4-ISOTHIOCYANATO-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL

Base Information

• Chemical Name: 4-ISOTHIOCYANATO-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL
• CAS No.: 36410-81-8
• Molecular Formula: C₁₀H₁₇N₂OS
• Molecular Weight: 213.324
• Hs Code.: 2933399090
• Mol file: 36410-81-8.mol

Synonyms:4-Isothiocyanato-2,2,6,6-tetramethylpiperidine-1-oxyl;4-Isothiocyanato-2,2,6,6-tetramethylpiperidinooxyl; TEMPO 4-isothiocyanate;Tetramethylpiperidone oxide isothiocyanate

Chemical Property of 4-ISOTHIOCYANATO-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL

Chemical Property:

• Melting Point: 124 °C
• Refractive Index: 1.5650 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 47.69000
• Density: g/cm³
• LogP: 2.39420
• Storage Temp.: 0-6°C

Purity/Quality:

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

4-Isothiocyanato-2,2,6,6-tetramethylpiperidine1-Oxyl ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4-Isothiocyanato-2,2,6,6-tetramethylpiperidine 1-Oxyl (cas# 36410-81-8) is a compound useful in organic synthesis.

Technology Process of 4-ISOTHIOCYANATO-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL

There total 11 articles about 4-ISOTHIOCYANATO-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL 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: 67.0%

thiophosgene (463-71-8) + 4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl (14691-88-4,78774-22-8) → 4-isothiocyanato-2,2,6,6-tetramethylpiperidine N-oxide (36410-81-8)

Guidance literature:

With triethylamine; In benzene; at 20 ℃;

DOI:10.1007/s00706-002-0572-x

Reference yield: 61.0%

carbon disulfide (75-15-0,12122-00-8) + C27H32N2OP (78140-47-3) → 4-isothiocyanato-2,2,6,6-tetramethylpiperidine N-oxide (36410-81-8)

Guidance literature:

With triphenylphosphine; for 1h; Heating;

DOI:10.1055/s-1981-29370

Reference yield:

N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide (40908-37-0) + thiophosgene (463-71-8) → 4-isothiocyanato-2,2,6,6-tetramethylpiperidine N-oxide (36410-81-8)

Guidance literature:

N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide; With dihydrogen peroxide; tungstate; at 20 ℃; for 144h;

With water; potassium hydroxide; for 30h; Reflux;

thiophosgene; With triethylamine; In benzene; at 10 - 17 ℃;

DOI:10.1016/j.bmcl.2010.10.092

upstream raw materials:

carbon disulfide

C₂₇H₃₂N₂OP

thiophosgene

4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl

Downstream raw materials:

4-[({[(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)amino]carbonothioyl}amino)ethyl]benzene sulfonamide

4-[({[(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)amino]carbonothioyl}amino)methyl]benzene sulfonamide

Refernces

• 1、 Samuelson, Lynn E.,Sebby, Karl B.,Walter, Eric D.,Singel, David J.,Cloninger, Mary J.. "EPR and affinity studies of mannose-TEMPO functionalized PAMAM dendrimers". . p. 3075 - 3079. Retrieved 2004.
• 2、 G?lz, Jan Philipp,NejatyJahromy, Yaser,Bauer, Mirko,Muhammad, Ashraf,Schnakenburg, Gregor,Grimme, Stefan,Schiemann, Olav,Menche, Dirk. "Design, Synthesis, EPR-Studies and Conformational Bias of Novel Spin-Labeled DCC-Analogues for the Highly Regioselective Labeling of Aliphatic and Aromatic Carboxylic Acids". supporting information. p. 9591 - 9598. Retrieved 2016/07/14.