33384-77-9

Basic information

• Product Name: (2-METHYLSULFANYL-PHENYL)-METHANOL
• Synonyms: (2-METHYLSULFANYL-PHENYL)-METHANOL;RARECHEM AL BD 0796;2-(methylthio)Benzenemethanol
• CAS NO: 33384-77-9
• Molecular Formula: C₈H₁₀OS
• Molecular Weight: 154.23
• Mol File: 33384-77-9.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 88 °C(Press: 0.001 Torr)
• Appearance: /
• Density: 1.15±0.1 g/cm3(Predicted)
• PKA: 14.10±0.10(Predicted)
• CAS DataBase Reference: (2-METHYLSULFANYL-PHENYL)-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2-METHYLSULFANYL-PHENYL)-METHANOL(33384-77-9)
• EPA Substance Registry System: (2-METHYLSULFANYL-PHENYL)-METHANOL(33384-77-9)

Safety Data

• Hazardous Substances Data: 33384-77-9(Hazardous Substances Data)

Usage

Description

(2-METHYLSULFANYL-PHENYL)-METHANOL, also known as 2-Methylsulfanylbenzyl alcohol, is a chemical compound that features a phenyl ring with a methylsulfanyl group attached and a hydroxyl group at the para position. It is recognized for its unique aromatic and reactive properties, which make it a valuable building block in various chemical reactions.

Uses

Used in Pharmaceutical Industry:
(2-METHYLSULFANYL-PHENYL)-METHANOL is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs and enhance the properties of existing ones.
Used in Organic Compounds Synthesis:
(2-METHYLSULFANYL-PHENYL)-METHANOL is used as a key component in the synthesis of organic compounds, leveraging its reactive properties to create a variety of chemical products.
Used in Agrochemicals Production:
(2-METHYLSULFANYL-PHENYL)-METHANOL is used as an intermediate in the production of agrochemicals, playing a role in the development of agricultural chemicals that can improve crop yields and protect plants from pests.
Used in Perfume and Fragrance Industry:
(2-METHYLSULFANYL-PHENYL)-METHANOL is used as a component in the production of perfumes, fragrances, and flavoring agents due to its distinct odor and taste, adding unique scents and flavors to various products.
Overall, (2-Methylsulfanyl-phenyl)-methanol is an important component in the field of organic chemistry, with applications spanning across multiple industries, from pharmaceuticals to perfumery.

Upstream product

• 3724-10-5 2-(methylthio)benzoic acid 
• 3704-28-7 methyl 2-(methylthio)benzoate 
• 4521-31-7 o-hydroxymethyl thiophenol 
• 616-38-6 carbonic acid dimethyl ester 
• 147-93-3 Thiosalicylic acid 
• 1442-03-1 2-methylsulfanyl-benzoyl chloride 
• 118-92-3 anthranilic acid 
• 7022-45-9 2-(methylsulfanyl)benzaldehyde 

Downstream Products

• 7022-45-9 2-(methylsulfanyl)benzaldehyde 
• 4521-31-7 o-hydroxymethyl thiophenol 
• 62351-52-4 2-Methylsulfinyl-benzylalkohol 
• 99613-53-3 1-Iodomethyl-2-methylsulfanyl-benzene 
• 38612-09-8 Benzoic acid 2-methylsulfanyl-benzyl ester 
• 89981-01-1 2-methylmercaptobenzyl bromide 
• 107096-41-3 1-<2-(methylthio)benzyl>pyrrole-2-carboxaldehyde 
• 914402-05-4 1-methyl-3-(2-methylsulfanyl-benzyl)-3H-imidazol-1-ium; bromide 
• 134749-75-0 [(2-Methylsulfanyl-phenyl)-phenylmethanesulfonyl-methylene]-triphenyl-λ⁵-phosphane 
• 14310-21-5 1-(4-methoxyphenyl)-2-phenylethane 
• 85865-08-3 1-Diazomethyl-3-methylsulfanyl-benzene 
• 81580-97-4 2-methylthio-4′-methoxy-trans-stilbene 
• 81580-98-5 1-(p-methoxyphenyl)-2-(o-methylthiophenyl)ethane 
• 81580-99-6 (E)-4-ethoxy-2'-methylthiostilbene 

Relevant articles and documents

Hemilabile behavior of a thioether-functionalized N-heterocyclic carbene ligand

The truely hemilabile nature of a novel thioether-functionalized N-heterocyclic carbene ligand is demonstrated in a range of Pd(ii) complexes. The Royal Society of Chemistry 2006.

Erratum: Redox-Noninnocent Ligand-Supported Vanadium Catalysts for the Chemoselective Reduction of C=X (X = O, N) Functionalities (Journal of the American Chemical Society (2019) 141:38 (15230-15239) DOI: 10.1021/jacs.9b07062)

Pages 15232, 15233, and 15236. In the original paper, the doublet wave functions for 21 and 21a/21b were incorrectly (Figure Presented). reported as spin-contaminated in sections 2.3 and 2.8 (Figure 3 and Scheme 9, respectively.) This comes from the incorrectly reported expected eigenvalue of 0.75 for the spin-squared operator ??2? for the antiferromagnetically coupled doublet |↓?L|↑↑?V state (originally given in the Supporting Information). The correct expected eigenvalue for the |↓?L|↑↑?V state should be 1.75. The wave functions for 21 and 21a/21b (eigenvalues 1.79 and 1.77/1.66, respectively) are therefore not spincontaminated. The corrected Figure 3 and Scheme 9 are presented below. A corrected Supporting Information file is also provided. The corrections do not affect any of the conclusions of the Article, but slightly decrease the gap between the quartet and doublet spin surfaces. Scheme 3 has been also corrected to reflect the fact that (CH3)3SiCH2 ? radicals can only react based on spin conservation.

Nickel-Catalyzed Inter- and Intramolecular Aryl Thioether Metathesis by Reversible Arylation

A nickel-catalyzed aryl thioether metathesis has been developed to access high-value thioethers. 1,2-Bis(dicyclohexylphosphino)ethane (dcype) is essential to promote this highly functional-group-tolerant reaction. Furthermore, synthetically challenging macrocycles could be obtained in good yield in an unusual example of ring-closing metathesis that does not involve alkene bonds. In-depth organometallic studies support a reversible Ni0/NiII pathway to product formation. Overall, this work not only provides a more sustainable alternative to previous catalytic systems based on Pd, but also presents new applications and mechanistic information that are highly relevant to the further development and application of unusual single-bond metathesis reactions.