1,4-Benzenedimethanethiol

Base Information

• Chemical Name: 1,4-Benzenedimethanethiol
• CAS No.: 105-09-9
• Molecular Formula: C8H10S2
• Molecular Weight: 170.299
• Hs Code.: 2930.90
• European Community (EC) Number: 203-269-4
• NSC Number: 72094
• UNII: K48UBZ9IMD
• DSSTox Substance ID: DTXSID1059313
• Nikkaji Number: J182.192J
• Wikidata: Q63408976
• Mol file: 105-09-9.mol

Synonyms:1,3-benzenedimethanethiol;1,4-benzenedimethanethiol

Chemical Property of 1,4-Benzenedimethanethiol

Chemical Property:

• Appearance/Colour: white to pale yellow powder
• Vapor Pressure: 0.00327mmHg at 25°C
• Melting Point: 45-46 °C(lit.)
• Refractive Index: 1.607
• Boiling Point: 292.127 °C at 760 mmHg
• PKA: 9.41±0.10(Predicted)
• Flash Point: 118.827 °C
• PSA: 77.60000
• Density: 1.134 g/cm³
• LogP: 2.54620
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.02239267
• Heavy Atom Count: 10
• Complexity: 73.3

Purity/Quality:

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

1,4-Benzenedimethanethiol >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CS)CS
• Uses: 1,4-Benzenedimethanethiol was used as cross linker in the fabrication of nanoporous gold on glassy carbon electrode by alternatively assembling gold nanoparticles and silver nanoparticles. It was used as capping reagent during the preparation of Au and Ag clusters of 3 nm mean diameter. It was used as ligand in the synthesis of 1,4-benzenedimethanethiol-capped gold nanoparticles.

Technology Process of 1,4-Benzenedimethanethiol

There total 7 articles about 1,4-Benzenedimethanethiol 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: 100.0%

1,4-bis(bromomethyl)benzene (623-24-5) → 1,4-bis(mercaptomethyl)benzene (105-09-9)

Guidance literature:

1,4-bis(bromomethyl)benzene; With thiourea; In ethanol; for 4h; Inert atmosphere;

With water; sodium hydroxide; for 0.5h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201501058

Reference yield: 93.0%

p-xylylenebisisothiouronium dibromide (24574-05-8) → 1,4-bis(mercaptomethyl)benzene (105-09-9)

Guidance literature:

With potassium hydroxide; In water; at 105 ℃; for 14h; Inert atmosphere;

DOI:10.1021/jacs.0c04068

Reference yield: 91.0%

p-Xylylene dichloride (623-25-6) → 1,4-bis(mercaptomethyl)benzene (105-09-9)

Guidance literature:

p-Xylylene dichloride; With thiourea; In ethanol; for 1h; Reflux;

With sodium hydroxide; In water; for 22h; Reflux; Inert atmosphere;

DOI:10.1016/j.jinorgbio.2021.111618

upstream raw materials:

1,4-phenylenedimethylene bis(N,N-dimethyldithiocarbamate)

p-Xylylene dichloride

p-xylylenebisisothiouronium dibromide

1,4-bis(bromomethyl)benzene

Downstream raw materials:

1,4-bis-[(2-chloro-ethylsulfanyl)-methyl]-benzene

[2.2][2.2]paracyclophane

3-[4-(2-Carboxy-ethylsulfanylmethyl)-benzylsulfanyl]-propionic acid

C₁₈H₂₆O₂S₂

Refernces

• 1、 Ostasz,Lyszczek,Mazur,Tarasiuk. "Co-crystal formation between 2-amino-4,6-dimethylpyrimidine and new p-xylylene-bis(thioacetic) acid". . p. 10262 - 10272. Retrieved 2014.
• 2、 Kramer, Joshua J. P.,Nieger, Martin,Braese, Stefan. "Synthesis of planar chiral N-heterocyclic-substituted pyridinophanes". . p. 541 - 549. Retrieved 2013.
• 3、 Brink. "". . p. 807. Retrieved 1975.
• 4、 Harringer, Sophia,Hejl, Michaela,Jakupec, Michael A.,Kandioller, Wolfgang,Keppler, Bernhard K.,Riedl, Christoph A.,Rosner, Alexander,Salomon, Philipp. "Water-soluble trithiolato-bridged dinuclear ruthenium(II) and osmium(II) arene complexes with bisphosphonate functionalized ligands as anticancer organometallics". . . Retrieved 2021/10/04.