4500-58-7

Basic information

• Product Name: 2-Ethylbenzenethiol
• Synonyms: 1-Ethyl-2-mercaptobenzene;2-Ethyl-1-benzenethiol;2-Ethylthiophenol,98%;2-ethylbenzene-1-thiol;2(or4)- Ethyl benzenethiol 2(or4)- Ethyl thiophenol;FEMA 3345;2-ETHYLBENZENETHIOL;2-ETHYLTHIOPHENOL
• CAS NO: 4500-58-7
• Molecular Formula: C₈H₁₀S
• Molecular Weight: 138.23
• EINECS: 224-811-6
• Product Categories: Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds;Thiols/Mercaptans;Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles;thiol Flavor
• Mol File: 4500-58-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: -30°C (estimate)
• Boiling Point: 203-205 °C
• Flash Point: 177 °F
• Appearance: clear light yellow liquid
• Density: 1.025 g/mL at 25 °C
• Vapor Pressure: 0.275mmHg at 25°C
• Refractive Index: n20/D 1.5682(lit.)
• PKA: 6.81±0.43(Predicted)
• Sensitive: Air Sensitive
• BRN: 2553288
• CAS DataBase Reference: 2-Ethylbenzenethiol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ethylbenzenethiol(4500-58-7)
• EPA Substance Registry System: 2-Ethylbenzenethiol(4500-58-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• RIDADR: 2810
• WGK Germany: 3
• TSCA: T
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 4500-58-7(Hazardous Substances Data)

Usage

Description

2-Ethylbenzenethiol, also known as 2-Ethylthiophenol, is a clear light yellow liquid with a pungent, roasted odor. It is characterized by its strong mixed type inhibitory action on ethylbenzene dehydrogenase. 2-Ethylbenzenethiol has a unique set of taste and aroma characteristics, which make it suitable for various applications in different industries.

Uses

Used in Flavor and Fragrance Industry:
2-Ethylbenzenethiol is used as a flavoring agent for its distinct taste characteristics at 0.1 ppm, which include onion, horseradish, nutty, meaty, and fishy notes with roasted sesame seed and toasted bread nuances. Its aroma characteristics at 0.1% are alliaceous, burnt meaty, rubber tire-like with dried fish, vegetative, nutty, and coffee with a catty nuance, making it a valuable addition to the creation of complex and diverse fragrances.
Used in Pharmaceutical Industry:
As a strong mixed type inhibitor of ethylbenzene dehydrogenase, 2-Ethylbenzenethiol can be utilized in the development of pharmaceutical compounds targeting enzyme inhibition for various therapeutic applications.
Used in Chemical Research:
Due to its unique chemical properties and inhibitory action, 2-Ethylbenzenethiol can be employed in chemical research to study enzyme mechanisms, develop new inhibitors, and understand the interactions between molecules and biological targets.

InChI:InChI=1/C8H10S/c1-2-7-5-3-4-6-8(7)9/h3-6,9H,2H2,1H3

Upstream product

• 4565-32-6 2,3-dihydrobenzo(b)thiophene 
• 60-29-7 diethyl ether 
• 28519-30-4 S-ethyl p-toluenethiosulfonate 
• 98-09-9 benzenesulfonyl chloride 
• 95-15-8 Benzo[b]thiophene 
• 67-56-1 methanol 
• 110-81-6 Diethyl disulfide 
• 591-51-5 phenyllithium 
• 78725-90-3 S-phenyl-O-ethyl thiolcarbonate 
• 64-17-5 ethanol 
• 65492-21-9 ((Iodomethyl)sulfonyl)benzene 
• 873-55-2 sodium benzenesulfonate 
• 108-95-2 phenol 
• 12086-84-9 benzothiaferrole 

Downstream Products

• 599-70-2 ethyl phenyl sulfone 
• 34586-43-1 2-ethylbenzenesulfonyl chloride 
• 98-11-3 benzenesulfonic acid 
• 100-41-4 ethylbenzene 
• 95-15-8 Benzo[b]thiophene 
• 107165-03-7 2-(2-(2-ethylphenylthio)phenyl)acetic acid 
• 693773-23-8 3-[(2-ethylphenyl)thio]-2,5-dimethyl-1H-indole-1-acetic acid 
• 1346947-46-3 C₁₅H₁₉NO₃S 
• 959425-43-5 3-(2-ethylphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one 
• 959425-52-6 3-(2-ethylphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one 
• 959425-58-2 3-(2-ethylphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one 

Relevant articles and documents

Synthesis of the first polymer-supported tripodal triphosphine ligand and its application in the heterogeneous hydrogenolysis of benzo[b]thiophene by rhodium catalysis

A p-styrenyl substituent attached to the ligand framework allows the tripodal triphosphine moiety -C(CH2PPh2)3 to be introduced as a pendant group in polystyrene matrices via free-radical copolymerisation; in conjunction w

Reductive desulfurization of organosulfur compounds with sodium in liquid ammonia

Greater than 95% sulfur removal was observed when dialkyl mono or polysulfides were treated with Na in liquid ammonia. Polycyclic aromatic sulfur heterocycles were only moderately desulfurized under these conditions while phenylthio derivatives gave thiophenol as the major product and dithiophenols as the minor products.

Oxidative Cleavage of S-Arylmercaptoacetic Acids by Sodium Perborate: Kinetic and Correlation Study

Kinetics of oxidation of twenty six S-arylmercaptoacetic acids (SAMA) (I) by sodium perborate (PB) have been studied in acid medium.The product of oxidation is the corresponding thiophenol.The rate data of meta- and para-substituted acids have been correlated with DSP equations.While the para-compounds correlate well with ?I and ?0R values, the meta-compounds correlate well with ?I and ?-R values.The reaction constants are negative and of smaller magnitudes.Further, the ortho-substituted acids show a good correlation with a triparametric equation involving Taft's ?I and ?0R and Charton's steric parameter ν.There is a considerable steric contribution to the total ortho-substituent effect.Based on these observations, mechanism involving the formation of protonated arylsulfinylacetic acid intermediate, followed by an intramolecular rearrangement leading to the product thiophenol has been proposed.