl-benzoic acid 
• 1637568-94-5 C₁₉H₁₈O₇ 
• 859505-72-9 C₁₀H₇ClO₃ 
• 859505-61-6 C₁₉H₁₆O₇ 
• 859505-69-4 C₁₆H₁₀O₇ 
• 1075-49-6 4-ethenylbenzoic acid 

Related news

Unsaturated polyamides prepared from 3-amino- or 4-CARBOXYCINNAMIC ACID (cas 19675-63-9) and their heat curing to thermally stable resins09/02/2019

Unsaturated homopolyamide was prepared from 3-aminocinnamic acid (ACA) by the phosphorylation polycondensation method. In addition, various copolyamides were prepared from ACA and 4-aminobenzoic acid. Furthermore, an Unsaturated homopolyamide was synthesized from 4-carboxycinnamic acid and 4,4′...detailed

Zr(IV) and Ce(IV)-based metal-organic frameworks incorporating 4-CARBOXYCINNAMIC ACID (cas 19675-63-9) as ligand: Synthesis and properties08/31/2019

Two new microporous metal-organic framework materials constructed from Zr(IV) (1) or Ce(IV) (2) ions and 4-carboxycinnamate (CCA) ligand are presented. 1 was prepared by heating a mixture of ZrCl4, H2CCA ligand and acetic acid with a molar ratio of 1:1:10 in N,N′-dimethylformamide (DMF) at 150 ...detailed

Relevant articles and documents

Control of interpenetration and gas-sorption properties of metal-organic frameworks by a simple change in ligand design

In metal-organic framework (MOF) chemistry, interpenetration greatly affects the gas-sorption properties. However, there is a lack of a systematic study on how to control the interpenetration and whether the interpenetration enhances gas uptake capacities or not. Herein, we report an example of interpenetration that is simply controlled by the presence of a carbon-carbon double or single bond in identical organic building blocks, and provide a comparison of gas-sorption properties for these similar frameworks, which differ only in their degree of interpenetration. Noninterpenetrated (SNU-70) and doubly interpenetrated (SNU-71) cubic nets were prepared by a solvothermal reaction of [Zn(NO3)2]·6 H2O in N,N-diethylformamide (DEF) with 4-(2-carboxyvinyl)benzoic acid and 4-(2-carboxyethyl)benzoic acid, respectively. They have almost-identical structures, but the noninterpenetrated framework has a much bigger pore size (ca. 9.0×9.0 A) than the interpenetrated framework (ca. 2.5×2.5 A). Activation of the MOFs by using supercritical CO 2 gave SNU-70' and SNU-71'. The simulation of the PXRD pattern of SNU-71' indicates the rearrangement of the interpenetrated networks on guest removal, which increases pore size. SNU-70' has a Brunauer-Emmett-Teller (BET) surface area of 5290 m2 g-1, which is the highest value reported to date for a MOF with a cubic-net structure, whereas SNU-71' has a BET surface area of 1770 m2 g-1. In general, noninterpenetrated SNU-70' exhibits much higher gas-adsorption capacities than interpenetrated SNU-71' at high pressures, regardless of the temperature. However, at P2 at 77 K and CO2 at 195 K are higher for noninterpenetrated SNU-70' than for interpenetrated SNU-71', but the capacities for H2 and CH4 are the opposite; SNU-71' has higher uptake capacities than SNU-70' due to the higher isosteric heat of gas adsorption that results from the smaller pores. In particular, SNU-70' has exceptionally high H2 and CO2 uptake capacities. By using a post-synthetic method, the C=C double bond in SNU-70 was quantitatively brominated at room temperature, and the MOF still showed very high porosity (BET surface area of 2285 m2 g -1). Copyright

Triptycene carbene palladium compound and application thereof

The invention discloses a triptycene carbene palladium compound and an application thereof, the structural formula of the triptycene carbene palladium compound is represented by a formula I or a formula II; compared with a conventional metal palladium catalyst, the triptycene carbene palladium compound is simple and convenient to prepare, high in yield and suitable for various substrates, the usage amount of the catalyst can be reduced to one ten thousandth, and the triptycene carbene palladium compound has a good catalytic effect on various metal palladium catalytic reactions; and the triptycene carbene palladium compound has important application value for researching the progress and application of catalytic reaction.

Triptycene carbene allyl palladium compound and application thereof

The invention relates to a triptycene carbene allyl palladium compound and application thereof. The structural formula of the triptycene carbene allyl palladium compound is a formula I or a fotmula II. Compared with a conventional metal palladium catalyst, the triptycene carbene allyl palladium compound is easy and convenient to prepare, high in yield and suitable for various substrates, the use amount of a catalyst can be reduced to one ten thousandth, and the compound has a good catalytic effect on various metal palladium catalytic reactions. The compound has important application value for researching the progress and application of catalytic reaction.

