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

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

Uses

Used in Organic Synthesis:
2-Bromo-5-methoxybenzyl alcohol is utilized as a reagent in organic synthesis for the preparation of various organic compounds. Its unique structure allows for the creation of a wide range of chemical entities, making it a valuable component in the synthesis process.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-Bromo-5-methoxybenzyl alcohol is employed as a building block for the synthesis of more complex molecules with potential therapeutic applications. Its structural features facilitate the development of new pharmaceuticals, contributing to the advancement of drug discovery.
Used in Pharmaceutical Development:
2-Bromo-5-methoxybenzyl alcohol is used as a precursor in the development of new pharmaceuticals due to its potential applications in medicine. Its inherent antibacterial and antifungal properties make it a promising candidate for the creation of novel treatments for infectious diseases.
Used in Antimicrobial Applications:
2-BROMO-5-METHOXYBENZYL ALCOHOL is applied as an antimicrobial agent, leveraging its natural antibacterial and antifungal properties to combat various microbial infections. This use underscores its potential in the development of new antimicrobial drugs to address the growing challenge of antibiotic resistance.
Used in Chemical Research:
2-Bromo-5-methoxybenzyl alcohol is also utilized in chemical research to explore its properties and reactions, furthering understanding of its behavior in different chemical contexts and enhancing its potential applications across various industries.

Upstream product

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

Downstream Products

• 19614-12-1 2-bromo-5-methoxybenzyl bromide 
• 22921-68-2 2-bromo-5-methoxy-benzoic acid 
• 100655-89-8 2-(Hydroxymethyl)-4-methoxybenzaldehyd 
• 94527-39-6 1-bromo-4-methoxy-2-(methoxymethyl)benzene 
• 956580-34-0 ((2-bromo-5-methoxybenzyl)oxy)triisopropylsilane 
• 174671-92-2 1,3-dihydro-5-methoxy-1-hydroxy-2,1-benzoxaborole 
• 550401-19-9 1-[(2-bromo-5-methoxybenzyl)oxy]-5-methoxynaphthalene 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 
• 934521-99-0 2,2'-diselenobis(5-methoxybenzyl alcohol) 
• 934522-05-1 2,2'-selenobis(5-methoxybenzyl alcohol) 

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.

Catalytic Cyclotrimerization Pathway for Synthesis of Selaginpulvilins C and D: Scope and Limitations

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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.

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.

Stereoselective Convergent Synthesis of Tetrahydro-5 H-benzo[c]fluorene via Nine-Membered Ring-Closing Metathesis and Transannular Acid-Mediated Cyclization/Nucleophilic Addition

The diene methyl ethers or acetates, constructed from the Li-Br exchange/addition reactions of 2-vinylbenzaldehydes and 2-(but-3-en-1-yl)bromoarenes followed by etherification or acetylation of the corresponding alcohols, smoothly underwent the ring-closi

Rh(III)-Catalyzed Phosphine Oxide Migration Reactions: Selective Synthesis of 3-Phosphinoylindoles

3-Phosphinoylindoles are important components of biological active natural products and materials in pharmaceuticals. Herein, a new approach for the synthesis of 3-phosphinoylindoles has been established by a Rh(III)-catalyzed cyclization from readily acc

Methanol as hydrogen source: Transfer hydrogenation of aromatic aldehydes with a rhodacycle

A cyclometalated rhodium complex has been shown to perform highly selective and efficient reduction of aldehydes, deriving the hydrogen from methanol. With methanol as both the solvent and hydrogen donor under mild conditions and an open atmosphere, a wide range of aromatic aldehydes were reduced to the corresponding alcohols, without affecting other functional groups.

Deconjugative alkylation/Heck reaction as a simple platform for dihydronaphthalene synthesis

A simple platform for carbocycle synthesis by Knoevenagel adduct deconjugative alkylation/Heck reaction is described. Deconjugative alkylation of Knoevenagels adducts is two-fold synthetically enabling because C-C bond formation is (1) operationally simple due to the ease of Knoevenagel adduct carbanion generation and (2) results in alkene migration, which poises the substrate for cyclization. Furthermore, the gem-dinitrile moiety serves as a functional group for synthetic manipulation.

An enantioselective organocatalytic intramolecular Morita-Baylis-Hillman (IMBH) reaction of dienones, and elaboration of the IMBH adducts to fluorenones

An enantioselective organocatalytic intramolecular Morita-Baylis-Hillman (IMBH) reaction of dienones is reported for the first time. This has been achieved by incorporating entropy and synergy considerations during the substrate design. The reaction conditions are thoroughly verified for an efficient synthesis of highly functionalised cyclopenta-fused arenes and heteroarenes in excellent yields and enantioselectivities. The synthetic utility of the IMBH-adducts has been demonstrated by transforming them into 3,4-disubstituted fluorenones in a serendipitous manner.

Morita-Baylis-Hillman Reaction of β,β-Disubstituted Enones: An Enantioselective Organocatalytic Approach for the Synthesis of Cyclopenta[b]annulated Arenes and Heteroarenes

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