116485-96-2

Basic information

• Product Name: 2H-chroMen-2-ol
• Synonyms: 2H-chroMen-2-ol
• CAS NO: 116485-96-2
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.15862
• Mol File: 116485-96-2.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-chroMen-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-chroMen-2-ol(116485-96-2)
• EPA Substance Registry System: 2H-chroMen-2-ol(116485-96-2)

Safety Data

• Hazardous Substances Data: 116485-96-2(Hazardous Substances Data)

Usage

General Description

2H-chroMen-2-ol, also known as 2H-chromen-2-ol, is a chemical compound with the molecular formula C9H6O2. It is a derivative of coumarin and belongs to the class of compounds known as chromenols. 2H-chroMen-2-ol has been found to have potential pharmacological properties, including anticoagulant and neuroprotective effects. It is also known for its antioxidant and anti-inflammatory activities. The compound has shown promising results in experimental studies for its potential therapeutic applications in various diseases, including cardiovascular and neurodegenerative disorders. Further research and clinical studies are needed to fully understand the potential benefits and mechanisms of action of 2H-chroMen-2-ol.

Upstream product

• 254-04-6 2H-chromene 
• 91-64-5 coumarin 
• 90-02-8 salicylaldehyde 
• 1481-93-2 4-hydroxychroman 
• 60125-23-7 (E)-3-(2-hydroxyphenyl)propenal 

Downstream Products

• 1338236-54-6 (S)-2-(phenylethynyl)-2H-chromene 
• 153496-81-2 (+/-)-2-benzyloxy-2H-1-benzopyran 

Relevant articles and documents

Catalytic Asymmetric Cross-Dehydrogenative Coupling of 2H-Chromenes and Aldehydes

The first catalytic asymmetric cross-dehydrogenative coupling of 2H-chromenes with aldehydes using o-chloranil (3,4,5,6-tetrachloro-1,2- benzoquinone) as an oxidant has been described. The organocatalytic process is tolerated with a broad range of structurally and electronically varied 2H-chromenes and aldehydes with good yield and high enantiocontrol.

Formal Carbene Insertion into C?O or C?N Bond: An Efficient Strategy for the Synthesis of 2-Substituted 2H-Chromene Derivatives from Chromene Acetals or Hemiaminal Ethers

We report the palladium/Br?nsted acid co-catalyzed formal insertion of carbene into the C?O or C?N bond of 2H-chromene acetals or hemiaminal ethers. This transformation was initiated by the Br?nsted acid-promoted cleavage of the C?O or C?N bond, followed by modification of the leaving alcohol or amino fragments with palladium carbenes, and reassembly of the modified fragments. A variety of C-2 functionalized 2H-chromene derivatives were obtained in moderate yield (43～75%) with good to excellent diastereoselectivities (up to >95:5 dr) under mild conditions. (Figure presented.).

Trimethylsilyl iodide mediated one-pot synthesis of 2-allyl-2H-chromenes

A new and efficient metal-free trimethylsilyl iodide (TMSI) catalyzed one-pot synthesis of 2-allyl-2H-chromenes has been developed that takes place under mild conditions. The synthesis proceeds through a Wittig reaction by using (triphenylphosphoranylidene)acetaldehyde to form an ohydroxycinnamaldehyde derivative followed by a tandem isomerization and C-O and C-C bond-forming reactions. The procedure was carried out at room temperature in the presence of 20 mol-% of TMSI and allyltrimethylsilane in tetrahydrofuran (THF) and provided the 2-allyl-2H-chromenes in good to excellent yields.