6-Bromopiperonal

Base Information

• Chemical Name: 6-Bromopiperonal
• CAS No.: 15930-53-7
• Molecular Formula: C8H5 Br O3
• Molecular Weight: 229.03
• Hs Code.: 29329900
• European Community (EC) Number: 672-421-3
• NSC Number: 15639
• UNII: HW4F8SRZ4Q
• DSSTox Substance ID: DTXSID10166626
• Nikkaji Number: J14.991H
• Wikidata: Q72447077
• ChEMBL ID: CHEMBL4571896
• Mol file: 15930-53-7.mol

Synonyms:6-Bromopiperonal;15930-53-7;6-Bromo-1,3-benzodioxole-5-carbaldehyde;6-Bromobenzo[d][1,3]dioxole-5-carbaldehyde;Piperonal, 6-bromo-;1,3-Benzodioxole-5-carboxaldehyde, 6-bromo-;6-Bromo-1,3-benzodioxole-5-carboxaldehyde;2-Bromo-4,5-methylenedioxybenzaldehyde;6-Bromo-benzo[1,3]dioxole-5-carbaldehyde;C8H5BrO3;Benzaldehyde, 2-bromo-4,5-methylenedioxy-;6-Bromo-2H-1,3-Benzodioxole-5-Carbaldehyde;NSC 15639;HW4F8SRZ4Q;6-Bromo-3,4-methylenedioxybenzaldehyde;BRN 0383965;6-bromobenzo[1,3]dioxole-5-carbaldehyde;AI3-21175;NSC-15639;5-19-04-00232 (Beilstein Handbook Reference);1,3-Benzodioxole-5-carboxaldehyde, 6-bromo- (9CI);NSC15639;MFCD00022952;UNII-HW4F8SRZ4Q;SCHEMBL583659;Benzaldehyde,5-methylenedioxy-;C8-H5-Br-O3;CHEMBL4571896;CSQUXTSIDQURDV-UHFFFAOYSA-;DTXSID10166626;STK023539;AKOS000120604;AC-6542;CS-W005335;6-bromo-1,3-dioxaindane-5-carbaldehyde;6-bromo benzo[1,3]dioxole-5-carbaldehyde;6-Bromo-1,3-benzodioxol-5-carboxaldehyde;LS-117348;6-Bromo-1,3-benzodioxole-5-carbaldehyde #;6-bromobenzo[d][1,3]dioxol-5-carbaldehyde;A3519;B2332;BB 0256928;FT-0620964;EN300-18185;5M-952;6-Bromo-1,3-benzodioxole-5-carboxaldehyde, 97%;AE-641/00346054;N-ethyl-2-methyl-allylamine/N-Ethylmethacrylamine;W-205838;Z57313896

Chemical Property of 6-Bromopiperonal

Chemical Property:

• Appearance/Colour: white to light yellow powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 128-132 °C(lit.)
• Refractive Index: 1.4730 (estimate)
• Boiling Point: 309.2°Cat760mmHg
• Flash Point: 140.8°C
• PSA: 35.53000
• Density: 1.782g/cm³
• LogP: 1.99030
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Soluble in DMSO, methanol
• 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

6-Bromopiperonal >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C(=C2)C=O)Br
• Uses: 6-Bromopiperonal is a disubstituted 1,3-benzodioxole that displayed synergistic activity with carbaryl on houseflies. 6-Bromopiperonal is used as an intermediate in the preparation of GPR30-selective agonist G-1. 6-Bromopiperonal is used as an intermediate in the preparation of GPR30-selective agonist G-1.

Technology Process of 6-Bromopiperonal

There total 28 articles about 6-Bromopiperonal 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: 96.0%

2-Bromo-4,5-(methylendioxy)benzaldehyde N,N-dimethylhydrazone → 6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7)

Guidance literature:

With triethylene diamine nickel thiosulfate; water; In chloroform; at 20 ℃; for 0.0833333h;

Reference yield: 91.0%

piperonal (120-57-0,30024-74-9) → 6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7)

Guidance literature:

With bromine; iron; acetic acid; at 18 - 20 ℃; for 120h;

DOI:10.1021/jm401814y

Reference yield: 90.0%

5-bromo-6-(1,3-oxathiolan-2-yl)benzo[d][1,3]dioxole → 6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7)

Guidance literature:

With eosin Y disodium salt; In acetonitrile; at 20 ℃; for 3h; Irradiation;

DOI:10.1039/c9ob02517k

upstream raw materials:

N-Bromosuccinimide

piperonal

chloroform

piperic acid

Downstream raw materials:

6-bromo-3,4-methylenedioxycinnamic acid

(3-fluorophenyl)(6-(4-methylthiophenyl)(2H-benzo[d]1,3-dioxolan-5-yl))methan-1-ol

(4-fluorophenyl)(6-(4-methylthiophenyl)(2H-benzo[d]1,3-dioxolan-5-yl))methan-1-ol

(2-fluorophenyl)(6-(4-methylthiophenyl)(2H-benzo[d]1,3-dioxolan-5-yl))methan-1-ol

Refernces

• 1、 Harrowven, David C.. "A Concise Synthesis of Taiwanin E Using a Michael Initiated Ring Closure Protocol". . p. 3735 - 3738. Retrieved 1991.
• 2、 Brown,Stevenson. "-". . p. 1759,1762. Retrieved 1965.
• 3、 Liang, Leilei,Li, Ji,Shen, Baochun,Zhang, Yili,Liu, Jianping,Chen, Jingbo,Liu, Dandan. "The effect of carbonyl on the isomerization of a galanthan ring system and total synthesis of (±)-β-lycorane". . p. 2767 - 2772. Retrieved 2021/04/07.
• 4、 -. "New method for promoting photosensitive oxidation to remove 1, 2-mercaptoethanol acetal protecting group by utilizing visible light irradiation". Paragraph 0014-0016. . Retrieved 2021/01/30.