150192-39-5

Basic information

• Product Name: 2-BROMO-5-METHOXYBENZYL ALCOHOL
• Synonyms: RARECHEM AL BD 1111;2-BROMO-5-METHOXYBENZYL ALCOHOL;(2-Bromo-5-methoxyphenyl)methanol
• CAS NO: 150192-39-5
• Molecular Formula: C₈H₉BrO₂
• Molecular Weight: 217.06
• Product Categories: alcohol| alkyl bromide
• Mol File: 150192-39-5.mol
• Article Data: 48

Chemical Properties

• Melting Point: 49 °C
• Boiling Point: 308.2±27.0 °C(Predicted)
• Appearance: /
• Density: 1.513±0.06 g/cm3(Predicted)
• Storage Temp.: Room temperature.
• PKA: 14.01±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-5-METHOXYBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-5-METHOXYBENZYL ALCOHOL(150192-39-5)
• EPA Substance Registry System: 2-BROMO-5-METHOXYBENZYL ALCOHOL(150192-39-5)

Safety Data

• Hazardous Substances Data: 150192-39-5(Hazardous Substances Data)

Usage

General Description

2-Bromo-5-methoxybenzyl alcohol is a chemical compound with the molecular formula C8H9BrO2. It is a white to slightly yellow solid that is used in organic synthesis and medicinal chemistry. The compound is a derivative of benzyl alcohol and contains a bromine atom and a methoxy group attached to the benzene ring. It is commonly used as a reagent in the preparation of various organic compounds, and it also exhibits antibacterial and antifungal properties. Additionally, 2-Bromo-5-methoxybenzyl alcohol has potential applications in the development of new pharmaceuticals and can be used as a building block for the synthesis of more complex molecules.

Upstream product

• 35450-36-3 methyl 2-bromo-5-methoxybenzoate 
• 19438-10-9 methyl 3-hydroxybenzoate 
• 154607-00-8 methyl 3-hydroxy-6-bromobenzoate 
• 6971-51-3 3-methoxybenzyl alcohol 
• 591-31-1 3-methoxy-benzaldehyde 
• 20357-24-8 5-methoxy-2-nitro-benzaldehyde 
• 55414-72-7 (2-amino-5-methoxyphenyl)methanol 
• 19614-12-1 2-bromo-5-methoxybenzyl bromide 
• 27060-75-9 4-bromo-3-methylanisole 
• 379697-34-4 (2-bromo-5-methoxy-benzyloxy)-trimethyl-silane 
• 2857-97-8 trimethylsilyl bromide 
• 22921-68-2 2-bromo-5-methoxy-benzoic acid 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 

Downstream Products

• 66192-25-4 2-bromo-5-methoxybenzyl chloride 
• 139557-96-3 (2-iodo-5-methoxyphenyl)methanol 
• 19614-12-1 2-bromo-5-methoxybenzyl bromide 
• 22921-68-2 2-bromo-5-methoxy-benzoic acid 
• 511277-90-0 (2-bromo-5-methoxy-benzyloxy)-tert-butyl-dimethyl-silane 
• 842167-63-9 2-[(benzyloxy)methyl]-1-bromo-4-methoxybenzene 
• 94527-39-6 1-bromo-4-methoxy-2-(methoxymethyl)benzene 
• 936632-29-0 1-bromo-4-methoxy-2-{[(2-methoxyethoxy)methoxy]methyl}benzene 
• 934521-99-0 2,2'-diselenobis(5-methoxybenzyl alcohol) 
• 934522-05-1 2,2'-selenobis(5-methoxybenzyl alcohol) 
• 1401416-04-3 ethyl (2E)-3-{2-[1-(3-ethoxy-3-oxopropoxy)methyl]-4-methoxyphenyl}acrylate 
• 1401416-16-7 tert-butyl (2E)-3-{2-[(3-tert-butoxy-3-oxopropoxy)methyl]-4-methoxyphenyl}acrylate 

Relevant articles and documents

A Chan-Evans-Lam approach to trisubstituted vinyl ethers

Trisubstituted vinyl ethers were accessedviaChan-Evans-Lam coupling of vinyl trifluoroborates and primary aliphatic alcohols. This approach complements prior methods that required the use of neat liquid alcohol coupling partners. A palladium-catalyzed redox-relay Heck reaction was used to convert several vinyl ethers into aldehyde-functionalized 1,3-dihydroisobenzofurans.

Metal- and Hydride-Free Pentannulative Reductive Aldol Reaction

Traditionally, the reductive aldol reaction is a metal-catalyzed and hydride-promoted coupling between enones and aldehydes. We present a phosphine-mediated diastereoselective intramolecular reductive aldol reaction of α-substituted dienones and aldehydes, which is metal-free and hydride-free. The synthetic utility of the reductive aldol adducts is demonstrated by elaborating them in one step to indeno[1,2-b]furanones, indeno[1,2-b]pyrans, and dibenzo[a,h]azulen-8-ones.

Regiocontrolled and Stereoselective Syntheses of Tetrahydrophthalazine Derivatives using Radical Cyclizations

Tetrahydrophthalazine derivatives have found important applications in pharmaceutical research, but existing synthetic methods are unable to access them regio- and stereoselectively. Here, a new approach is presented that addresses these challenges by utilizing a 6-endo-trig radical cyclization in the key step. The desired tetrahydrophthalazines can be accessed in high yields (55–98 %) and high diastereoselectivities for the trans-product (>95:5) starting either from readily accessible hydrazones, or from the corresponding aldehydes and substituted Boc-hydrazides in a one-pot process. The synthetic versatility of the tetrahydrophthalazine core was demonstrated by its straightforward conversion to dihydro-phthalazines, phthalazines, or pyrazolo dione derivatives. Furthermore, the N?N bond was reduced to afford a new route to 1,4-diamines.