4-METHOXY-2,3,6-TRIMETHYLBENZYL BROMIDE

Base Information

• Chemical Name: 4-METHOXY-2,3,6-TRIMETHYLBENZYL BROMIDE
• CAS No.: 69877-88-9
• Molecular Formula: C11H15BrO
• Molecular Weight: 243.1402
• Mol file: 69877-88-9.mol

Synonyms:4-METHOXY-2,3,6-TRIMETHYLBENZYL BROMIDE;2-(BroMoMethyl)-5-Methoxy-1,3,4-triMethyl-benzene

Chemical Property of 4-METHOXY-2,3,6-TRIMETHYLBENZYL BROMIDE

Chemical Property:

• Boiling Point: 305.3±37.0 °C(Predicted)
• PSA: 9.23000
• Density: 1.267±0.06 g/cm3(Predicted)
• LogP: 3.51530
• Solubility.: Chloroform, Dichloromethane, Tetrahydrofuran

Purity/Quality:

98%Min ^*data from raw suppliers

4-Methoxy-2,3,6-trimethylbenzylBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Methoxy-2,3,6-trimethylbenzyl Bromide (cas# 69877-88-9) is a compound useful in organic synthesis.

Technology Process of 4-METHOXY-2,3,6-TRIMETHYLBENZYL BROMIDE

There total 4 articles about 4-METHOXY-2,3,6-TRIMETHYLBENZYL BROMIDE 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: 91.0%

(4-methoxy-2,3,6-trimethylphenyl)methanol (54344-93-3) → 2-(bromomethyl)-5-methoxy-1,3,4-trimethylbenzene (69877-88-9)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 - 25 ℃; for 1h;

DOI:10.1002/chem.201403024

Reference yield:

2,3,6-trimethyl-4-methoxy-benzaldehyde (54344-92-2) → 2-(bromomethyl)-5-methoxy-1,3,4-trimethylbenzene (69877-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Na2(OCH₂CH₂OMe)2> / benzene; diethyl ether

2: PBr₃, Py / diethyl ether

With pyridine; phosphorus tribromide; sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether; benzene;

DOI:10.1021/jm00195a010

Reference yield:

2,3,5-trimethylanisole (20469-61-8) → 2-(bromomethyl)-5-methoxy-1,3,4-trimethylbenzene (69877-88-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / 0.25 h / 10 - 20 °C

1.2: 6 h / 10 - 110 °C

2.1: sodium tetrahydroborate; ethanol / 3 h / 80 °C

3.1: phosphorus tribromide / dichloromethane / 1 h / 0 - 25 °C

With sodium tetrahydroborate; ethanol; phosphorus tribromide; trichlorophosphate; In dichloromethane;

DOI:10.1002/chem.201403024

upstream raw materials:

(4-methoxy-2,3,6-trimethylphenyl)methanol

2,3,6-trimethyl-4-methoxy-benzaldehyde

2,3,5-trimethylphenol

2,3,5-trimethylanisole

Downstream raw materials:

2,3,6,2’,3’,6’-hexamethyl-4,4’-dimethoxy-trans-stilbene

2,3,6,2’,3’,6’-hexamethyl-4,4’-dihydroxy-trans-stilbene

Refernces

• 1、 Pawson,Chan,DeNoble,Han,Piermattie,Specian,Srisethnil,Trown,Bohoslawec,Machlin,Gabriel. "Fluorinated retinoic acids and their analogues. I. Synthesis and biological activity of (4-methoxy-2,3,6-trimethylphenyl)nonatetraenoic acid analogues". . p. 1059 - 1067. Retrieved 2007/10/12.