2,3-Butanedithiol

Base Information

• Chemical Name: 2,3-Butanedithiol
• CAS No.: 4532-64-3
• Molecular Formula: C4H10S2
• Molecular Weight: 122.255
• Hs Code.: 29309090
• European Community (EC) Number: 224-870-8
• UNII: 69G298U39K
• DSSTox Substance ID: DTXSID5047089
• Nikkaji Number: J236.279A
• Wikidata: Q27264347
• Metabolomics Workbench ID: 44711
• ChEMBL ID: CHEMBL3187041
• Mol file: 4532-64-3.mol

Synonyms:2,3-Butanedithiol;4532-64-3;butane-2,3-dithiol;2,3-Dimercaptobutane;FEMA No. 3477;EINECS 224-870-8;DTXSID5047089;UNII-69G298U39K;69G298U39K;2,3-Butanebisthiol;2,3-butane dithiol;SCHEMBL41922;2,3-Butanedithiol, >=97%;CHEMBL3187041;DTXCID3027089;FEMA 3477;TWWSEEHCVDRRRI-UHFFFAOYSA-;CHEBI:179053;2,3-BUTANEDITHIOL [FHFI];Tox21_301822;2,3-BUTANEDITHIOL [USP-RS];2,3-Butanedithiol, >=99%, FG;MFCD00010024;(+/-)-2,3-BUTANEDITHIOL;AKOS015897456;2,3-BUTANEDITHIOL, (+/-)-;NCGC00256199-01;CAS-4532-64-3;LS-179673;B2888;FT-0609505;D88972;EN300-152876;A826776;Q-100486;Q27264347;2,3-Butanedithiol, United States Pharmacopeia (USP) Reference Standard

Chemical Property of 2,3-Butanedithiol

Chemical Property:

• Vapor Pressure: 2.15mmHg at 25°C
• Melting Point: -53.9°C (estimate)
• Refractive Index: n20/D 1.5194(lit.)
• Boiling Point: 168.4 °C at 760 mmHg
• PKA: 9.93±0.10(Predicted)
• Flash Point: 56.8 °C
• PSA: 77.60000
• Density: 0.99 g/cm³
• LogP: 1.62300
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 122.02239267
• Heavy Atom Count: 6
• Complexity: 30.5

Purity/Quality:

99% ^*data from raw suppliers

2,3-Butanedithiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-22-36/37/38
• Safety Statements: 16-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C)S)S
• Chemical Composition and Structure: 2,3-Butanedithiol is a dithiol compound. It's structure consists of a four-carbon chain with two thiol (-SH) groups attached to the second and third carbon atoms.
• Uses: 2,3-Butanedithiol has potential applications in polymerization reactions, specifically in the synthesis of poly(ester-thioether)s via thiol-ene click polymerization. In polymerization reactions, 2,3-Butanedithiol undergoes thiol-ene click polymerization with compounds like di-3-butenyl l-malate and diallyl l-malate, yielding poly(ester-thioether)s. These polymers exhibit varying degrees of biodegradability, with implications for reducing micro-plastic pollution.
• References: [1] Chirality, structure and hydrogen bonding in dithiols: Rotational spectrum of the chiral and meso 2,3-butanedithiol; DOI 10.1016/j.molstruc.2021.131221

Technology Process of 2,3-Butanedithiol

There total 7 articles about 2,3-Butanedithiol 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: 66.2%

C6H14N4S2 → butane-2,3-dithiol (4532-64-3)

Guidance literature:

With water; potassium hydroxide; for 2h; Reflux;

Reference yield:

dimethylacetylene (503-17-3) → butane-2,3-dithiol (4532-64-3)

Guidance literature:

With hydrogen sulfide; (X-irradiation);

DOI:10.1021/ja00890a030

Reference yield:

butene-2 (107-01-7) → butane-2,3-dithiol (4532-64-3)

Guidance literature:

With sulfur; toluene; at 200 ℃; und Hydrieren des Reaktionsprodukts an Kobaltpolysulfid in Benzol unter Druck bei 150grad;

upstream raw materials:

butene-2

2,3-epoxybutane

dimethylacetylene

toluene

Downstream raw materials:

2-methyl-2-phenyl-4,5-dimethyl-1,3-dithiolane

2-benzyl-4,5-dimethyl-1,3-dithiolane

Refernces