39835-11-5

Basic information

• Product Name: 2-HYDROXY-5-METHOXYBENZONITRILE
• Synonyms: AKOS 233-40;2-HYDROXY-4-METHOXYBENZONITRILE;2-Hydroxy-4-methoxybenzonitril
• CAS NO: 39835-11-5
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.15
• Mol File: 39835-11-5.mol
• Article Data: 28

Chemical Properties

• Melting Point: 151 °C
• Boiling Point: 330.4 °C at 760 mmHg
• Flash Point: 153.6 °C
• Appearance: /
• Density: 1.24 g/cm³
• Vapor Pressure: 8.69E-05mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.79±0.10(Predicted)
• CAS DataBase Reference: 2-HYDROXY-5-METHOXYBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-5-METHOXYBENZONITRILE(39835-11-5)
• EPA Substance Registry System: 2-HYDROXY-5-METHOXYBENZONITRILE(39835-11-5)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3439
• Hazardous Substances Data: 39835-11-5(Hazardous Substances Data)

Usage

General Description

2-Hydroxy-5-methoxybenzonitrile is an organic chemical compound with the formula C8H7NO3. 2-HYDROXY-5-METHOXYBENZONITRILE is a derivative of benzonitrile and belongs to the class of organic compounds known as benzonitriles. These are nitrile compounds with a cyano group attached to a benzene ring. 2-Hydroxy-5-methoxybenzonitrile is characterized by a methoxy group (-OCH3) and a hydroxy group (-OH) at positions 5 and 2 respectively on the benzene ring. It is utilized in the field of organic synthesis, serving as a precursor or intermediate in the production of other chemicals. Its exact physical properties such as boiling point, melting point, etc, can vary based on factors like purity and environmental conditions.

InChI:InChI=1/C8H7NO2/c1-11-7-3-2-6(5-9)8(10)4-7/h2-4,10H,1H3

Upstream product

• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 4107-65-7 2,4-dimethoxybenzonitrile 
• 150-19-6 O-methylresorcine 
• 82380-18-5 2-fluoro-4-hydroxybenzonitrile 
• 17861-16-4 2-hydroxy-4-methoxybenzaldehyde oxime 
• 6745-77-3 2-hydroxy-4-methoxy-benzamide 
• 79-24-3 Nitroethane 
• 94610-82-9 2-fluoro-4-methoxyphenyl nitrile 
• 39835-05-7 6-methoxybenzo[d]isoxazole 
• 155912-26-8 1-[4-((E)-4-methoxyl-2-hydroxybenzylidene)]oxime 
• 5446-02-6 4-methoxymethylsalicylate 
• 556-64-9 methyl thiocyanate 
• 108-24-7 acetic anhydride 

Downstream Products

• 860594-96-3 2-(2,5-dimethoxy-3-methyl-phenoxy)-4-methoxy-benzonitrile 
• 4107-65-7 2,4-dimethoxybenzonitrile 
• 224789-17-7 2-ethoxy-4-methoxybenzonitrile 
• 1072878-89-7 (3-amino-6-methoxybenzofuran-2-yl)(3,4,5-trimethoxyphenyl)-methanone 
• 1422548-55-7 C₁₇H₁₁ClFN₃O₂ 
• 1422548-56-8 C₁₇H₁₁ClFN₃O₂ 
• 1422548-57-9 C₁₇H₁₁F₂N₃O₂ 
• 1422548-58-0 C₁₇H₁₁BrFN₃O₂ 
• 1422548-59-1 C₁₈H₁₄FN₃O₃ 
• 1422548-60-4 C₁₈H₁₂N₄O₂ 
• 1422548-61-5 C₁₈H₁₂F₃N₃O₂ 

Relevant articles and documents

para-Selective Arylation of Arenes: A Direct Route to Biaryls by Norbornene Relay Palladation

Biaryl compounds are extremely important structural motifs in natural products, biologically active components and pharmaceuticals. Selective synthesis of biaryls by distinguishing the subtle reactivity difference of distal arene C?H bonds are significantly challenging. Herein, we describe para-selective C?H arylation, which is acheived by a unique combination of a meta-directing group and norbornene as a transient mediator. Upon direct meta-C?H palladation, one-bond relay palladation occurs in presence of norbornene and subsequently para-C?H arylation is achieved for sulfonates, phosphonates and phenols bearing 2,6-disubstitution patterns. The protocol is amenable to electron-deficient aryl iodides. Multisubstituted arenes and phenols are obtained by postsynthetic modification of the products. The protocol allows the synthesis of hexa-substituted benzene by sequential selective distal C?H functionalization.

Palladium-Catalyzed Remote meta-Selective C-H Bond Silylation and Germanylation

Selective meta-C-H activation of arenes to date has met with a limited number of functionalizations. Expanding the horizon of meta-C-H functionalization, herein we disclose an unprecedented meta-silylation and -germanylation protocol by employing a simple nitrile-based directing template. Longer linkers between the target site and the directing template were successfully explored for meta-silylation (sp2-? and sp2-ζ). Additionally, synthetic utility was demonstrated with several postsynthetic elaborations and with a formal synthesis of TAC101, a promising drug for the treatment of lung cancer.

Perfluoroalkanosulfonyl fluoride: A useful reagent for dehydration of aldoximes to nitriles

The reaction of a variety of aldoximes with perfluoroalkanosulfonyl fluoride in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in dichloromethane smoothly generated the corresponding nitriles in 70%-95% yields.