7-bromo-2H-1,3-benzodioxole-5-carbaldehyde

Base Information

• Chemical Name: 7-bromo-2H-1,3-benzodioxole-5-carbaldehyde
• CAS No.: 19522-96-4
• Molecular Formula: C8H5BrO3
• Molecular Weight: 229.03
• Hs Code.: 2932999099
• European Community (EC) Number: 834-794-2
• DSSTox Substance ID: DTXSID10368067
• Nikkaji Number: J1.358.643H
• Wikidata: Q72451607
• Mol file: 19522-96-4.mol

Synonyms:19522-96-4;7-bromo-2H-1,3-benzodioxole-5-carbaldehyde;7-Bromo-benzo[1,3]dioxole-5-carbaldehyde;7-bromo-1,3-benzodioxole-5-carbaldehyde;7-Bromobenzo[1,3]dioxole-5-carbaldehyde;1,3-Benzodioxole-5-carboxaldehyde, 7-bromo-;3-bromo-4,5-methylenedioxybenzaldehyde;7-bromobenzo[d][1,3]dioxole-5-carbaldehyde;SCHEMBL4330234;DTXSID10368067;LFWAGNRBILVLBC-UHFFFAOYSA-N;MFCD00128258;AKOS000122447;DG-0721;7-bromo-1,3-dioxaindane-5-carbaldehyde;FT-0752068;EN300-05707;AB00718472-01;J-519155;7-bromo-benzo[1,3]dioxole-5-carbaldehyde, AldrichCPR;Z56911940;F2124-0685;InChI=1/C8H5BrO3/c9-6-1-5(3-10)2-7-8(6)12-4-11-7/h1-3H,4H

Chemical Property of 7-bromo-2H-1,3-benzodioxole-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.000403mmHg at 25°C
• Refractive Index: 1.65
• Boiling Point: 316.7 °C at 760 mmHg
• Flash Point: 145.3 °C
• PSA: 35.53000
• Density: 1.782 g/cm³
• LogP: 1.99030
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 227.94221
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

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

7-Bromo-2H-1,3-benzodioxole-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 7-bromo-2H-1,3-benzodioxole-5-carbaldehyde

There total 8 articles about 7-bromo-2H-1,3-benzodioxole-5-carbaldehyde 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: 89.0%

piperonal (120-57-0,30024-74-9) → 7-bromo-benzo[1,3]dioxole-5-carbaldehyde (19522-96-4)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In dichloromethane; at 25 ℃; for 12h;

DOI:10.1080/00397911.2013.856447

Reference yield: 85.0%

3-bromo-4,5-dihydroxybenzaldehyde (16414-34-9) + 1,1-dibromomethane (74-95-3) → 7-bromo-benzo[1,3]dioxole-5-carbaldehyde (19522-96-4)

Guidance literature:

With potassium fluoride; In N,N-dimethyl-formamide; at 105 ℃; for 2h;

DOI:10.1021/jo00160a001

Reference yield: 76.0%

CH2Br2 + 3-bromo-4,5-dihydroxybenzaldehyde (16414-34-9) → 7-bromo-benzo[1,3]dioxole-5-carbaldehyde (19522-96-4)

Guidance literature:

With KF; In N,N-dimethyl-formamide;

upstream raw materials:

3-bromo-4,5-dihydroxybenzaldehyde

1,1-dibromomethane

piperonal

diiodomethane

Downstream raw materials:

2,2'-Dimethoxybiphenyl

7-(2-methoxyphenyl)benzo[d][1,3]dioxole-5-carbaldehyde

4,4'-Dimethoxybiphenyl

7-bromobenzo[d][1,3]-dioxole-5-carboxylic acid

Refernces

• 1、 Li, Zhongzhou,Zhu, Wei,Bao, Jinlong,Zou, Xinzhuo. "Selective and efficient oxidation of benzylic alcohols to benzaldehydes and methyl benzoates by dibromo-5,5-dimethylhydantoin". supporting information. p. 1155 - 1164. Retrieved 2014/04/03.
• 2、 Shaikh, Ajam C.,Wang, Yu-Yun,Chen, Chinpiao. "Synthesis of deuterium-labelled standards of (±)-DOM and (±)-MMDA". . p. 660 - 665. Retrieved 2008/02/10.