71887-28-0

Basic information

• Product Name: Methyl 2-bromomethyl-3-methoxybenzoate
• Synonyms: METHYL 2-BROMOMETHYL-3-METHOXY-BENZOATE;2-Bromomethyl-3-methoxybenzoic acid methyl ester
• CAS NO: 71887-28-0
• Molecular Formula: C₁₀H₁₁BrO₃
• Molecular Weight: 259.1
• Mol File: 71887-28-0.mol
• Article Data: 13

Chemical Properties

• Melting Point: 112-114 °C(Solv: hexane (110-54-3))
• Boiling Point: 330 °C at 760 mmHg
• Flash Point: 153.4 °C
• Appearance: /
• Density: 1.432
• Vapor Pressure: 0.000171mmHg at 25°C
• Refractive Index: 1.547
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: Methyl 2-bromomethyl-3-methoxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-bromomethyl-3-methoxybenzoate(71887-28-0)
• EPA Substance Registry System: Methyl 2-bromomethyl-3-methoxybenzoate(71887-28-0)

Safety Data

• Hazardous Substances Data: 71887-28-0(Hazardous Substances Data)

Usage

General Description

Methyl 2-bromomethyl-3-methoxybenzoate is a specialized organic chemical that belongs to the family of methoxybenzoates. These serve as benzoic acid/ester and an aryloxyalkyl halide derivatives. The molecular formula of this chemical is C10H11BrO3. Generally, it may be used in a variety of chemical applications due to its specific functional groups include bromo to form new carbon-carbon bonds, methoxy as leaving group, and carboxylic acid ester as a protective group. However, as with all specialty chemicals, safety precautions must be taken when handling this substance to prevent injury or adverse health effects. Always follow appropriate laboratory safety protocols when handling this and similar chemicals.

InChI:InChI=1/C10H11BrO3/c1-13-9-5-3-4-7(8(9)6-11)10(12)14-2/h3-5H,6H2,1-2H3

Upstream product

• 55289-06-0 3-methoxy-2-methylbenzoic acid 
• 603-80-5 3-hydroxy 2-methylbenzoic acid 
• 42981-93-1 3-methoxy-2-methylbenzoic acid methyl ester 

Downstream Products

• 145498-86-8 methyl 3-methoxy-2-cyanomethylbenzoate 
• 755014-12-1 methyl 2-(methylthiomethyl)-3-methoxybenzoate 
• 366453-21-6 4-hydroxyisoindolin-1-one 
• 90047-52-2 3-methoxy-o-xylene-α,α'-diol 
• 180461-61-4 3-methoxy phthalaldehyde 
• 28281-58-5 7-methoxyisobenzofuran-1(3H)-one 
• 1482522-87-1 3-[(2,4-difluoroaminophenyl)amino]-7-methoxydibenzo-[b,e]oxepin-11(6H)-one 
• 755014-22-3 3-methoxy-2-allyloxymethyl benzoate 
• 4792-33-0 4-methoxyphthalide 
• 697801-41-5 C₁₆H₁₅NO₃ 
• 366453-22-7 4-methoxyisoindolin-1-one 

Relevant articles and documents

NOVEL MACROCYCLIC DERIVATIVES, PROCESS FOR PREPARING SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME

Compound of formula (I): wherein A1, A2, Ra, Rb, Rc, Rd, R3, R4, X, Y and G are as defined in the description, and their use in the manufacture of medicaments.

Assessment of the regioselectivity in the condensation reaction of unsymmetrical o-phthaldialdehydes with alanine

One approach for the synthesis of isoindolinones, a privileged bioactive heterocyclic core structure, involves a condensation reaction of o-phthaldialdehydes with a suitable nitrogen-containing nucleophile. This fascinating reaction is revisited here in the context of the use of o-phthaldialdehydes that contain additional substituents in the aromatic ring leading to a detailed analysis of the regioselectivity of the reaction. Eleven monosubstituted o-phthaldialdehydes were synthesised and reacted with alanine. The regioselectivity observed across the eleven substrates led to the design of a disubstituted substrate that reacted with very high control. A gram-scale reaction followed by esterification gave one major regioisomer in high yield. In addition, the regioselectivity observed on reaction of two novel monodeuterated substrates led to an increased mechanistic understanding.

Isosteric analogs of lenalidomide and pomalidomide: Synthesis and biological activity

A series of analogs of the immunomodulary drugs lenalidomide (1) and pomalidomide (2), in which the amino group is replaced with various isosteres, was prepared and assayed for immunomodulatory activity and activity against cancer cell lines. The 4-methyl and 4-chloro analogs 4 and 15, respectively, displayed potent inhibition of tumor necrosis factor-α (TNF-α) in LPS-stimulated hPBMC, potent stimulation of IL-2 in a human T cell co-stimulation assay, and anti-proliferative activity against the Namalwa lymphoma cell line. Both of these analogs displayed oral bioavailability in rat.