CID 520578

Base Information

• Chemical Name: CID 520578
• CAS No.: 32503-27-8
• Molecular Formula: C16H35N^.H2SO4
• Molecular Weight: 339.54
• Hs Code.: DERIVATION
• Mol file: 32503-27-8.mol

Synonyms:

Chemical Property of CID 520578

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 171-174 °C
• Boiling Point: 213.3-593.92℃[at 101 325 Pa]
• PSA: 85.81000
• Density: 1.01
• LogP: 5.08900
• Storage Temp.: Refrigerator
• Sensitive.: Hygroscopic
• Solubility.: H2O: soluble10% (w/v), clear, colorless
• Water Solubility.: Soluble
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 13
• Exact Mass: 339.24432984
• Heavy Atom Count: 22
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

Tetrabutylammonium hydrogensulfate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.OS(=O)(=O)[O-]
• Uses: Displays antibacterial properties due to the presence of the quaternary amine and the counter ion. A compound that displays antibacterial properties Phase transfer catalyst Tetra-n-butylammonium hydrogen sulfate shows antibacterial properties due to the presence of the quaternary amine and the counter ion. It serves as a phase-transfer catalyst, surface-active agent, solvent, intermediate, active ingredient for conditioners, antistatic agent, detergent sanitizers, softener for textiles and paper products, emulsifying agents and pigment dispersers. It is used as an efficient catalyst in the N-alkylation reactions of benzanilides, cyclization of beta-amino acids to beta-lactams, conversion of nitriles to amides, dehydrohalogenation of aryl 2-haloethyl ethers to give vinyl ethers and in the oxidation of alcohols.

Technology Process of CID 520578

There total 9 articles about CID 520578 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: 83.0%

tetrabutylammonium thiocyanate (3674-54-2) → tetra(n-butyl)ammonium hydrogensulfate (32503-27-8)

Guidance literature:

With sulfuric acid; In water; at 75 ℃; for 1h;

DOI:10.1055/s-1985-31251

Reference yield:

tetra(n-butyl)ammonium hydroxide (2052-49-5) → tetra(n-butyl)ammonium hydrogensulfate (32503-27-8)

Guidance literature:

With sulfuric acid; In water;

DOI:10.1021/acs.langmuir.1c00893

Reference yield:

C18H30N4OS2*C16H36N(1+)*HO4S(1-) → tetra(n-butyl)ammonium hydrogensulfate (32503-27-8) + 1-butyl-3-{3-[(3-butyl-thioureido)-methyl]-2-hydroxy-benzyl}-thiourea (321898-65-1)

Guidance literature:

In chloroform-d1; at 20 ℃; Equilibrium constant;

DOI:10.1021/ol006690t

upstream raw materials:

tetrabutylammonium thiocyanate

tetra(n-butyl)ammonium hydroxide

Downstream raw materials:

tetrabutylammonium (Z)-2-phenyl-1-propenesulphonate

tetrabutylammonium (E)-2,3-dimethyl-1-butenesulphonate

tetra-N-butylammonium salt of succinimide

tetrabutyl ammonium methoxide

Refernces

A Mild and Efficient Epoxidation of Olefins Using in Situ Generated Dimethyldioxirane at High pH

10.1021/jo980604+

The research investigates a novel epoxidation method for olefins using in situ generated dimethyldioxirane under basic conditions. The purpose of this study is to develop a mild, efficient, and safe epoxidation procedure that can be used to prepare acid-sensitive epoxides. The key chemicals used in this research include olefins as substrates, acetone as the precursor for dimethyldioxirane, Oxone (potassium peroxymonosulfate) for generating dimethyldioxirane, and tetrabutylammonium hydrogen sulfate as a phase-transfer catalyst. The reactions are conducted at an apparent pH of 10.5-11.5, often in a CH3CN-dimethoxymethane solvent system, with potassium carbonate (K2CO3) used to maintain the basic environment. The study concludes that this epoxidation method is highly effective for a wide range of olefins, including those with terminal, trans, cis, and trisubstituted configurations, and it is compatible with various functional groups such as acetylenes, allyl silanes, and esters. The procedure is mild, safe, and economical, making it an attractive option for synthesizing epoxides, especially those that are acid-labile.

Facile synthesis of substituted n-monoalkylaromatic amines under PTC conditions

10.1080/00397919108021779

The study presents a method for the synthesis of substituted N-monoalkylaromatic amines under phase-transfer catalysis (PTC) conditions. The researchers used various aromatic amides and amines as starting materials, which were converted to N-monoalkylated products using dimethyl sulphate as the alkylating agent. The reaction was facilitated by the presence of powdered sodium hydroxide, potassium carbonate, and tetrabutylammonium hydrogen sulphate as the PTC. The study found that compounds with ortho electron-withdrawing substituents exclusively yielded monoalkyl amines, while those with electron-donating substituents or no substituents resulted in alkyl amides. The researchers proposed a mechanism for the alkylation and deacylation processes and verified it experimentally. The study provides a simple, economical one-pot synthesis method for producing ortho substituted aromatic monoalkyl amines with electron-withdrawing substituents.