874-98-6

Basic information

• Product Name: 3-METHOXYBENZYL BROMIDE
• Synonyms: 3-(BroMoMethyl)phenyl Methyl Ether;3-Methoxy-1-(broMoMethyl)benzene;3-Methoxylbenzyl BroMide;3-Methoxyphenyl)Methyl broMide;M-(BroMoMethyl)anisole;1-(BroMMethyl)-3-Methoxybenzol;3-(Bromomethyl)anisole, 1-(Bromomethyl)-3-methoxybenzene, 3-(Bromomethyl)phenyl methyl ether;3-Methoxybenzyl broMide, 98+%, 98+%
• CAS NO: 874-98-6
• Molecular Formula: C₈H₉BrO
• Molecular Weight: 201.06
• Product Categories: Methyl Halides;Phenyls & Phenyl-Het;Methyl Halides;Phenyls & Phenyl-Het;Aromatics;Catalyst;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 874-98-6.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 152 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 1.436 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0567mmHg at 25°C
• Refractive Index: n20/D 1.575(lit.)
• Storage Temp.: -20?C Freezer
• CAS DataBase Reference: 3-METHOXYBENZYL BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXYBENZYL BROMIDE(874-98-6)
• EPA Substance Registry System: 3-METHOXYBENZYL BROMIDE(874-98-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 874-98-6(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

Uses

Different sources of media describe the Uses of 874-98-6 differently. You can refer to the following data:
1. 3-Methoxybenzyl bromide is a benzyl bromide derivative used as a benzyl group rearrangement catalyst.
2. 3-Methoxybenzyl bromide (1-bromomethyl-3-methoxybenzene) may be used in the diastereoselective alkylation of vicinal dianions of chiral succinic acid derivatives. It may be used in the synthesis of the following:6-(3-methoxyphenyl)-hexane-2,4-dioneN-(3-methoxybenzyl)-N-(1-methyl-1-phenylethyl)-amine2-(3-methoxybenzyl)-3-[(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]-(3S)-2-thionia-bicyclo [2.2.1]- heptane tetrafluoroborate1-(3-methoxybenzyl)-5-(1-methyl-1H-imidazol-5-yl)-1H-1,2,3-triazole

General Description

3-Methoxybenzyl bromide is a benzyl bromide derivative.

InChI:InChI=1/C8H9BrO/c1-10-8-4-2-3-7(5-8)6-9/h2-5H,6H2,1H3

Upstream product

• 591-31-1 3-methoxy-benzaldehyde 
• 161358-52-7 3-methoxy-1-(methoxymethoxy)methyl benzene 
• 1058648-97-7 3-methoxy-1-[(ethoxymethoxy)methyl]benzene 
• 586-38-9 3-Methoxybenzoic acid 
• 620-24-6 3-Hydroxybenzyl alcohol 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 59276-28-7 m-anisaldehyde dimethyl acetal 
• 6971-51-3 3-methoxybenzyl alcohol 
• 77-48-5 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione 

Downstream Products

• 19924-43-7 3-methoxyphenylacetonitrile 
• 54636-74-7 3-Phenyl-4-(m-methoxyphenyl)-2-butanon 
• 51445-97-7 3-Methoxybenzylnitrat 
• 30615-77-1 1-(3-Methoxybenzyl)-1-cyan-2-benzoyl-1,2-dihydroisochinolin 
• 15255-95-5 N-Aethoxycarbonyl-O-<3-methoxy-benzyl>-hydroxylamin 
• 15258-35-2 N-(3-Methoxy-benzyl)-N-(3-methoxy-benzoyl)-carbamidsaeure-ethylester 
• 302354-75-2 (2R,3R)-2-Decyl-2-(3-methoxy-benzyl)-1,3-diphenyl-aziridine 
• 320350-87-6 7-(3-methoxy-benzyloxy)-3,4-dimethyl-chromen-2-one 
• 86653-15-8 4-(3-methoxybenzyl)-2(5H)-furanone 
• 1798-09-0 m-methoxyphenylacetic acid 

Relevant articles and documents

Chromium-Salen Complex/Nitroxyl Radical Cooperative Catalysis: A Combination for Aerobic Intramolecular Dearomative Coupling of Phenols

We describe an aerobic intramolecular dearomative coupling reaction of tethered phenols using a catalytic system consisting of a chromium-salen (Cr-salen) complex combined with a nitroxyl radical. This novel catalytic system enables formation of various spirocyclic dienone products including those unable to be accessed by previously reported methods efficiently under mild reaction conditions.

Design and synthesis of substituted (1-(benzyl)-1: H -1,2,3-triazol-4-yl)(piperazin-1-yl)methanone conjugates: Study on their apoptosis inducing ability and tubulin polymerization inhibition

A library of substituted (1-(benzyl)-1H-1,2,3-triazol-4-yl)(piperazin-1-yl)methanone derivatives were designed, synthesized and screened for their in vitro cytotoxic activity against BT-474, HeLa, MCF-7, NCI-H460 and HaCaT cells by employing 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Among all the synthesized analogues, compound 10ec displayed the highest cytotoxicity with the IC50 value of 0.99 ± 0.01 μM towards BT-474 cancer cell line. The target compound (10ec) was also evaluated for its tubulin polymerization inhibition study. Detailed biological studies such as acridine orange/ethidium bromide (AO/EB), DAPI and annexin V-FITC/propidium iodide staining assay suggested that compound 10ec induced the apoptosis of BT-474 cells. The clonogenic assay revealed that the inhibition of colony formation in BT-474 cells by 10ec in concentration-dependent manner. Moreover, the flow cytometric analysis revealed that 10ec induced apoptosis via cell cycle arrest at the sub-G1 and G2/M phase. In silico studies of sulfonyl piperazine-integrated triazole conjugates unveil that they possess drug-like properties. According to the molecular modelling studies, compound 10ec binds to the colchicine binding site of the tubulin.

Photochemical benzylic bromination in continuous flow using BrCCl3 and its application to telescoped p-methoxybenzyl protection

BrCCl3 represents a rarely used benzylic brominating reagent with complementary reactivity to other reagents. Its reactivity has been revisited in continuous flow, revealing compatibility with electron-rich aromatic substrates. This has brought about the development of a p-methoxybenzyl bromide generator for PMB protection, which was successfully demonstrated on a pharmaceutically relevant intermediate on 11 g scale, giving 91% yield and a PMB-Br space-time-yield of 1.27 kg L?1 h?1