1,4-Butane sultone

Base Information

• Chemical Name: 1,4-Butane sultone
• CAS No.: 1633-83-6
• Molecular Formula: C4H8O3S
• Molecular Weight: 136.172
• Hs Code.: 29349990
• European Community (EC) Number: 216-647-9
• NSC Number: 71999
• UNII: 4E0C1CLI2C
• DSSTox Substance ID: DTXSID4061836
• Nikkaji Number: J3.072.509C,J3.676E
• Wikipedia: 1,4-Butane_sultone
• Wikidata: Q27259464
• Mol file: 1633-83-6.mol

Synonyms:1,4-butane sultone;butanesultone

Chemical Property of 1,4-Butane sultone

Chemical Property:

• Appearance/Colour: clear colorless to yellowish liquid
• Vapor Pressure: 0.00206mmHg at 25°C
• Melting Point: 12-15 °C(lit.)
• Refractive Index: n20/D 1.464(lit.)
• Boiling Point: 299.9 °C at 760 mmHg
• Flash Point: 135.2 °C
• PSA: 51.75000
• Density: 1.308 g/cm³
• LogP: 1.20740
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: 54g/l (decomposition)
• Water Solubility.: 54 g/L (20 ºC) decomposes
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 136.01941529
• Heavy Atom Count: 8
• Complexity: 153

Purity/Quality:

99.5% min. ^*data from raw suppliers

1,4-Butane sultone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-40-68-20/21/22
• Safety Statements: 22-36/37-45-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1CCS(=O)(=O)OC1
• Uses: 1,4-Butane Sultone is an alkylating agent with weak carcinogenic activity. 1,4-Butane sultone can be employed as a reactant in the preparation of conjugated polymers which include polybetaine, poly[2-ethynyl-N-(4-sulfobutyl)pyridinium betaine] (PESPB).It can also be used in the preparation of Bronsted acid catalysts such as 4-(succinimido)-1-butane sulfonic acid and poly(4-vinylpyridinium butane sulfonic acid) hydrogen sulfate. These catalysts facilitate the synthesis of 1-amidoalkyl-2-naphthols, substituted quinolines, and pyrano[4,3-b]pyran derivatives.

Technology Process of 1,4-Butane sultone

There total 17 articles about 1,4-Butane sultone 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: 92.0%

4-Chlorobutyl acetate (6962-92-1) → 1,4-butane sultone (1633-83-6)

Guidance literature:

4-Chlorobutyl acetate; With sodium sulfite; In water; Reflux;

With hydrogenchloride; In methanol; for 4h; Reflux;

at 110 ℃; under 20 Torr; Temperature; Pressure; Solvent;

Reference yield: 88.0%

4-hydroxy-butane-1-sulfonic acid (26978-64-3) → 1,4-butane sultone (1633-83-6)

Guidance literature:

at 40 - 110 ℃; for 2h; Temperature;

Reference yield: 51.0%

4-hydroxy-1-butylthiouronium chloride → 1,4-butane sultone (1633-83-6) + 4-hydroxy-1-butanesulfonyl chloride (113309-30-1)

Guidance literature:

With chlorine; In water;

upstream raw materials:

4,4'-oxy-bis-butane-1-sulfonic acid

n-Butyl chloride

4-hydroxy-butane-1-sulfonic acid

tetrahydrofuran

Downstream raw materials:

pyridinium propyl sulfobetaine

2-methyl-1-(4-sulfonatobutyl)-quinolinium

N-(δ-sulfonatobutyl)-2-methyl-benzothiazole

1-octanesulfonic acid

Refernces

Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles

10.1021/jo301607a

The research focuses on the development of a convenient synthesis method for 1,2,3-thiadiazoles and 1,2,3-selenadiazoles, which are important heterocyclic compounds with broad pharmacological properties, including anticancer, antibacterial, and antifungal activities. The study utilizes an ionic liquid as a novel soluble support, offering a simple and efficient approach to synthesize these compounds. The methodology involves the synthesis of ionic liquid-supported sulfonyl hydrazine, which is then reacted with various ketones and 1,2-diketones to form ionic liquid-supported hydrazones. These hydrazones are subsequently converted to 1,2,3-thiadiazoles in the presence of thionyl chloride, while 1,2,3-selenadiazoles are obtained by reacting the hydrazones with selenium dioxide in acetonitrile. The research concludes that this approach offers several advantages, such as ease of workup, simple reaction conditions, and high purity of the products. The chemicals used in the process include 1-methylimidazole, 1,4-butane sultone, trifluoromethane sulfonic acid (TfOH), thionyl chloride, hydrazine hydrate, and various ketones and 1,2-diketones, as well as selenium dioxide for the synthesis of selenadiazoles.