1,2,4,5-Tetrakis(tert-butylthio)benzene

Base Information

• Chemical Name: 1,2,4,5-Tetrakis(tert-butylthio)benzene
• CAS No.: 447463-65-2
• Molecular Formula: C22H38S4
• Molecular Weight: 430.808
• Hs Code.: 29309090
• European Community (EC) Number: 694-905-3
• DSSTox Substance ID: DTXSID30473329
• Nikkaji Number: J1.781.282C
• Wikidata: Q72507396
• Mol file: 447463-65-2.mol

Synonyms:1,2,4,5-Tetrakis(tert-butylthio)benzene;447463-65-2;1,2,4,5-tetrakis(tert-butylsulfanyl)benzene;C22H38S4;SCHEMBL15427733;DTXSID30473329;LOCUYYPERSWXJI-UHFFFAOYSA-N;MFCD08276431;1,2,4,5-tetra-tert-butylthiobenzene;AKOS015919337;GS-3955;CS-0154651;FT-0659693;T2217;T72483;A826677

Chemical Property of 1,2,4,5-Tetrakis(tert-butylthio)benzene

Chemical Property:

• Vapor Pressure: 1.54E-08mmHg at 25°C
• Melting Point: 145-153 °C
• Refractive Index: 1.565
• Boiling Point: 469.559 °C at 760 mmHg
• Flash Point: 120.765 °C
• PSA: 101.20000
• Density: 1.057 g/cm³
• LogP: 9.24900
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 7.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 430.18563591
• Heavy Atom Count: 26
• Complexity: 349

Purity/Quality:

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

1,2,4,5-Tetrakis(tert-butylthio)benzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)SC1=CC(=C(C=C1SC(C)(C)C)SC(C)(C)C)SC(C)(C)C

Technology Process of 1,2,4,5-Tetrakis(tert-butylthio)benzene

There total 3 articles about 1,2,4,5-Tetrakis(tert-butylthio)benzene 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: 88.0%

1,2,4,5-tetrabromobenzene (636-28-2) + S-tert-butyl isothiouronium bromide (53243-22-4) → 1,2,4,5-tetrakis(tert-butylthio)benzene (447463-65-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; triphenylphosphine; In N,N-dimethyl-formamide; at 100 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.3390/molecules25163666

Reference yield: 71.0%

1,2,4,5-tetrachlorobenzene (95-94-3) + sodium tert-butyl thiolate (29364-29-2) → 1,2,4,5-tetrakis(tert-butylthio)benzene (447463-65-2)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; Reflux;

DOI:10.1002/ejoc.201300176

Reference yield: 67.5%

1,2,4,5-tetrachlorobenzene (95-94-3) + 2-methylpropan-2-thiol (75-66-1) → 1,2,4,5-tetrakis(tert-butylthio)benzene (447463-65-2)

Guidance literature:

2-methylpropan-2-thiol; With sodium; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

1,2,4,5-tetrachlorobenzene; In N,N-dimethyl-formamide; for 3h; Heating;

DOI:10.1021/jo0610560

upstream raw materials:

1,2,4,5-tetrachlorobenzene

2-methylpropan-2-thiol

sodium tert-butyl thiolate

1,2,4,5-tetrabromobenzene

Downstream raw materials:

2,2,6,6-tetramethylbenzo[1,2-d:4,5-d’]bis([1,3]dithiole)

2,2,6,6-tetra-n-butylbenzo[1,2-d;4,5-d']bis[1,3]dithiole

benzo[1,2-d:4,5-d′]bis([1,3]dithiole)-2,6-dione

Refernces

• 1、 Fleck, Nico,Kopp, Kevin,Schiemann, Olav. "Improved, odorless access to Benzo[1,2-d;4,5-d′]-bis[1,3]dithioles and tert-butyl arylsulfides via C-S cross coupling". . . Retrieved 2020/09/17.
• 2、 Driesschaert, Benot,Levque, Philippe,Gallez, Bernard,Marchand-Brynaert, Jacqueline. "Tetrathiatriarylmethyl radicals conjugated to an RGD-peptidomimetic". supporting information. p. 8077 - 8084. Retrieved 2015/02/19.