18495-14-2

Basic information

• Product Name: 2-HYDROXY-4-METHYL-BENZONITRILE
• Synonyms: 2-HYDROXY-4-METHYL-BENZONITRILE;2-Hydroxy-4-methyk-benzonitrile;Benzonitrile, 2-hydroxy-4-Methyl-
• CAS NO: 18495-14-2
• Molecular Formula: C₈H₇NO
• Molecular Weight: 133.15
• Product Categories: Aromatic Nitriles
• Mol File: 18495-14-2.mol

Chemical Properties

• Melting Point: 87 °C
• Boiling Point: 286.047 °C at 760 mmHg
• Flash Point: 126.797 °C
• Appearance: /
• Density: 1.174 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.28±0.10(Predicted)
• CAS DataBase Reference: 2-HYDROXY-4-METHYL-BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-4-METHYL-BENZONITRILE(18495-14-2)
• EPA Substance Registry System: 2-HYDROXY-4-METHYL-BENZONITRILE(18495-14-2)

Safety Data

• Hazardous Substances Data: 18495-14-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-4-methyl-benzonitrile is used as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Hydroxy-4-methyl-benzonitrile is utilized as a precursor in the production of various agrochemicals, enhancing crop protection and yield.
Used in Dye and Pigment Industry:
2-Hydroxy-4-methyl-benzonitrile is used as a building block in the creation of dyes and pigments, providing a wide range of colors for various applications.
Used in Perfumery:
As a component in the production of perfumes, 2-Hydroxy-4-methyl-benzonitrile contributes to the development of unique fragrances and scents.
Used in Organic Synthesis:
2-Hydroxy-4-methyl-benzonitrile is used as a reagent in organic chemical reactions, facilitating the synthesis of complex organic compounds.
Used in Materials Science and Nanotechnology:
Due to its unique chemical properties, 2-Hydroxy-4-methyl-benzonitrile has potential applications in materials science and nanotechnology, where it can be employed in the development of advanced materials and nanostructures.

InChI:InChI=1/C8H7NO/c1-6-2-3-7(5-9)8(10)4-6/h2-4,10H,1H3

Upstream product

• 108-39-4 3-methyl-phenol 
• 698-27-1 4-methylsalicylaldehyde 
• 84159-60-4 2-hydroxy-4-methylbenzaldehyde oxime 
• 676-58-4 methylmagnesium chloride 
• 190451-98-0 4-hydroxy-4-methyl-2-oxo-6-cyclohexenecarbonitrile 
• 421551-85-1 2-acetoxy-4-methyl-benzonitrile 

Downstream Products

• 357401-79-7 4-Methyl-2-{[(1R)-3-(methylamino)-1-phenylpropyl]oxy}benzonitrile hydrochloride 
• 1268833-79-9 2-(5,6-dihydro-4H-1,3-oxazin-2-yl)-5-methylphenol 
• 704-45-0 2-methoxy-4-methylbenzoic acid 
• 877759-77-8 2-methoxy-4-methylbenzamide 
• 53078-69-6 2-methoxy-4-methylbenzonitrile 
• 105337-38-0 1-(2-hydroxy-4-methyl-phenyl)-3-methyl-butan-1-one 
• 24201-15-8 2-(4,5-dihydrooxazol-2-yl)-5-methylphenol 

Relevant articles and documents

Lewis acid-promoted site-selective cyanation of phenols

An efficient Lewis acid-promoted site-selective electrophilic cyanation of 3-substituted and 3,4-disubstituted phenols has been developed. The cyanation reactions using MeSCN as the cyanating reagent proceeded efficiently to afford a wide range of 2-hydroxybenzonitriles with high efficiency and excellent regioselectivity. This protocol could provide a practical method for the synthesis and modification of biologically active molecules.

