69113-98-0

Basic information

• Product Name: ethyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• Synonyms: 2-Propenoic acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, ethyl ester
• CAS NO: 69113-98-0
• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.2631
• Mol File: 69113-98-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 384.7°C at 760 mmHg
• Flash Point: 142.5°C
• Density: 1.182g/cm³
• Vapor Pressure: 1.81E-06mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: ethyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate(69113-98-0)
• EPA Substance Registry System: ethyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate(69113-98-0)

Safety Data

• Hazardous Substances Data: 69113-98-0(Hazardous Substances Data)

Upstream product

• 134-96-3 syringic aldehyde 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 64-17-5 ethanol 
• 530-59-6 sinapinic acid 
• 90-50-6 3,4,5-trimethoxycinnamic acid 
• 1878-29-1 3,4,5-trimethoxycinnamic acid ethyl ester 

Downstream Products

• 1562576-63-9 diethyl 4,4'-dihydroxy-3,3',5,5'-tetramethoxy-8,2'-neolign-7,7'-dien-9,9'-dionate 
• 1562576-66-2 diethyl 4,4'-dihydroxy-3,3',5,5'-tetramethoxy-lign-7,7'-dien-9,9'-dionate 
• 1562577-49-4 diethyl 4,4'-diacetoxy-3,3',5,5'-tetramethoxylign-7,7'-dien-9,9'-dionate 
• 14897-78-0 dihydrosinapic acid 
• 92157-61-4 3-(3,5-dimethoxy-4-hydroxyphenyl)propionic acid ethyl ester 
• 7382-63-0 sodium-3-(3,5-dimethoxy-4-hydroxyphenyl)-2-propene-1-sulphonate 

Relevant articles and documents

First total syntheses of two natural glycosides

Isosyringinoside (1) and 3-(O-β-D-glucopyranosyl)-α-(O-β-D-glucopyranosyl)-4-hydroxy phenylethanol (2), the natural bioactive compounds contained unique structures, were first totally synthesized using easily available materials in short convenient routes with overall yields of 20.2% and 27.0%, respectively. An efficient total synthesis of 1 was developed in six steps, which contained two key steps of highly regioselective glycosylation without any selective protection steps. The seven-step synthesis of 2 involved two steps of regioselective glycosylations using BF3–O(C2H5)2 and TMSOTf as catalysts, respectively.

Synthesis of Lactams via Ir-Catalyzed C-H Amidation Involving Ir-Nitrene Intermediates

x-membered lactams were synthesized via either an amidation of sp3 C-H bonds or an electrophilic substitution of arenes via Ir-nitrene intermediates. With the employment of a readily available iridium catalyst in dichloromethane or hexafluoro-2-propanol, a wide range of lactams were synthesized in good to excellent yields with high selectivity.

A kinetic approach in the evaluation of radical-scavenging efficiency of sinapic acid and its derivatives

A kinetic approach was used to determine the radical scavenging activities of sinapic acid and its derivatives: sinapine, 4-vinylsyringol, syringic acid, syringaldehyde, and ethyl, propyl and butyl sinapate. The responses were expressed as rates of 2,2-diphenyl-1-picrylhydrazyl radical (DPPH) scavenging (RS), superoxide radical (O2-) scavenging (RFF), and β-carotene bleaching in the emulsion system (RB). For RS and RB, the esters of sinapic acid showed the highest responses while, for RFF, this was seen for syringic acid. The effectiveness of the selected compounds for scavenging these free radicals was also determined at a fixed endpoint. The early response parameters were demonstrated to be good discriminators in assessing differences for antioxidants with comparable fixed endpoint activity. The primary feature that ranks the kinetic data and the endpoint determinations is interpreted in terms of the mechanisms of the reactions involved in each of the assays conducted.