5-(Bromomethyl)-1,2,3-trimethoxybenzene

Base Information

• Chemical Name: 5-(Bromomethyl)-1,2,3-trimethoxybenzene
• CAS No.: 21852-50-6
• Molecular Formula: C10H13BrO3
• Molecular Weight: 261.115
• Hs Code.: 2909309090
• European Community (EC) Number: 606-845-7
• DSSTox Substance ID: DTXSID90438636
• Nikkaji Number: J1.124.464E
• Mol file: 21852-50-6.mol

Synonyms:5-(Bromomethyl)-1,2,3-trimethoxybenzene;21852-50-6;3,4,5-TRIMETHOXYBENZYL BROMIDE;5-bromomethyl-1,2,3-trimethoxy-benzene;Benzene, 5-(bromomethyl)-1,2,3-trimethoxy-;Benzene,5-(bromomethyl)-1,2,3-trimethoxy-;SCHEMBL722969;F2147-0710;3,4,5-trimethoxy-benzyl bromide;DTXSID90438636;QEGDRYOJTONTLO-UHFFFAOYSA-N;3,4,5-trimethoxyl benzyl bromide;3,4,5-trimethoxyl benzyl bromine;WAA85250;MFCD02262191;AKOS009307154;DS-6038;1-(bromomethyl)-3,4,5-trimethoxybenzene;FT-0698022;C74084;EN300-236254

Chemical Property of 5-(Bromomethyl)-1,2,3-trimethoxybenzene

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 74-75 °C
• Refractive Index: 1.53
• Boiling Point: 306.509 °C at 760 mmHg
• Flash Point: 123.34 °C
• PSA: 27.69000
• Density: 1.367 g/cm³
• LogP: 2.60730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 260.00481
• Heavy Atom Count: 14
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

5-(Bromomethyl)-1,2,3-trimethoxybenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)CBr
• Uses: 5-(Bromomethyl)-1,2,3-trimethoxybenzene is a useful reactant for the preparation of carbolines.

Technology Process of 5-(Bromomethyl)-1,2,3-trimethoxybenzene

There total 12 articles about 5-(Bromomethyl)-1,2,3-trimethoxybenzene 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: 100.0%

(3,4,5-trimethoxyphenyl)methanol (3840-31-1) → 3,4,5-trimethoxybenzyl bromide (21852-50-6)

Guidance literature:

With phosphorus tribromide; In benzene; at 20 ℃;

DOI:10.1016/j.jsbmb.2013.02.009

Reference yield: 98.0%

3,4,5-trimethoxy-benzaldehyde (86-81-7) → 3,4,5-trimethoxybenzyl bromide (21852-50-6)

Guidance literature:

With polymethylhydrosiloxane; dimethylbromosulphonium bromide; In chloroform; at 20 ℃; for 5h;

DOI:10.1016/j.tetlet.2007.07.125

Reference yield: 43.0%

CF3O3S(1-)*C15H21N2O3S(1+) (847778-92-1) → 3,4,5-trimethoxybenzyl bromide (21852-50-6)

Guidance literature:

With KBr-K₂₂₂ complex; 1,2-dimethoxy-4-methylbenzene; In tetrahydrofuran; at 60 ℃; for 0.0833333h;

upstream raw materials:

(3,4,5-trimethoxyphenyl)methanol

3,4,5-trimethoxytoluene

3,4,5-trimethoxy-benzaldehyde

3,4,5-trimethoxybenzoic acid methyl ester

Downstream raw materials:

(3R*,4R*)-3-(3,4,5-trimethoxybenzyl)-4-(3,4,5-trimethoxybenzyl)-4,5-dihydro-2(3H)-furanone

2-(Diethoxy-phosphoryl)-3-(3,4,5-trimethoxy-phenyl)-propionic acid methyl ester

5-Dimethoxymethyl-6-(3,4,5-trimethoxy-benzyl)-benzo[1,3]dioxole

3-Methoxy-1-(3,4,5-trimethoxy-benzyl)-3H-imidazol-1-ium; bromide

Refernces

• 1、 Zhu, Qiyu,Sheng, Yuwen,Li, Wenhua,Wang, Jing,Ma, Yulin,Du, Baowen,Tang, Yaxiong. "Erianin, a novel dibenzyl compound in Dendrobium extract, inhibits bladder cancer cell growth via the mitochondrial apoptosis and JNK pathways". . p. 41 - 54. Retrieved 2019.
• 2、 Oliver, M. Paige,Crouse, Gary D.,Demeter, David A.,Sparks, Thomas C.. "Synthesis and Insecticidal Activity of Spinosyns with C9- O -Benzyl Bioisosteres in Place of the 2′,3′,4′-Tri- O -methyl Rhamnose". . p. 5571 - 5577. Retrieved 2015.
• 3、 Buter, Jeffrey,Doze, Anna M.,Feringa, Ben L.,Mondal, Anirban,Visser, Paco. "Pd-catalyzed sp-sp3cross-coupling of benzyl bromides using lithium acetylides". supporting information. p. 7529 - 7532. Retrieved 2021/08/05.
• 4、 -. "Synthesis method of selenium-containing isochroman compound". Paragraph 0046; 0053. . Retrieved 2021/05/29.