2-Propylacrylic acid

Base Information

• Chemical Name: 2-Propylacrylic acid
• CAS No.: 5650-75-9
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2916190090
• European Community (EC) Number: 622-939-0
• DSSTox Substance ID: DTXSID80409072
• Nikkaji Number: J651.069H
• Wikidata: Q82214743
• Mol file: 5650-75-9.mol

Synonyms:2-Propylacrylic acid;2-methylidenepentanoic Acid;5650-75-9;propylacrylic acid;2-PROPYLACRYLIC ACID99;2-propyl-acrylic acid;2-methylidenepentanoicAcid;2-methylene-pentanoic acid;SCHEMBL17818;2-Propylacrylic acid, 99%;alpha-methylene-pentanoic acid;DTXSID80409072;HEBDGRTWECSNNT-UHFFFAOYSA-N;AKOS006379731;CS-0232511;EN300-127388

Chemical Property of 2-Propylacrylic acid

Chemical Property:

• Melting Point: 24.4°C
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 165-188 °C(lit.)
• PKA: 4.58±0.11(Predicted)
• Flash Point: 205 °F
• PSA: 37.30000
• Density: 0.951 g/mL at 25 °C(lit.)
• LogP: 1.42730
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

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

2-Propylacrylic acid 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC(=C)C(=O)O

Technology Process of 2-Propylacrylic acid

There total 23 articles about 2-Propylacrylic acid 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: 88.0%

1-Pentyne (627-19-0) + thiophenol (108-98-5) + para-thiocresol (106-45-6) → 2-propylacrylic acid (5650-75-9,138134-74-4) + 2-propyl-thioacrylic acid S-p-tolyl ester

Guidance literature:

With toluene-4-sulfonic acid; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In tetrahydrofuran; at 110 ℃; for 6h; under 15514.4 Torr;

DOI:10.1016/S0040-4039(00)02169-9

Reference yield: 86.0%

1-Pentyne (627-19-0) + carbon monoxide (201230-82-2) + thiophenol (108-98-5) → 2-propylacrylic acid (5650-75-9,138134-74-4) + 2-propyl-thioacrylic acid S-phenyl ester

Guidance literature:

With toluene-4-sulfonic acid; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In tetrahydrofuran; at 110 ℃; for 6h; under 15514.4 Torr;

DOI:10.1016/S0040-4039(00)02169-9

Reference yield: 65.0%

n-propylmalonic acid (616-62-6) → 2-propylacrylic acid (5650-75-9,138134-74-4)

Guidance literature:

With formaldehyd; diethylamine; In ethyl acetate; at 0 - 20 ℃; for 4h; Reflux;

upstream raw materials:

2-methylidenepentanal

α-Methoxymethyl-α-propyl-malonsaeure

propyl (dimethylaminomethyl)-malonic acid

1-Pentyne

Downstream raw materials:

4-hydroxy-2-methyl-valeric acid

2-Pentanone

2-propylacryloyl chloride

formic acid

Refernces

• 1、 Yu, Shuling,Hong, Chao,Liu, Zhanxiang,Zhang, Yuhong. "Synthesis of Cyclopentenones through Rhodium-Catalyzed C-H Annulation of Acrylic Acids with Formaldehyde and Malonates". supporting information. p. 5054 - 5059. Retrieved 2021/07/20.
• 2、 Jiang, Yuqin,Li, Pengfei,Li, Xingwei,Liu, Bingxian,Zhao, Jie. "Iodonium Ylides as Carbene Precursors in Rh(III)-Catalyzed C-H Activation". supporting information. p. 7475 - 7479. Retrieved 2020/10/12.