Phenylacetic-2,2-d2 acid

Base Information

• Chemical Name: Phenylacetic-2,2-d2 acid
• CAS No.: 1076-07-9
• Molecular Formula: C8H6D2O2
• Molecular Weight: 138.134
• European Community (EC) Number: 693-246-9
• DSSTox Substance ID: DTXSID10480051
• Nikkaji Number: J1.743.895F
• Mol file: 1076-07-9.mol

Synonyms:Phenylacetic-2,2-d2 acid;1076-07-9;2,2-dideuterio-2-phenylacetic acid;SCHEMBL1551612;Phenylacetic acid-alpha,alpha-d2;DTXSID10480051;2-PHENYLACETIC-2,2-D2 ACID;AKOS015914427;Phenylacetic acid- alpha , alpha -d2;AT39255;Phenylacetic acid-alpha,alpha-d2, 98 atom % D;J-001914

Chemical Property of Phenylacetic-2,2-d2 acid

Chemical Property:

• Vapor Pressure: 0.00456mmHg at 25°C
• Melting Point: 76-78 °C
• Refractive Index: 1.552
• Boiling Point: 265.5°C at 760 mmHg
• Flash Point: 156.2°C
• PSA: 37.30000
• Density: 1.182g/cm³
• LogP: 1.31370
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 138.064982986
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

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

PHENYLACETIC ACID-ALPHA,ALPHA-D2 95.00% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)O
• Isomeric SMILES: [2H]C([2H])(C1=CC=CC=C1)C(=O)O
• Uses: Phenylacetic-alpha,alpha-d2 Acid (CAS# 1076-07-9) is a useful isotopically labeled research compound.

Technology Process of Phenylacetic-2,2-d2 acid

There total 14 articles about Phenylacetic-2,2-d2 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: 99.0%

carbon dioxide (124-38-9,18923-20-1) + [(phenylmethyl-d2)sulfonyl]benzene (33641-51-9) → 2,2-dideuterio-2-phenyl-acetic acid (1076-07-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 30 ℃; for 6h; Electrolysis;

DOI:10.1021/acs.joc.1c01261

Reference yield: 98.0%

phenylacetic acid (103-82-2) → 2,2-dideuterio-2-phenyl-acetic acid (1076-07-9)

Guidance literature:

In water-d2; at 200 ℃; for 9h;

DOI:10.1016/S1386-1425(01)00642-4

Reference yield: 88.0%

4,4,5,5-tetramethyl-2-phenylethynyl-[1,3,2]dioxaborolane (159087-45-3) → 2,2-dideuterio-2-phenyl-acetic acid (1076-07-9)

Guidance literature:

With oxone||potassium monopersulfate triple salt; water-d2; In acetone; at 50 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.202000988

upstream raw materials:

phenylacetic acid

carbon dioxide

1,1-dideuteriophenylmethanol

benzyl-d2 chloride

Downstream raw materials:

3-phenylpropane-3,3-d₂

toluene-d₂

(3R,4S,5S,6R)-2-(4-chloro-3-((4-(cyclopropyl-1-d)phenyl)methyl-d2)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

(2S,3R,4R,5S,6R)-2-(4-chloro-3-((4-(cyclopropyl-1-d)phenyl)methyl-d2)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Refernces

• 1、 Liang, Hui,Xu, Guo-Qiang,Feng, Zhi-Tao,Wang, Zhu-Yin,Xu, Peng-Fei. "Dual Catalytic Switchable Divergent Synthesis: An Asymmetric Visible-Light Photocatalytic Approach to Fluorine-Containing ?γ-Keto Acid Frameworks". . p. 60 - 72. Retrieved 2019.
• 2、 Flakus, Henryk T.,Chelmecki, Michal. "Polarization IR spectra of the hydrogen bond in phenylacetic acid crystals: H/D isotopic effects - Temperature and polarization effects". . p. 1867 - 1880. Retrieved 2002.
• 3、 Zhao, Bao-Yin,Zhang, Xing-Long,Guo, Rui-Li,Wang, Meng-Yue,Gao, Ya-Ru,Wang, Yong-Qiang. "Aerobic Oxidative Dehydrogenation of Ketones to 1,4-Enediones". supporting information. p. 1216 - 1221. Retrieved 2021/02/20.
• 4、 Fang, Ping,Jiao, Ke-Jin,Liu, Dong,Ma, Hong-Xing,Mei, Tian-Sheng,Qiu, Hui. "Nickel-Catalyzed Electrochemical Reductive Relay Cross-Coupling of Alkyl Halides to Aryl Halides". supporting information. p. 6520 - 6524. Retrieved 2020/01/24.