Benzoic Acid-18O2

Base Information

• Chemical Name: Benzoic Acid-18O2
• CAS No.: 17217-84-4
• Molecular Formula: C₇H₆O₂
• Molecular Weight: 126.125
• Mol file: 17217-84-4.mol

Synonyms:[¹⁸(O)₂]-benzoic acid

Chemical Property of Benzoic Acid-18O2

Chemical Property:

Purity/Quality:

BenzoicAcid-18O2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Benzoic Acid-18O2 is the labeled Benzoic Acid, primarily used in the labeling of uracil nucleosides used for the study of ribonuclease reductases. As well, application in the preparation of labelled sialic acids in the study of cell signaling is a common use for this compound.

Technology Process of Benzoic Acid-18O2

There total 25 articles about Benzoic Acid-18O2 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%

Benzotrichlorid (98-07-7) → [18(O)2]-benzoic acid (17217-84-4)

Guidance literature:

With ¹⁸O-labeled water; at 120 ℃; for 24h; Sealed tube;

DOI:10.1039/c9nj03533h

Reference yield: 70.0%

benzonitrile (100-47-0) → [18(O)2]-benzoic acid (17217-84-4)

Guidance literature:

With hydrogenchloride; ¹⁸O-labeled water; at 100 ℃; for 20h;

DOI:10.1021/jo010899i

Reference yield: 27.0%

2-(tert-butylamino)-2-(oxo-18O)-1-phenylethyl benzoate-18O2 → [18(O)2]-benzoic acid (17217-84-4) + C12H15NO(18)O

Guidance literature:

With copper(l) iodide; potassium tert-butylate; oxygen; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1039/c9nj03533h

upstream raw materials:

bromobenzene

carbon dioxide

Benzotrichlorid

benzoic acid

Downstream raw materials:

methyl [carbonyl-¹⁸O]benzoate

N-(phenyl)-1,2-dihydro-2-thioxo-3-pyridinecarboxamide

Refernces

• 1、 Tanaka, Nobuo,Araki, Mikio. "Separation of Oxygen Isotopic Compounds by Reversed-Phase Liquid Chromatography on the Basis of Oxygen Isotope Effects on the Dissociation of Carboxylic Acids". . p. 7780 - 7781. Retrieved 1985.
• 2、 Odabachian, Yann,Tong, Shuo,Wang, Qian,Wang, Mei-Xiang,Zhu, Jieping. "Zinc bromide promoted coupling of isonitriles with carboxylic acids to form 2,4,5-trisubstituted oxazoles". . p. 10878 - 10882. Retrieved 2013.
• 3、 Mandai, Kyoko,Tsuchihashi, Yuta,Ashikari, Yosuke,Yoshida, Jun-ichi,Nagaki, Aiichiro. "18O-Labeled chiral compounds enable the facile determination of enantioselectivity by mass spectroscopy". supporting information. . Retrieved 2019/12/24.
• 4、 Zhou, Ming-Bo,Li, Yang,Ouyang, Xuan-Hui,Li, Jin-Heng. "Transformations of N-arylpropiolamides to indoline-2,3-diones and acids via C≡C triple bond oxidative cleavage and C(sp2)–H functionalization". . p. 222 - 227. Retrieved 2019/11/13.