5-Bromo-6-(methoxymethyl)-1,3-benzodioxole

Base Information

• Chemical Name: 5-Bromo-6-(methoxymethyl)-1,3-benzodioxole
• CAS No.: 34679-09-9
• Molecular Formula: C9H9BrO3
• Molecular Weight: 245.07
• NSC Number: 30055
• DSSTox Substance ID: DTXSID00956159
• Wikidata: Q82936085
• Mol file: 34679-09-9.mol

Synonyms:34679-09-9;NSC30055;DTXSID00956159;NSC-30055;5-Bromo-6-(methoxymethyl)-2H-1,3-benzodioxole

Chemical Property of 5-Bromo-6-(methoxymethyl)-1,3-benzodioxole

Chemical Property:

• Vapor Pressure: 0.00627mmHg at 25°C
• Boiling Point: 280.9°Cat760mmHg
• Flash Point: 112°C
• Density: 1.571g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 243.97351
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCC1=CC2=C(C=C1Br)OCO2

Technology Process of 5-Bromo-6-(methoxymethyl)-1,3-benzodioxole

There total 3 articles about 5-Bromo-6-(methoxymethyl)-1,3-benzodioxole 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:

piperonal (120-57-0,30024-74-9) → 1-bromo-2-(methoxymethyl)-4,5-(methylenedioxy)benzene (34679-09-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / bromine, iodine / acetic acid; CS₂

2: 46 g / sodium borohydride / ethanol / 1 h / Heating

3: 1) sodium hydride / 1) THF, room temp., 1 h; 2) room temp.

With sodium tetrahydroborate; bromine; iodine; sodium hydride; In carbon disulfide; ethanol; acetic acid;

DOI:10.1021/jo00292a017

Reference yield:

6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7) → 1-bromo-2-(methoxymethyl)-4,5-(methylenedioxy)benzene (34679-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 g / sodium borohydride / ethanol / 1 h / Heating

2: 1) sodium hydride / 1) THF, room temp., 1 h; 2) room temp.

With sodium tetrahydroborate; sodium hydride; In ethanol;

DOI:10.1021/jo00292a017

Reference yield:

6-bromopiperonyl alcohol (6642-34-8) + methyl iodide (74-88-4) → 1-bromo-2-(methoxymethyl)-4,5-(methylenedioxy)benzene (34679-09-9)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) THF, room temp., 1 h; 2) room temp.;

DOI:10.1021/jo00292a017

upstream raw materials:

6-bromopiperonyl alcohol

methyl iodide

piperonal

6-bromo-3,4-methylenedioxybenzaldehyde

Downstream raw materials:

(6-Methoxymethyl-benzo[1,3]dioxol-5-yl)-(4-methoxy-phenyl)-acetonitrile

8-(3,4,5-Trimethoxy-phenyl)-5,8-dihydro-[1,3]dioxolo[4,5-g]isochromen-7-one

4-(3',4'-dimethoxyphenyl)-6,7-(methylenedioxy)isochroman-3-one

4-(2'-fluorophenyl)-6,7-(methylenedioxy)isochroman-9-one

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