2,2,4,4-TETRAMETHYL-1,3-CYCLOBUTANEDITHIONE

Base Information

• Chemical Name: 2,2,4,4-TETRAMETHYL-1,3-CYCLOBUTANEDITHIONE
• CAS No.: 10181-56-3
• Molecular Formula: C8H12S2
• Molecular Weight: 172.315
• Hs Code.: 2930909090
• Mol file: 10181-56-3.mol

Synonyms:2,2,4,4-Tetramethyl-1,3-cyclobutanedithione;2,2,4,4-Tetramethylcyclobutan-1,3-dithione;NSC 361243;Tetramethyl-1,3-cyclobutanedithione;

Chemical Property of 2,2,4,4-TETRAMETHYL-1,3-CYCLOBUTANEDITHIONE

Chemical Property:

• Vapor Pressure: 0.133mmHg at 25°C
• Refractive Index: 1.582
• Boiling Point: 225 °C at 760 mmHg
• Flash Point: 89.9 °C
• PSA: 64.18000
• Density: 1.12 g/cm³
• LogP: 2.79220

Purity/Quality:

99.5% ^*data from raw suppliers

2,2,4,4-TETRAMETHYL-1,3-CYCLOBUTANEDITHIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2,4,4-TETRAMETHYL-1,3-CYCLOBUTANEDITHIONE

There total 11 articles about 2,2,4,4-TETRAMETHYL-1,3-CYCLOBUTANEDITHIONE 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: 80.0%

methanol (67-56-1) + 3-Mercapto-2,2,4-trimethyldithio-3-pentenoic acid β-thiolactone (10181-61-0) → 2,2,4,4-tetramethylcyclobutane-1,3-dithione (10181-56-3) + 3-methoxy-4,4-dimethyl-5-isopropylidene-1,2-dithiolan (74835-39-5)

Guidance literature:

Product distribution; Quantum yield; Mechanism; Irradiation; further solvent: cyclohexane, Et₂O, benzene, further reagent: benzophenone, 4,4-dibromobiphenyl, fluorenone, allo-ocimine;

DOI:10.1039/c39800000243

Reference yield: 60.0%

3-Mercapto-2,2,4-trimethyldithio-3-pentenoic acid β-thiolactone (10181-61-0) → 2,2,4,4-tetramethylcyclobutane-1,3-dithione (10181-56-3)

Guidance literature:

In cyclohexane; Irradiation;

DOI:10.1021/jo01310a063

Reference yield: 60.0%

3-Mercapto-2,2,4-trimethyldithio-3-pentenoic acid β-thiolactone (10181-61-0) + ethanol (64-17-5) → 2,2,4,4-tetramethylcyclobutane-1,3-dithione (10181-56-3) + 3-Ethoxy-5-isopropylidene-4,4-dimethyl-[1,2]dithiolane (75072-30-9)

Guidance literature:

Yields of byproduct given; Irradiation;

DOI:10.1039/c39800000243

upstream raw materials:

methanol

3-Mercapto-2,2,4-trimethyldithio-3-pentenoic acid β-thiolactone

ethanol

acetic acid

Downstream raw materials:

2,6-di-tert-butyl-4-(2,2,4,4-tetramethyl-3-thioxocyclobutylidene)cyclohexa-2,5-dienone

1,3-bis(3,5-di-tert-butyl-4-oxocyclohexa-1,5-dienylidene)-2,2,4,4-tetramethylcyclobutane

2,2,7,7-Tetrakis-(3,5-di-tert-butyl-4-methoxy-phenyl)-4,4,8,8-tetramethyl-1,6-dithia-dispiro[2.1.2.1]octane

4,4,6,6-tetramethyl-2,2-diphenyl-5-(2,3,4,5-tetrachlorcyclopenta-2,4-dien-1-yliden)-1-thiaspiro<2.3>hexan

Refernces

• 1、 Mloston, Grzegorz,Romanski, Jaroslaw,Swiatek, Anna,Heimgartner, Heinz. "Reactions of thioketones with dichlorocarbene". . p. 946 - 956. Retrieved 1999.
• 2、 Mlostoń, Grzegorz,Celeda, Ma?gorzata,Urbaniak, Katarzyna,Jasiński, Marcin,Bakhonsky, Vladyslav,Schreiner, Peter R.,Heimgartner, Heinz. "Synthesis and selected transformations of 2-unsubstituted 1-(adamantyloxy)imidazole 3-oxides: Straightforward access to non-symmetric 1,3-dialkoxyimidazolium salts". . p. 497 - 505. Retrieved 2019/03/08.
• 3、 Mlostoń, Grzegorz,Pieczonka, Adam Marek,Kowalczyk, Ewelina,Linden, Anthony,Heimgartner, Heinz. "Synthesis and selected reactions of hydrazides containing an imidazole moiety". experimental part. p. 1764 - 1777. Retrieved 2011/12/03.