Phenylacetic acid-1-13C

Base Information

• Chemical Name: Phenylacetic acid-1-13C
• CAS No.: 57825-33-9
• Molecular Formula: C8H8O2
• Molecular Weight: 137.139
• European Community (EC) Number: 693-080-7
• DSSTox Substance ID: DTXSID50480050
• Wikidata: Q82314536
• Mol file: 57825-33-9.mol

Synonyms:Phenylacetic acid-1-13C;57825-33-9;PHENYL(ACETIC ACID-1-13C);SCHEMBL13618842;DTXSID50480050;Phenylacetic acid-1-13C, 99 atom % 13C

Chemical Property of Phenylacetic acid-1-13C

Chemical Property:

• Melting Point: 77-79 °C(lit.)
• Boiling Point: 265 °C(lit.)
• PSA: 37.30000
• Density: 1.089 g/mL at 25 °C
• LogP: 1.31370
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 137.055784329
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

PHENYLACETIC ACID-1-13C 95.00% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)C[13C](=O)O

Technology Process of Phenylacetic acid-1-13C

There total 17 articles about Phenylacetic acid-1-13C 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: 92.0%

carbon dioxide (1111-72-4) + benzylmagnesium chloride (6921-34-2) → (1-13C)-phenylacetic acid (57825-33-9)

Guidance literature:

In tetrahydrofuran; 2-methyltetrahydrofuran; at -76 - 20 ℃; for 9h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.inorgchem.8b02945

Reference yield: 90.0%

[13C]-potassium cyanide (25909-68-6) + benzyl bromide (100-39-0) → (1-13C)-phenylacetic acid (57825-33-9)

Guidance literature:

[¹³C]-potassium cyanide; benzyl bromide; In ethanol; at 25 - 50 ℃; for 29h;

With sodium hydroxide; for 24h; Heating;

DOI:10.1016/S0040-4020(03)00107-8

Reference yield: 72.0%

phenylacetic acid (103-82-2) + carbon dioxide (1111-72-4) → (1-13C)-phenylacetic acid (57825-33-9)

Guidance literature:

phenylacetic acid; carbon dioxide; With potassium phosphate; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; In N,N-dimethyl-formamide; at 42 ℃; for 6h; Irradiation;

With hydrogenchloride; Reagent/catalyst; Solvent;

DOI:10.1021/acscatal.0c05344

upstream raw materials:

carbon dioxide

phenylmagnesium bromide

benzyl chloride

[13C]barium carbonate

Downstream raw materials:

toluene

methyl phenyl<1-13C>acetate

C₉⁽¹³⁾CH₁₀O₄

C₉⁽¹³⁾CH₁₀O₄

Refernces

• 1、 Talbot, Alex,Sallustrau, Antoine,Goudet, Amélie,Taran, Frédéric,Audisio, Davide. "Investigation on the stoichiometry of carbon dioxide in isotope-exchange reactions with phenylacetic acids". supporting information. p. 171 - 176. Retrieved 2021/08/10.
• 2、 Kong, Duanyang,Munch, Maxime,Qiqige, Qiqige,Cooze, Christopher J. C.,Rotstein, Benjamin H.,Lundgren, Rylan J.. "Fast Carbon Isotope Exchange of Carboxylic Acids Enabled by Organic Photoredox Catalysis". supporting information. p. 2200 - 2206. Retrieved 2021/02/16.