337535-26-9

Basic information

• Product Name: 3-bromo-2'-methoxybiphenyl
• Synonyms: 3-bromo-2'-methoxybiphenyl
• CAS NO: 337535-26-9
• Molecular Weight: 263.134
• Mol File: 337535-26-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-bromo-2'-methoxybiphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-2'-methoxybiphenyl(337535-26-9)
• EPA Substance Registry System: 3-bromo-2'-methoxybiphenyl(337535-26-9)

Safety Data

• Hazardous Substances Data: 337535-26-9(Hazardous Substances Data)

Upstream product

• 108-36-1 1,3-dibromobenzene 
• 5720-06-9 2-Methoxyphenylboronic acid 

Downstream Products

• 1283004-85-2 3-(2-hydroxyadamantan-2-yl)-2'-methoxybiphenyl 
• 1283004-75-0 3-(2-hydroxyadamantan-2-yl)-2'-hydroxybiphenyl 
• 1283004-93-2 3-(2-methoxyadamantan-2-yl)-2'-hydroxybiphenyl 

Relevant articles and documents

SPIRO-SUBSTITUTED OXINDOLE DERIVATIVES HAVING AMPK ACTIVITY

The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

Competing photodehydration and excited-state intramolecular proton transfer (ESIPT)in adamantyl derivatives of 2-phenylphenols

2-Phenylphenol derivatives strategically substituted with a hydroxyadamantyl substituent were synthesized and their photochemical reactivity was investigated. Derivatives 9 and 10 undergo competitive excited-state intramolecular proton transfer (ESIPT) from the phenol to the carbon atom of the adjacent phenyl ring and formal ESPT from the phenol to the hydroxyl group coupled with dehydration. These two processes (both via S1) give rise to two classes of quinone methides (QMs) that revert to starting material or react with nucleophiles, respectively. ESIPT to carbon atoms was studied by performing photolysesin the presence of D2O, whereupon deuterium incorporation to the adjacent phenyl ring was observed (Φ = 0.1-0.2). The competing formal ESPT and dehydration takes place with quantum yields that are an order of magnitude lower and was studied by isolation of photomethanolysis products. Derivative 8 did not undergo ESIPT to carbon atom. Owing to the presence of an intramolecular H bond, an efficient ESIPT from the phenol to the hydroxyl group coupled with dehydration gives a QM that efficiently undergoes electrocyclization (overall Φ = 0.33), to give chroman 16. In addition, spiro[adamantane-2,9′-(4′-hydroxy)fluorene] (12) undergoes ESIPT, unlike the previously reported unreactive parent 2-hydroxyfluorene. The reactive singlet excited states of the prepared biphenyl and fluorene molecules were characterized by fluorescence spectroscopy, whereas laser flash photolysis (LFP) was performed to characterize the longer lived QM intermediates.