2-Bromo-3,4,5-trimethoxybenzaldehyde

Base Information

• Chemical Name: 2-Bromo-3,4,5-trimethoxybenzaldehyde
• CAS No.: 35274-53-4
• Molecular Formula: C10H11BrO4
• Molecular Weight: 275.099
• European Community (EC) Number: 803-599-4
• Nikkaji Number: J1.252.764K
• Mol file: 35274-53-4.mol

Synonyms:2-Bromo-3,4,5-trimethoxybenzaldehyde;35274-53-4;2-BROMO-3,4,5-TRIMETHOXY-BENZALDEHYDE;CBMicro_022182;Cambridge id 6370287;SCHEMBL2743635;LADPQZFHJVANIP-UHFFFAOYSA-N;CCG-14968;MFCD02104429;STK003948;AKOS001739277;AS-63310;BIM-0022390.P001;CS-0036077;2-bromo-3,4,5-trimethoxy-benzaldehyde, 97%;W13230;2-bromo-3,4,5-trimethoxy-benzaldehyde, AldrichCPR

Chemical Property of 2-Bromo-3,4,5-trimethoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 6.13E-05mmHg at 25°C
• Melting Point: 67-73°C
• Boiling Point: 345.5oC at 760 mmHg
• Flash Point: 162.7oC
• PSA: 44.76000
• Density: 1.453g/cm3
• LogP: 2.28740
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 273.98407
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

2-bromo-3,4,5-trimethoxy-benzaldehyde Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C(=C1)C=O)Br)OC)OC

Technology Process of 2-Bromo-3,4,5-trimethoxybenzaldehyde

There total 7 articles about 2-Bromo-3,4,5-trimethoxybenzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3,4,5-trimethoxy-benzaldehyde (86-81-7) → 2-bromo-3,4,5-tri-methoxybenzaldehyde (35274-53-4)

Guidance literature:

With bromine; In chloroform; water; Heating / reflux;

Reference yield: 89.0%

(2-bromo-3,4,5-trimethoxyphenyl)methanol (73252-54-7) → 2-bromo-3,4,5-tri-methoxybenzaldehyde (35274-53-4)

Guidance literature:

With potassium phosphate; copper(l) iodide; 1,10-Phenanthroline; In 1,4-dioxane; at 80 ℃; Solvent; Time; Schlenk technique;

DOI:10.1080/00397911.2013.879389

Reference yield: 42.0%

2-bromo-3,5-dihydroxy-4-methoxybenzaldehyde (1000404-16-9) + methyl iodide (74-88-4) → 2-bromo-5-hydroxy-3,4-dimethoxybenzaldehyde + 2-bromo-3,4,5-tri-methoxybenzaldehyde (35274-53-4)

Guidance literature:

2-bromo-3,5-dihydroxy-4-methoxybenzaldehyde; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; at 50 ℃; for 7.5h; Further stages.;

DOI:10.1016/j.tet.2007.09.052

upstream raw materials:

2-bromo-3,4,5-trimethoxy-benzoyl chloride

3,4,5-trimethoxy-benzaldehyde

(2-bromo-3,4,5-trimethoxyphenyl)methanol

2-bromo-3,5-dihydroxy-4-methoxybenzaldehyde

Downstream raw materials:

2-bromo-3,4,5,3',4'-pentamethoxy-trans-chalcone

4,5-methylenedioxy-4',5',6'-trimethoxy-1,1'-biphenyl-2,2'-dicarboxaldehyde

2-(2-bromo-3,4,5-trimethoxyphenyl)-1,3-dioxane

2-bromo-3,4,5-trimethoxybenzaldehydedimethyl acetal

Refernces

• 1、 Kabalka, George W.,Venkataiah, Bollu. "The total synthesis of eupomatilones 2 and 5". . p. 7325 - 7328. Retrieved 2005.
• 2、 Yang, He,Sun, Jiawei,Gu, Wei,Tang, Wenjun. "Enantioselective cross-coupling for axially chiral tetra-ortho-substituted biaryls and asymmetric synthesis of gossypol". supporting information. p. 8036 - 8043. Retrieved 2020/05/27.
• 3、 Sun, Wei,Yuan, Yue,Lee, Bit,Jun, Hee-Sook,Shin, Dongyun,Seo, Seung-Yong. "Short Synthesis of the Antidiabetic Octaketide Ethyl 2-(2,3,4-Trimethoxy-6-octanoylphenyl)acetate". . p. 326 - 329. Retrieved 2017/12/06.