6-Bromobenzo[d][1,3]dioxole-4-carbaldehyde

Base Information

• Chemical Name: 6-Bromobenzo[d][1,3]dioxole-4-carbaldehyde
• CAS No.: 72744-55-9
• Molecular Formula: C8H5 Br O3
• Molecular Weight: 229.03
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10500985
• Wikidata: Q82353052
• Mol file: 72744-55-9.mol

Synonyms:72744-55-9;6-Bromobenzo[d][1,3]dioxole-4-carbaldehyde;6-BROMO-1,3-BENZODIOXOLE-4-CARBALDEHYDE;6-bromo-2H-1,3-benzodioxole-4-carbaldehyde;SCHEMBL6541735;DTXSID10500985;GSUMLIBYYGBVMW-UHFFFAOYSA-N;MFCD04037050;AKOS015890712;5-bromo-2,3-methylenedioxybenzaldehyde;6-bromo-1,3-dioxaindane-4-carbaldehyde;6-bromo-benzo[1,3]dioxole 4carbaldehyde;6-bromo-benzo[1,3]dioxole-4-carbaldehyde;CS-0147065;D79774;EN300-6505555;6-Bromo-1,3-benzodioxole-4-carbaldehyde, AldrichCPR

Chemical Property of 6-Bromobenzo[d][1,3]dioxole-4-carbaldehyde

Chemical Property:

• PSA: 35.53000
• 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:

95% ^*data from raw suppliers

6-Bromobenzo[d][1,3]dioxole-4-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=CC(=CC(=C2O1)C=O)Br

Technology Process of 6-Bromobenzo[d][1,3]dioxole-4-carbaldehyde

There total 4 articles about 6-Bromobenzo[d][1,3]dioxole-4-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: 79.4%

→ 6-bromo-1,3-benzodioxole-4-carboxaldehyde (72744-55-9)

Guidance literature:

Reference yield: 68.4%

5-bromo-2,3-dihydroxybenzaldehyde (52924-55-7) + 1,1-dibromomethane (74-95-3) → 6-bromo-1,3-benzodioxole-4-carboxaldehyde (72744-55-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 5h; Reagent/catalyst; Inert atmosphere; Large scale;

DOI:10.1021/op034104g

Reference yield:

3-methoxy-2-hydroxybenzaldehyde (148-53-8) → 6-bromo-1,3-benzodioxole-4-carboxaldehyde (72744-55-9)

Guidance literature:

Multi-step reaction with 3 steps

1: bromine; potassium bromide; acetic acid / water / 2.42 h / 100 °C / Inert atmosphere; Large scale

2: acetic acid; water; hydrogen bromide / 39 h / 55 - 85 °C / 517.16 Torr / Inert atmosphere; Large scale

3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 85 °C / Inert atmosphere; Large scale

With water; hydrogen bromide; bromine; potassium carbonate; acetic acid; potassium bromide; In water; N,N-dimethyl-formamide;

DOI:10.1021/op034104g

upstream raw materials:

5-bromo-2,3-dihydroxybenzaldehyde

1,1-dibromomethane

3-methoxy-2-hydroxybenzaldehyde

5-bromo-3-methoxysalicylaldehyde

Downstream raw materials:

C₂₄H₂₃BrO₆

Refernces

• 1、 -. "Melanocortin-4 receptor binding compounds and methods of use thereof". Page 93. . Retrieved 2008/06/13.