Benzoylformic acid

Base Information

• Chemical Name: Benzoylformic acid
• CAS No.: 611-73-4
• Molecular Formula: C8H6O3
• Molecular Weight: 150.134
• Hs Code.: 29183000
• European Community (EC) Number: 210-278-7
• NSC Number: 28293
• UNII: 2PZL5A0W0M
• DSSTox Substance ID: DTXSID80209993
• Nikkaji Number: J2.992K
• Wikipedia: Phenylglyoxylic_acid
• Wikidata: Q663909
• NCI Thesaurus Code: C173424
• Metabolomics Workbench ID: 37877
• ChEMBL ID: CHEMBL950
• Mol file: 611-73-4.mol

Synonyms:benzoylformate;benzoylformic acid;phenylglyoxilic acid;phenylglyoxylic acid;phenylglyoxylic acid, calcium salt;phenylglyoxylic acid, potassium salt;phenylglyoxylic acid, sodium salt;phenylglyoxylic hydrochloride

Chemical Property of Benzoylformic acid

Chemical Property:

• Appearance/Colour: white to light yellow adhering crystals
• Vapor Pressure: 0.00697mmHg at 25°C
• Melting Point: 60-69 °C
• Refractive Index: 1.568
• Boiling Point: 258.6 °C at 760 mmHg
• PKA: 2.15±0.54(Predicted)
• Flash Point: 124.4 °C
• PSA: 54.37000
• Density: 1.298 g/cm³
• LogP: 0.95390
• Storage Temp.: Refrigerator
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: very faint turbidity
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 150.031694049
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

Phenylglyoxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-28-36-28A-24-22-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CC=C(C=C1)C(=O)C(=O)O
• Uses: Phenylglyoxylic Acid (cas# 611-73-4) is a compound useful in organic synthesis. Phenylglyoxylic acid can be used as a precursor in the synthesis of: O-acyl acetanilides by decarboxylative o-acylation of acetanilides using Pd catalyst.Phenylhydroxycarbene by high-vacuum flash pyrolysis.2-arylbenzothiazoles by reacting with o-aminothiophenol using ammonium niobium oxalate (ANO) as a catalyst.3-aryl-2H-benzo[b][1,4]benzoxazin-2-ones by treating with o-aminophenol in the presence of ammonium niobium oxalate catalyst.2-aryl benzothiazoles through potassium persulfate (K2S2O8)-mediated oxidative condensation of benzothiazoles.

Technology Process of Benzoylformic acid

There total 290 articles about Benzoylformic 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: 94.0%

2-hydroxy-4-methyl-2-phenylmorpholin-3-one → Benzoylformic acid (611-73-4)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1246/bcsj.69.2079

Reference yield: 82.0%

phenylglycin (2835-06-5) → Benzoylformic acid (611-73-4)

Guidance literature:

With potassiuim nitrosodisulfonate; In water; for 60h; pH 10.0;

DOI:10.1021/jo00372a033

Reference yield: 75.4%

3,5-diphenyl-4,4-dichloro-5-hydroxy-Δ2-isoxazoline (79344-05-1) → benzonitrile (100-47-0) + Benzoylformic acid (611-73-4)

Guidance literature:

With potassium hydroxide; In water; for 2.5h; Heating;

upstream raw materials:

styrene

benzoyl cyanide

phenylglyoxylic acid ethyl ester

methanol

Downstream raw materials:

2-nitro-stilbene-4-carbonitrile

2,3-diphenylmaleic anhydride

benzylidene 1,1-diacetate

2-hydroxy-2-phenyl-2-(thiophen-2-yl)acetic acid

Refernces

• 1、 Yano, Yumihiko,Mitsui, Keita,Ohsawa, Youichi,Kobayashi, Toshitada,Nabeshima, Tatsuya. "Oxidation of α-Hydroxy Acids by an Oxidation-active Flavin Mimic bearing a Bipyridin-6-ylmethyl Moiety in the Presence of Zn2+ and a Base in tert-Butyl Alcohol". . p. 1719 - 1721. Retrieved 1993.
• 2、 Leermakers,Vesley. "-". . p. 3776. Retrieved 1963.
• 3、 Hurd,McNamee,Green. "-". . p. 2979. Retrieved 1939.
• 4、 Song, Tao,Ma, Zhiming,Wang, Xiaoxue,Yang, Yong. "Synthesis of α-Keto Acids via Oxidation of Alkenes Catalyzed by a Bifunctional Iron Nanocomposite". supporting information. p. 5917 - 5921. Retrieved 2021/07/31.
• 5、 Long, Lipeng,Wang, Jieyan,Gu, Liuqing,Yang, Shiguang,Qiao, Liang,Luo, Guotian,Chen, Zhengwang. "Hypervalent Iodine(III)-Promoted Radical Oxidative C-H Annulation of Arylamines with α-Keto Acids". supporting information. p. 12084 - 12092. Retrieved 2021/08/24.