24475-56-7

Basic information

• Product Name: 2-HYDROXYETHYL HEXYL SULFIDE
• Synonyms: B-HYDROXYETHYL N-HEXYL SULFIDE;2-HYDROXYETHYL HEXYL SULFIDE;2-(hexylthio)ethanol;Einecs 246-282-0;HEXYL 2-HYDROXYETHYL SULFIDE;2-hexylsulfanylethanol
• CAS NO: 24475-56-7
• Molecular Formula: C₈H₁₈OS
• Molecular Weight: 162.29
• EINECS: 246-282-0
• Mol File: 24475-56-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 255.5 °C at 760 mmHg
• Flash Point: 124.8 °C
• Appearance: /
• Density: 0.943 g/cm³
• Vapor Pressure: 0.00247mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: 2-HYDROXYETHYL HEXYL SULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXYETHYL HEXYL SULFIDE(24475-56-7)
• EPA Substance Registry System: 2-HYDROXYETHYL HEXYL SULFIDE(24475-56-7)

Safety Data

• Hazardous Substances Data: 24475-56-7(Hazardous Substances Data)

Usage

General Description

2-Hydroxyethyl hexyl sulfide is an organic chemical compound with the molecular formula C8H18OS. It belongs to the family of alkyl sulfides, which are commonly used as fragrance ingredients and flavor additives in various consumer products. 2-Hydroxyethyl hexyl sulfide is primarily used in the production of perfumes, soaps, and other personal care products due to its pleasant odor. It is also used as a flavoring agent in food and beverages. Additionally, it is known for its potential applications in the pharmaceutical and chemical industries. However, it is important to handle this chemical with caution, as it can be irritating to the eyes, skin, and respiratory system if not properly managed.

InChI:InChI=1/C8H18OS/c1-2-3-4-5-7-10-8-6-9/h9H,2-8H2,1H3

Upstream product

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Relevant articles and documents

A mechanism of alkali metal carbonates catalysing the synthesis of β-hydroxyethyl sulfide with mercaptan and ethylene carbonate

The reaction of β-hydroxyethylation is essential to the current practice of organic chemistry. Here, we proposed a new and green route to synthesize 2-hydroxyethyl n-alkyl sulfide with n-alkyl mercaptan and ethylene carbonate (EC) in the presence of alkali carbonates as catalysts and revealed the mechanism by experiments and theoretical calculations. The reaction reported proceeds rapidly with high yields when it is performed at 120 °C and the catalytic loading is ～1 mol%. This protocol is applicable to other mercaptans to synthesize the corresponding β-hydroxyethyl sulfide. Density functional theory-based calculations show the energy profile for the reaction pathway. The rate-determining step is the ring-opening of EC. A negatively charged O atom of alkali carbonates approaches the S atom of -SH under the influence of hydrogen bonds. An activated S atom that carries more negative charge serves as a nucleophilic reagent and assists in the ring-opening of EC by reducing the Mayer bond orders of the C1-O1 bond in EC. Alkali cations also contribute to the C1-O1 bond cleavage. The energy barrier for the ring-opening of EC decreases with the decrease of electronegativity of alkali cations. Subsequent transference of a H atom leads to the formation of β-hydroxyethyl sulfide, the dissociation of CO2 and the reduction of K2CO3

REACTIONS OF OXIRANES WITH ALKYLTHIOLS

Alkyl-2-hydroxyalkyl sulfides and their oxyalkylenated adducts were obtained in the reaction of oxirane or methyloxirane with C4-C12 alkylthiols in presence of basic or acidic catalysts.The sulfides were further oxidized to sulfoxides and sulfones.