35703-32-3

Basic information

• Product Name: CINAMETIC ACID
• Synonyms: 3-(4-(2-hydroxyethoxy)-3-methoxyphenyl)-2-propenoicaci;3-(4-(2-hydroxyethoxy)-3-methoxyphenyl)-2-propenoicacid;CINAMETIC ACID;AKOS B004348;Cinametic;3-[4-(2-Hydroxyethoxy)-3-methoxyphenyl]propenoic acid
• CAS NO: 35703-32-3
• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24
• EINECS: 252-684-7
• Product Categories: API
• Mol File: 35703-32-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 446.7°Cat760mmHg
• Flash Point: 173.7°C
• Appearance: /
• Density: 1.273g/cm³
• Vapor Pressure: 9.17E-09mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: CINAMETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: CINAMETIC ACID(35703-32-3)
• EPA Substance Registry System: CINAMETIC ACID(35703-32-3)

Safety Data

• Hazardous Substances Data: 35703-32-3(Hazardous Substances Data)

Usage

General Description

Cinnamic acid is a naturally occurring organic compound that is found in a variety of plants, including cinnamon trees. It is known for its characteristic sweet, spicy, and slightly floral aroma. This chemical is commonly used in the production of perfumes, flavors, and pharmaceuticals. It is also used in the synthesis of other important chemicals, such as the artificial sweetener, aspartame, and the drug, lamotrigine. Cinnamic acid has been researched for its potential health benefits, including its antimicrobial, anti-inflammatory, and anti-cancer properties. As a result, it is of interest in the fields of medicine and biotechnology.

InChI:InChI=1/C12H14O5/c1-16-11-8-9(3-5-12(14)15)2-4-10(11)17-7-6-13/h2-5,8,13H,6-7H2,1H3,(H,14,15)/b5-3+

Upstream product

• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 107-07-3 2-chloro-ethanol 
• 1135-24-6 3-(4-hydroxy-3-methoxyphenyl)acrylic acid 

Relevant articles and documents

Copolymerization of lactones and bioaromatics: Via concurrent ring-opening polymerization/polycondensation

The general and efficient copolymerization of lactones with hydroxy-acid bioaromatics was accomplished via a concurrent ring-opening polymerization (ROP) and polycondensation methodology. Suitable lactones were l-lactide or ε-caprolactone and four hydroxy-acid comonomers were prepared as hydroxyethyl variants of the bioaromatics syringic acid, vanillic acid, ferulic acid, and p-coumaric acid. Copolymerization conditions were optimized on a paradigm system with a 20 : 80 feed ratio of caprolactone : hydroxyethylsyringic acid. Among six investigated catalysts, polymer yield was optimized with 1 mol% of Sb2O3, affording eight copolymer series in good yields (32-95% for lactide; 80-95% for caprolactone). Half of the polymers were soluble in the GPC solvent hexafluoroisopropanol and analyzed to high molecular weight, with Mn = 10 500-60 700 Da. Mass spectrometry and 1H NMR analysis revealed an initial ring-opening formation of oligolactones, followed by polycondensation of these with the hydroxy-acid bioaromatic, followed by transesterification, yielding a random copolymer. By copolymerizing bioaromatics with l-lactide, the glass transition temperature (Tg) of polylactic acid (PLA, 50 °C) could be improved and tuned in the range of 62-107 °C; the thermal stability (T95%) of PLA (207 °C) could be substantially increased up to 323 °C. Similarly, bioaromatic incorporation into polycaprolactone (PCL, Tg = -60 °C) accessed an improved Tg range from -48 to 105 °C, while exchanging petroleum-based content with biobased content. Thus, this ROP/polycondensation methodology yields substantially or fully biobased polymers with thermal properties competitive with incumbent packaging thermoplastics such as polyethylene terephthalate (Tg = 67 °C) or polystyrene (Tg = 95 °C).

Polyethylene ferulate (PEF) and congeners: polystyrene mimics derived from biorenewable aromatics

Ferulic acid and p-coumaric acid are abundant, biorenewable precursors for the synthesis of polyethylene ferulate (PEF) and polyethylene coumarate (PEC), as well as cognate copolymers with prescribed hydrogenation of the main-chain double bond. By controlling the comonomer feed ratios, copolymers with tunable thermal properties are obtained, including the thermal range occupied by polystyrene (PS).