5-Bromo-6-(bromomethyl)benzo[d][1,3]dioxole

Base Information

• Chemical Name: 5-Bromo-6-(bromomethyl)benzo[d][1,3]dioxole
• CAS No.: 5434-47-9
• Molecular Formula: C8H6Br2O2
• Molecular Weight: 293.942
• Hs Code.: 2932999099
• European Community (EC) Number: 628-646-4
• NSC Number: 15640
• UNII: 3YPQ3WT85L
• DSSTox Substance ID: DTXSID90202713
• Nikkaji Number: J48.032K
• Wikidata: Q83076025
• Mol file: 5434-47-9.mol

Synonyms:5434-47-9;5-Bromo-6-(bromomethyl)benzo[d][1,3]dioxole;5-Bromo-6-bromomethyl-1,3-benzodioxole;5-Bromo-6-(bromomethyl)-1,3-benzodioxole;1,3-Benzodioxole, 5-bromo-6-(bromomethyl)-;Toluene, alpha,2-dibromo-4,5-methylenedioxy-;alpha,2-Dibromo-4,5-methylenedioxytoluene;NSC 15640;BRN 0152154;3YPQ3WT85L;AI3-21177;Toluene, alpha2-dibromo-4,5-methylenedioxy-;NSC-15640;.alpha.2-Dibromo-4,5-methylenedioxytoluene;4-19-00-00203 (Beilstein Handbook Reference);NSC15640;6-Brompiperonylbromid;Toluene,5-methylenedioxy-;UNII-3YPQ3WT85L;SCHEMBL1520657;1, 5-bromo-6-(bromomethyl)-;DTXSID90202713;MFCD00230428;AKOS024258198;5-bromo-6-(bromomethyl)-1,3-dioxaindane;Alpha,2-dibromo-4,5-methylenedioxy-toluene;LS-154057;5-Bromo-6-(bromomethyl)-1,3-benzodioxole #;5-Bromo-6-bromomethyl-1,3-benzodioxole, 96%;EN300-393778;F20431;Toluene, .alpha.2-dibromo-4,5-methylenedioxy-;5-BROMO-6-BROMOMETHYL-1 3-BENZODIOXOLE

Chemical Property of 5-Bromo-6-(bromomethyl)benzo[d][1,3]dioxole

Chemical Property:

• Vapor Pressure: 0.000511mmHg at 25°C
• Melting Point: 91-95oC
• Boiling Point: 322.9°Cat760mmHg
• Flash Point: 130.6°C
• PSA: 18.46000
• Density: 2.009g/cm³
• LogP: 3.07270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 293.87141
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-6-bromomethyl-1,3-benzodioxole 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,N
• Hazard Codes: C,N
• Statements: 34-51/53
• Safety Statements: 26-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C(=C2)CBr)Br

Technology Process of 5-Bromo-6-(bromomethyl)benzo[d][1,3]dioxole

There total 6 articles about 5-Bromo-6-(bromomethyl)benzo[d][1,3]dioxole 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%

piperonal (120-57-0,30024-74-9) → 5-bromo-6-bromomethylbenzo[1,3]dioxole (5434-47-9)

Guidance literature:

With bromine; at 60 ℃; for 12h;

Reference yield: 93.0%

piperonol (495-76-1) → 5-bromo-6-bromomethylbenzo[1,3]dioxole (5434-47-9)

Guidance literature:

With bromine; In chloroform; at 60 ℃; for 6h;

DOI:10.1021/jo0002700

Reference yield: 88.0%

6-bromopiperonyl alcohol (6642-34-8) → 5-bromo-6-bromomethylbenzo[1,3]dioxole (5434-47-9)

Guidance literature:

With phosphorus tribromide; In diethyl ether; benzene; for 1h; Heating;

DOI:10.1021/jo01311a034

upstream raw materials:

piperonol

6-bromopiperonyl alcohol

4-hexyn-1-ol

2-Iodobenzyl bromide

Downstream raw materials:

5-acetoxymethyl-6-bromo-benzo[1,3]dioxole

1-(2-bromo-4,5-methylenedioxybenzyl)-3-cyclohexylamino-4,5,6-trihydro-1H-indol-2-one

N-((6-bromobenzo[d][1,3]dioxol-5-yl)methyl)benzenamine

(6-bromobenzo[1,3]dioxol-5-yl)acetic acid

Refernces

• 1、 Sudheendran, Kavitha,Malakar, Chandi C.,Conrad, Juergen,Beifuss, Uwe. "Copper(I)-catalyzed intramolecular O-arylation for the synthesis of 2,3,4,9-tetrahydro-1 H -xanthen-1-ones with low loads of CuCl". . p. 10194 - 10210. Retrieved 2013/01/15.
• 2、 Malakar, Chandi C.,Schmidt, Dietmar,Conrad, Juergen,Beifuss, Uwe. "Cu(I)-Catalyzed domino reactions: Efficient and selective synthesis of 4h-chromenes and naphthalenes". supporting information; experimental part. p. 1972 - 1975. Retrieved 2011/06/19.