52783-74-1

Basic information

• Product Name: (3-BROMO-4,5-DIMETHOXYPHENYL)METHANOL
• Synonyms: RARECHEM AL BD 0658;5-BROMO-3,4-DIMETHOXYBENZYL ALCOHOL;(3-BROMO-4,5-DIMETHOXYPHENYL)METHANOL;5-BROMOVERATRYL ALCOHOL
• CAS NO: 52783-74-1
• Molecular Formula: C₉H₁₁BrO₃
• Molecular Weight: 247.09
• Product Categories: Benzhydrols, Benzyl & Special Alcohols
• Mol File: 52783-74-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 190 °C(Press: 12 Torr)
• Appearance: /
• Density: 1.475±0.06 g/cm3(Predicted)
• PKA: 13.88±0.10(Predicted)
• CAS DataBase Reference: (3-BROMO-4,5-DIMETHOXYPHENYL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (3-BROMO-4,5-DIMETHOXYPHENYL)METHANOL(52783-74-1)
• EPA Substance Registry System: (3-BROMO-4,5-DIMETHOXYPHENYL)METHANOL(52783-74-1)

Safety Data

• Hazardous Substances Data: 52783-74-1(Hazardous Substances Data)

Usage

Description

(3-BROMO-4,5-DIMETHOXYPHENYL)METHANOL, with the chemical formula C9H11BrO3, is a white to off-white solid that serves as a valuable intermediate in the synthesis of pharmaceuticals and complex organic molecules. As a derivative of phenol, this compound plays a significant role in medicinal chemistry and drug development, offering potential applications in the creation of new drug candidates.

Uses

Used in Pharmaceutical Synthesis:
(3-BROMO-4,5-DIMETHOXYPHENYL)METHANOL is used as an intermediate in the production of various pharmaceuticals for its ability to be incorporated into the structure of potential drug candidates, contributing to the development of novel medications.
Used in Organic Synthesis:
In the field of organic chemistry, (3-BROMO-4,5-DIMETHOXYPHENYL)METHANOL is used as a building block for synthesizing more complex organic molecules, showcasing its versatility and importance in creating a wide range of chemical compounds.

Upstream product

• 50-00-0 formaldehyd 
• 6948-30-7 5-bromoveratralaldehyde 
• 121-33-5 vanillin 
• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 2316-61-2 5-bromo-4-hydroxy-3-methoxybenzyl alcohol 
• 74-88-4 methyl iodide 

Downstream Products

• 52783-75-2 1-bromo-5-chloromethyl-2,3-dimethoxy-benzene 
• 454185-92-3 (3-bromo-4,5-dimethoxy-benzyloxy)-tert-butyl-dimethyl-silane 
• 643027-52-5 2-(3-bromo-4,5-dimethoxy-benzyloxy)-tetrahydro-pyran 
• 68027-81-6 aspermutarubrol 
• 68278-87-5 cordyol D 
• 81827-49-8 violacerol-II 
• 643027-53-6 2-[3-(2,3-dimethoxy-5-methyl-phenoxy)-4,5-dimethoxy-benzyloxy]-tetrahydro-pyran 
• 454186-07-3 5-tert-butyldimethylsiloxymethyl-2,3-dimethoxyphenol 
• 454185-93-4 1-benzyloxy-5-tert-butyldimethylsilyl-2,3-dimethoxybenzene 
• 454185-90-1 [2-(3-Benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-((S)-1-phenyl-ethyl)-amine 
• 454185-94-5 2-(3-benzyloxy-4,5-dimethoxy-phenyl)-N-(1-phenyl-ethyl)-acetamide 
• 454185-88-7 8-hydroxy-1-[4-(2-isopropoxy-5-methoxycarbonyl-phenoxy)-benzyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester 
• 454186-00-6 N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-formyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide 
• 454186-11-9 N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide 

Relevant articles and documents

A simple synthesis of cyclotribromoveratrylene (CTBV) an extractive of the red alga Halopytis pinastroides

Treatment of 5-bromoveratryl alcohol with trifluoroacetic acid yields 1,6,11-tribromo-10,15-dihydro-2,3,7,8,12,13-hexamethoxy-5H-tribenzo[a, d,g]cyclononene (CTBV), previously isolated from the red alga, Halopytis pinastroides.

Design, synthesis and biological evaluation of novel pyrimidinedione derivatives as DPP-4 inhibitors

A series of novel pyrimidinedione derivatives were designed and evaluated for in vitro dipeptidyl peptidase-4 (DPP-4) inhibitory activity and in vivo anti-hyperglycemic efficacy. Among them, the representative compounds 11, 15 and 16 showed excellent inhibitory activity of DPP-4 with IC50 values of 64.47 nM, 188.7 nM and 65.36 nM, respectively. Further studies revealed that compound 11 was potent in vivo hypoglycemic effect. The structure–activity relationships of these pyrimidinedione derivatives had been discussed, which would be useful for developing novel DPP-4 inhibitors as treating type 2 diabetes.

Iridium-catalyzed dehydrogenative decarbonylation of primary alcohols with the liberation of syngas

A new iridium-catalyzed reaction in which molecular hydrogen and carbon monoxide are cleaved from primary alcohols in the absence of any stoichiometric additives has been developed. The dehydrogenative decarbonylation was achieved with a catalyst generated in situ from [Ir(coe)2Cl]2 (coe=cyclooctene) and racemic 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (rac-BINAP) in a mesitylene solution saturated with water. A catalytic amount of lithium chloride was also added to improve the catalyst turnover. The reaction has been applied to a variety of primary alcohols and gives rise to products in good to excellent yields. Ethers, esters, imides, and aryl halides are stable under the reaction conditions, whereas olefins are partially saturated. The reaction is believed to proceed by two consecutive organometallic transformations that are catalyzed by the same iridium(I)-BINAP species. First, dehydrogenation of the primary alcohol to the corresponding aldehyde takes place, which is then followed by decarbonylation to the product with one less carbon atom.