Triptycene carbene palladium pyridine complex and application thereof

The invention relates to a triptycene carbene palladium pyridine complex and application thereof. The structural formula of the triptycene carbene palladium pyridine complex is shown as a formula I. The complex provided by the invention is correct in detection. Based on the defects that a metal catalyst used for organic reaction at the present stage cannot be suitable for various substrates, the catalyst in use amount and cost and is difficult to preserve for a long time, the invention provides the triptycene carbene palladium pyridine complex used as a catalyst, wherein the preparation is simple and convenient, the yield is high, the triptycene carbene palladium pyridine complex is suitable for various substrates, the usage amount of the catalyst can be reduced to one ten thousandth, and the triptycene carbene palladium pyridine complex has a better catalytic effect on various metal palladium catalytic reactions. The triptycene carbene palladium pyridine complex has important application value for researching the progress and application of catalytic reaction.

Triptycene carbene tridentate metal coordination compound and application thereof

The invention relates to a triptycene carbene tridentate metal coordination compound, wherein the structural formula of the triptycene carbene tridentate metal coordination compound is shown in the specification. According to the invention, the compound is correct in detection; based on the problems that a metal catalyst used in an organic reaction at the present stage cannot be suitable for various substrates, the catalyst content is high, the cost is high, long-time storage is difficult, and the like, the triptycene carbene tridentate metal coordination compound provided by the invention is used as a catalyst, the preparation is simple and convenient, the yield is high, the triptycene carbene tridentate metal coordination compound is suitable for various substrates, the usage amount of the catalyst can be reduced to one ten thousandth, and the triptycene carbene tridentate metal coordination compound has a better catalytic effect on various metal catalytic reactions, and has important application value for researching the progress and application of catalytic reaction.

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In situ-generated, glucose-derived palladium(0) nanoparticles were shown to be convenient and effective catalysts for aqueous Mizoroki-Heck, Sonogashira and Suzuki-Miyaura cross-coupling reactions. The addition of only 4-10 mol% glucose to the reaction mixture lead to a significant increase in yield of the desired products in comparison to processes that omitted the renewable sugar. Interestingly, the Mizoroki-Heck reaction was observed to proceed in good yield even as the reaction reached acidic pH levels. Extensive analysis of the size and morphology of the in situ-formed palladium nanoparticles using advanced analytical techniques showed that the zero valent metal was surrounded by hydrophilic hydroxyl groups. The increased aqueous phase affinity afforded by these groups allowed for facile recycling of the catalyst.

A highly active nickel-fibre complex as a catalyst for the Heck reaction

A new amidoxime fibre-nickel catalyst (AOFs-Ni(0)) was synthesised by a coordination and reduction reaction. The X-ray diffraction patterns indicated that the Ni(II) ions were reduced to Ni(0). The scanning electron microscope image showed that the Ni(0) particles which were reduced in situ had a diameter of about 300 nm. This catalyst demonstrated high activity in the Heck coupling reaction of aryl iodine and conjugated alkenes without the protection of an inert atmosphere.

A PdCl2-ionic liquid brush assembly: An efficient and reusable catalyst for Mizoroki-Heck reaction in neat water

An efficient and reusable heterogeneous catalytic assembly of PdCl 2 held in ionic liquid brushes has been synthesized and an environmentally-friendly procedure was developed for coupling aryl iodides with acrylic acid. These reactions were conducted in water under aerobic conditions with water-insoluble or even solid aryl iodides and they proceeded smoothly and cleanly without any organic co-solvent or other additives. A 0.5 mol% (based on Pd atom) dose of the catalyst was found to be sufficient for Mizoroki-Heck reaction. The catalyst is easily recovered post reaction, via simple filtration, and reused at least eight times without a noticeable loss of activity. The protocol has the advantages of excellent yield, environmental friendliness, and catalyst recyclability. Copyright

Synthesis and photochemical reactions of main-chain polymers containing cinnamoyl groups

Poly(amide-imide)s containing 4-carboxycinnamic acid as a photoreactive building block were prepared by direct polycondensation at 160°C of 1,6-diisocyanatohexane (HMDI), trimellitic anhydride and 4-carboxycinnamic acid (PCCA) in N-methyl-pyrrolidone (NMP) in the presence of organic bases as catalyst. Transparent and flexible films could be cast onto quartz plates from polymer solutions. Upon irradiation of the polymers in solution and in solid state (films), the cinnamoyl chromophores undergo (2 + 2) photocycloaddition. Decrease in cinnamoyl moieties based on photodimerization between cinnamoyl moieties during the UV irradiation was evaluated from the change in absorption spectra.

PHOTOSYNTHESIS OF HETEROPOLYCYCLIC QUINOLONES

Four new anilidoquinolones; 9-anilidobenzothienoquinolin-6(5H)-one (6), 9-N'-methylanilidobenzothieno-5-N-methylquinolin-6-one (7), 9-anilidothienothienylquinolin-6(5H)-one (16), and 9-N'-methylanilidothienothienyl-5-N-methylquinolin-6-one (17) were prepared by photochemical dehydrohalogenation from the dianilides (4,5,14 and 15).Photochemical dehydrogenation of the anilides to produce multicondensed diquinolones did not occur.