Atropic acid

Base Information

• Chemical Name: Atropic acid
• CAS No.: 492-38-6
• Molecular Formula: C9H8O2
• Molecular Weight: 148.161
• Hs Code.: 29163990
• European Community (EC) Number: 207-753-6
• NSC Number: 20987
• UNII: TW16UA35S0
• DSSTox Substance ID: DTXSID3075418
• Nikkaji Number: J70.977H
• Wikidata: Q27290450
• Mol file: 492-38-6.mol

Synonyms:Atropicacid (6CI,7CI,8CI);2-Phenylacrylic acid;2-Phenylprop-2-enoic acid;2-Propenoic acid, 2-phenyl-;NSC 20987;a-Phenylacrylic acid;atropic acid( alpha-phenylacrylic acid );

Chemical Property of Atropic acid

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 106-107°
• Refractive Index: 1.56
• Boiling Point: 267.834 °C at 760 mmHg
• PKA: 3.86±0.11(Predicted)
• Flash Point: 174.521 °C
• PSA: 37.30000
• Density: 1.141 g/cm³
• LogP: 1.78440
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 1.3g/L(20 oC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

98% ^*data from raw suppliers

2-Phenylacrylicacid 98% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C1=CC=CC=C1)C(=O)O
• Uses: Atropic acid is an Impurity of Ipratropium bromide and Atropine Sulfate. Atropic acid and β,β-dimethylatropic acid are plant growth regulators.

Technology Process of Atropic acid

There total 128 articles about Atropic 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: 100.0%

2-phenyl-acrylic acid methyl ester (1865-29-8) → 2-phenylacrylic acid (492-38-6)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; for 3h; Heating;

DOI:10.1002/anie.201710601

Reference yield: 99.0%

carbon monoxide (201230-82-2) + 1-bromovinylbenzene (98-81-7) → 2-phenylacrylic acid (492-38-6)

Guidance literature:

With [bmim]PF₆; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In water; at 100 ℃; for 30h; under 15001.2 Torr;

DOI:10.1021/jo052651p

Reference yield: 98.0%

2-phenyl-acrylic acid ethyl ester (22286-82-4) → 2-phenylacrylic acid (492-38-6)

Guidance literature:

With potassium hydroxide; In acetone; at 20 ℃; for 16h;

DOI:10.1055/s-2002-33920

upstream raw materials:

(+/-)-1-phenyl-1,2,3,4-tetrahydro-naphthalene-1r,4t-dicarboxylic acid di-tropane-3endo-yl ester

n-butyllithium

1-bromovinylbenzene

4-phenyl-dihydro-furan-2,3-dione

Downstream raw materials:

2-chloro-3-hydroxy-2-phenyl-propionic acid

4-methyl-2-phenyl-n-pentanoic acid

phenylacetic acid

hydratropic acid

Refernces

• 1、 Curtin,Harris. "-". . p. 4519. Retrieved 1951.
• 2、 Sugiyama, Kenji,Oie, Toshiyuki,Ei-Magd, Ahmed Abou,Hirao, Akira. "Synthesis of well-defined (AB)n multiblock copolymers composed of polystyrene and poly(methyl methacrylate) segments using specially designed living AB diblock copolymer anion". . p. 1403 - 1410. Retrieved 2010.
• 3、 Chen, Xiao-Chao,Guo, Lin,Liu, Lei,Liu, Ye,Lu, Yong,Yao, Yin-Qing,Zhao, Xiao-Li. "Hydrocarboxylation of alkynes with formic acid over multifunctional ligand modified Pd-catalyst with co-catalytic effect". . p. 322 - 332. Retrieved 2022/01/06.
• 4、 -. "Method for preparing alpha, beta-unsaturated carboxylic acid compound". Paragraph 0103-0406. . Retrieved 2021/05/05.