Tempo carboxylic acid

Base Information

• Chemical Name: Tempo carboxylic acid
• CAS No.: 37149-18-1
• Molecular Formula: C10H18 N O3
• Molecular Weight: 200.258
• European Community (EC) Number: 630-940-2
• DSSTox Substance ID: DTXSID40190631
• Nikkaji Number: J1.226.248E,J2.180.519J
• ChEMBL ID: CHEMBL1673203
• Mol file: 37149-18-1.mol

Synonyms:1-oxyl-4-carboxyl-2,2,6,6-tetramethylpiperidine;4-carboxyl-2,2,6,6-tetramethylpiperidin-1-yloxyl;4-carboxyl-2,2,6,6-tetramethylpiperidinoxyl;CTEMPO;TCA meglumine;tempo carboxylate;tempo carboxylic acid

Chemical Property of Tempo carboxylic acid

Chemical Property:

• Melting Point: 185-189 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 40.54000
• Density: g/cm³
• LogP: 1.62360
• Storage Temp.: 2-8°C
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 200.12866844
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

97%, ^*data from raw suppliers

4-Carboxy-TEMPO, free radical ^*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: CC1(CC(CC(N1[O])(C)C)C(=O)O)C
• Uses: 4-Carboxy-TEMPO may be employed as catalyst for the oxidation of regenerated cellulose (viscose rayon) to cellouronic acid. 4-Carboxy-TEMPO is a 4-substituted 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO) derivative. 4-carboxy-TEMPO immobilized with 3-aminopropylsilane on the mesoporous silica surface comprises heterogeneous catalytic system employed for various oxidation reactions. 4-Carboxy-TEMPO may be employed as catalyst for the oxidation of regenerated cellulose (viscose rayon) to cellouronic acid.

Technology Process of Tempo carboxylic acid

There total 6 articles about Tempo carboxylic 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: 87.0%

4-cyano-2,2,6,6-tetramethyl-piperidinyloxy (38078-71-6) → 1-oxyl-4-carboxyl-2,2,6,6-tetramethylpiperidine (37149-18-1)

Guidance literature:

4-cyano-2,2,6,6-tetramethyl-piperidinyloxy; With barium hydroxide octahydrate; sodium hydroxide; In methanol; water; for 24h; Reflux;

With hydrogenchloride; In water; pH=2;

DOI:10.1039/c6ob02194h

Reference yield: 81.4%

4-isocyano-2,2,6,6-tetramethylpiperidine-1-oxyl (37654-42-5) → 1-oxyl-4-carboxyl-2,2,6,6-tetramethylpiperidine (37149-18-1)

Guidance literature:

With barium hydroxide octahydrate; sodium hydroxide; In methanol; water; for 24h; Reflux;

DOI:10.1016/j.saa.2016.06.021

Reference yield:

4-oxo-2,2,6,6-tetramethylpiperidin-oxyl (45985-26-0,2896-70-0) → 1-oxyl-4-carboxyl-2,2,6,6-tetramethylpiperidine (37149-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / 1,2-dimethoxyethane; tert-butyl alcohol / 3 h / 20 °C

2: barium hydroxide octahydrate / methanol; water / 6 h / Reflux

With barium hydroxide octahydrate; potassium tert-butylate; In methanol; 1,2-dimethoxyethane; water; tert-butyl alcohol;

upstream raw materials:

4-oxo-2,2,6,6-tetramethylpiperidin-oxyl

4-cyano-2,2,6,6-tetramethyl-piperidinyloxy

2,2,6,6-Tetramethyl-4-piperidone

4-isocyano-2,2,6,6-tetramethylpiperidine-1-oxyl

Downstream raw materials:

(C₆H₅N₂C₆H₄OCOCHCH₂CH₂(C(CH₃)2)2NO)

C₁₉H₂₆Br₂NO₃

1-oxyl-2,2,6,6-tetramethyl-piperidine-4-carboxylic acid[(2-(3,4-dimethoxyphenyl))-5-[[2-(3,4-dimethoxyphenyl)-ethyl]methylamino]-2-isopropyl]-pentylamide radical

[3-(2,2,6,6-tetramethylpiperidine-1-oxyl-4-carboxamido)propyl] 5-acetamido-4,7,8-tri-O-acetyl-9-benzamido-3,5,9-trideoxy-D-glycero-α-D-galacto-2-nonulopyranosidic acid

Refernces

• 1、 Wong et al.. "". . p. 3381. Retrieved 1974.
• 2、 Sultani, Haider N.,Haeri, Haleh H.,Hinderberger, Dariush,Westermann, Bernhard. "Spin-labelled diketopiperazines and peptide-peptoid chimera by Ugi-multi-component-reactions". supporting information. p. 11336 - 11341. Retrieved 2016/12/18.
• 3、 -. "Highly efficient polarizing agents for dynamic nuclear polarization". Paragraph 0135. . Retrieved 2014/10/28.