2, 3-dihydronaphthalo [2, 3-b] furan-4, 9-diketone compound as well as preparation method and application thereof

The invention provides a 2, 3-dihydronaphthalo [2, 3-b] furan-4, 9-diketone compound as well as a preparation method and application thereof, and belongs to the technical field of medicines. The invention particularly provides the 2, 3-dihydronaphthalo [2, 3-b] furan-4, 9-diketone compounds shown as general formulas I-A and I-B, a pharmaceutical composition containing the compounds, and a preparation method of the compounds. The compound has STAT3 inhibitory activity and can be used for preparing drugs for treating and/or preventing diseases related to STAT3 activity, and the diseases comprisevarious cancers such as breast cancer, lung cancer, oral cancer, kidney cancer, esophageal cancer, liver cancer, stomach cancer, intestinal cancer, cervical cancer and ovarian cancer.

Preparation method for piperidine derivative

The invention discloses a preparation method for a piperidine derivative, i.e., 4-((2-(aminomethyl)-5-methylphenoxyl)methyl)piperidine-1-t-butyl formate. According to the invention, 2-hydroxy-4-methylbenzaldehyde is used as a starting material and subject

Facile one-pot transformation of phenols into o-cyanophenols

The treatment of phenols with paraformaldehyde in the presence of MgCl2 and Et3N in THF at 80 C, followed by reaction with molecular iodine and aq. ammonia at room temperature provided the corresponding o-cyanophenols in moderate to good yields. The present reaction is a one-pot transformation of phenols into o-cyanophenols using much less expensive reagents than are typically used; the reaction is free of both transition-metals and cyanide. The utility of this reaction was highlighted during our preparation of Febuxostat from p-bromophenol.

A catalytic route to ampakines and their derivatives

A catalytic domino reaction that efficiently provides access to an important class of heterocycles, the ampakines, is reported. Our approach is based on the cobalt-catalyzed hydroformylation of dihydrooxazines and allows for the facile synthesis of the pharmaceutically interesting compound CX-614 and related substances.

CARBAMOYL-TYPE BENZOFURAN DERIVATIVES

The present invention provides a carbamoyl-type benzofuran derivative of the formula [1]: wherein Ring Z is a group of the formula: etc.; A is a single bond, and the like; Y is a cycloalkanediyl group, etc.; R4 and R5 are the same or different and each is an optionally substituted lower alkyl group, etc.; R1 is a halogen atom, etc.; Ring B of the formula: is an optionally substituted benzene ring; and R3 is a hydrogen atom, etc., or a pharmaceutically acceptable salt thereof, which is useful as an FXa inhibitor.

BENZOFURAN DERIVATIVE

The present invention provides a benzofuran derivative of the formula [1]: wherein x is a group of the formula: -N="or" -CH=; Y is an optionally substituted amino group, an optionally substituted cycloalkyl group or an optionally substituted saturated heterocyclic group; A is a single bond, a carbon chain optionally having a double bond within or at the end(s) of the chain, or an oxygen atom; R1 is a hydrogen atom or a halogen atom; Ring B is an optionally substituted benzene ring; and R3 is a hydrogen atom, or a pharmaceutically acceptable salt thereof, which is useful as a medicament, especially as an activated blood coagulation factor X inhibitor.

Unsaturated Oxo-Nitriles: Stereoselective, Chelation-Controlled Conjugate Additions

Addition of Grignard reagents to the unsaturated oxo-nitrile 10 (4-hydroxy-4-methyl-6-oxocyclohex-1-enecarbonitrile) provides conjugate addition products with virtually complete stereocontrol. Mechanistic evidence supports a chelation-controlled conjugate addition via alkylmagnesium alkoxide intermediates. Diverse Grignard reagents having sp3-, sp2-, and sp-hybridized carbons react with comparable efficiency, with even sterically demanding nucleophiles adding with complete stereocontrol. Unsaturated oxo-nitriles that are incapable of chelation afford diastereomeric conjugate addition products through an unusual boatlike transition state. Collectively, these reactions illustrate the complementary stereoselectivity of chelation-controlled conjugate additions to hydroxylated, unsaturated oxo-nitriles and stereoelectronically controlled conjugate additions to enones.