2-Propenoic acid, 3-(2-thienyl)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(2-thienyl)-
• CAS No.: 1124-65-8
• Molecular Formula: C₇H₆O₂S
• Molecular Weight: 154.189
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID701306903
• Mol file: 1124-65-8.mol

Synonyms:3-thiophen-2-ylprop-2-enoic acid;2-Propenoic acid, 3-(2-thienyl)-;3-(2-Thienyl)-2-propenoic acid;Acrylic acid, beta-2-thienyl-;(E)-3-(2-Thienyl)acrylic acid;NSC 4247;EINECS 214-402-0;beta-thienylacrylic acid;Enamine_003732;3-(2thienyl)acrylic acid;beta-2-thienylacrylic acid;SCHEMBL143282;3-Thiophen-2-yl-acrylic acid;3-thiophene-2-yl-acrylic acid;3-(2-thienyl)prop-2-enoic acid;DTXSID701306903;BCP21418;PB48584;SY099332;FT-0613593;FT-0613598;FT-0633370

Chemical Property of 2-Propenoic acid, 3-(2-thienyl)-

Chemical Property:

• Vapor Pressure: 0.000551mmHg at 25°C
• Melting Point: 145-148 °C (lit.)
• Refractive Index: 1.656
• Boiling Point: 298.9 °C at 760 mmHg
• PKA: 4.34±0.10(Predicted)
• Flash Point: 134.6 °C
• PSA: 65.54000
• Density: 1.346 g/cm³
• LogP: 1.84590
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO, Methanol
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 154.00885060
• Heavy Atom Count: 10
• Complexity: 154

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(2-Thienyl)acrylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CSC(=C1)C=CC(=O)O
• Uses: 3-(2-Thienyl)acrylic Acid is used as a phenylalanine derivative which shows improved intestinal absorption of insulin in mice. In addition it has been used in the synthesis of novel benzothiazepinones as glycogen synthase kinase-3β inhibitors. 3-(2-Thienyl)acrylic Acid is used as a phenylalanine derivative which shows improved intestinal absorption of insulin in mice. In addition it has been used in the synthesis of novel benzothiazepinones as glycogen synthase kinase-3β inhibitors.

Technology Process of 2-Propenoic acid, 3-(2-thienyl)-

There total 34 articles about 2-Propenoic acid, 3-(2-thienyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

thiophene-2-carbaldehyde (98-03-3) + malonic acid (141-82-2) → 3-(2-thienyl)-2-propenoic acid (1124-65-8,15690-25-2,51019-83-1)

Guidance literature:

With ammonium acetate; for 0.05h; Irradiation;

Reference yield: 97.0%

2-Iodothiophene (3437-95-4,149762-92-5) + acrylic acid (79-10-7) → 3-(2-thienyl)-2-propenoic acid (1124-65-8,15690-25-2,51019-83-1)

Guidance literature:

With potassium hydroxide; PS-PEG-NH-C(O)C6H4PPh2-PdCl(η³-C3H5); at 50 ℃;

DOI:10.1055/s-2002-35605

Reference yield: 92.0%

ethyl (E)-3-(thiophen-2-yl)acrylate (13979-15-2,70326-81-7) → 3-(2-thienyl)-2-propenoic acid (1124-65-8,15690-25-2,51019-83-1)

Guidance literature:

With potassium hydroxide; for 4h; Heating;

DOI:10.1002/chem.200501034

upstream raw materials:

thiophene-2-carbaldehyde

malonic acid

ethyl (E)-3-(thiophen-2-yl)acrylate

methyl (E)-3-(2-thienyl)propenoate

Downstream raw materials:

2-(4-nitro-phenyl)-5-(4-nitro-styryl)-thiophene

methyl (E)-3-(2-thienyl)propenoate

N-benzoyl-O-(3t-[2]thienyl-acryloyl)-hydroxylamine

4-(ξ-2-[2]thienyl-vinyl)-benzoic acid

Refernces

• 1、 Taduri, Ashok Kumar,Devi, B. Rama. "Alum-Cs2CO3 as a new recyclable solid base catalyst for the efficient syntheses of arylidenemalononitriles, esters and arylcinnamic acids in water". . p. 1938 - 1942. Retrieved 2014.
• 2、 Tonge,Fausto,Carey. "FTIR studies of hydrogen bonding between α, β-usaturated esters and alcohols". . p. 135 - 142. Retrieved 1996.
• 3、 Zhan, Kan,You, Huanhuan,Liu, Wenyu,Lu, Jie,Lu, Ping,Dong, Jian. "Pd nanoparticles encaged in nanoporous interpenetrating polymer networks: A robust recyclable catalyst for Heck reactions". . p. 756 - 765. Retrieved 2011.
• 4、 Gupta, Monika,Gupta, Rajive,Anand, Medha. "Hydroxyapatite supported caesium carbonate as a new recyclable solid base catalyst for the Knoevenagel condensation in water". . . Retrieved 2009.
• 5、 Zhang, Peng,Min, Zhihui,Gao, Yang,Bian, Jiang,Lin, Xin,He, Jie,Ye, Deyong,Li, Yilin,Peng, Chao,Cheng, Yunfeng,Chu, Yong. "Discovery of Novel Benzothiazepinones as Irreversible Covalent Glycogen Synthase Kinase 3β Inhibitors for the Treatment of Acute Promyelocytic Leukemia". . p. 7341 - 7358. Retrieved 2021.
• 6、 Weiser, Diana,Varga, Andrea,Kovacs, Klaudia,Nagy, Flora,Szilagyi, Andras,Vertessy, Beata G.,Paizs, Csaba,Poppe, Laszlo. "Bisepoxide cross-linked enzyme aggregates - New immobilized biocatalysts for selective biotransformations". . p. 1463 - 1469. Retrieved 2014.
• 7、 Abdel-Bakky, Mohamed S.,Abdelghany, Tamer M.,Ahmed, Hany E. A.,Ahmed, Mostafa H.,Boothello, Rio,El-Araby, Moustafa E.,Elhaggar, Radwan S.,Malebari, Azizah M.,Omar, Abdelsattar M.,Patel, Bhaumik B,Safo, Martin K.. "Introducing of potent cytotoxic novel 2-(aroylamino)cinnamamide derivatives against colon cancer mediated by dual apoptotic signal activation and oxidative stress". . . Retrieved 2020.
• 8、 Gong, Pei-Xue,Xu, Fangning,Cheng, Lu,Gong, Xu,Zhang, Jie,Gu, Wei-Jin,Han, Wei. "Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation". supporting information. p. 5905 - 5908. Retrieved 2021/06/18.
• 9、 Liu, Feng,Wu, Na,Cheng, Xu. "Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon-Carbon Bonds with Chlorine on Demand". supporting information. p. 3015 - 3020. Retrieved 2021/05/05.