3-Bromo-4-methoxybenzaldehyde

Base Information

• Chemical Name: 3-Bromo-4-methoxybenzaldehyde
• CAS No.: 34841-06-0
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 29130000
• European Community (EC) Number: 252-241-8
• NSC Number: 158162
• UNII: 6RGS4ZD7JB
• DSSTox Substance ID: DTXSID00188392
• Nikkaji Number: J267.275H
• Wikidata: Q72446044
• Metabolomics Workbench ID: 105021
• Mol file: 34841-06-0.mol

Synonyms:3-Bromo-4-methoxybenzaldehyde;34841-06-0;3-Bromo-p-anisaldehyde;Benzaldehyde, 3-bromo-4-methoxy-;MFCD00016599;6RGS4ZD7JB;p-Anisaldehyde, 3-bromo-;3-bromo-4-methoxy-benzaldehyde;EINECS 252-241-8;NSC-158162;4-methoxy-3-bromobenzaldehyde;3-bromoanisaldehyde;5-bromoanisaldehyde;3-bromo-anisaldehyde;NSC158162;5-Bromo anisaldehyde;2-Bromo-4-formylanisole;UNII-6RGS4ZD7JB;3-bromo-para-anisaldehyde;3-Bromo-4 methoxybenzaldehyde;SCHEMBL155784;3-bromo-4-methoxy benzaldehyde;DTXSID00188392;BCP15611;STK035096;TD1302;3-Bromo-4-methoxybenzaldehyde, 98%;AKOS000103403;AM90089;CS-W002106;GS-6083;NSC 158162;AC-26237;SY015500;B1790;BB 0263351;FT-0615190;EN300-16201;W-106707;Z54603118;F3096-1684

Chemical Property of 3-Bromo-4-methoxybenzaldehyde

Chemical Property:

• Appearance/Colour: white to beige solid
• Vapor Pressure: 0.00208mmHg at 25°C
• Melting Point: 51-54 °C(lit.)
• Refractive Index: 1.585
• Boiling Point: 290.4 °C at 760 mmHg
• Flash Point: 129.4 °C
• PSA: 26.30000
• Density: 1.522 g/cm³
• LogP: 2.27020
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, DMSO, Ethyl Acetate
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99.9% ^*data from raw suppliers

3-Bromo-4-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=O)Br
• Uses: 3-Bromo-4-methoxybenzaldehyde may be used in the following studies:Asymmetric synthesis of a novel β-hydroxy-α-amino acid derivative, via Mukaiyama aldol reaction. Synthesis of 2-(3-bromo-4-methoxyphenyl)-5-fluorobenzothiazole. Preparation of 5-[(Z)-2-(3-bromo-4-methoxyphenyl)vinyl]-1,2-3-trimethoxybenzene. Total synthesis of engelhardione. Starting reagent for the synthesis of (2E)-3-(3-bromo-4-methoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one.

Technology Process of 3-Bromo-4-methoxybenzaldehyde

There total 23 articles about 3-Bromo-4-methoxybenzaldehyde 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: 98.0%

(3-bromo-4-methoxy-phenyl)-methanol (38493-59-3) → 3-bromo-4-methoxybenzylaldehyde (34841-06-0)

Guidance literature:

(3-bromo-4-methoxy-phenyl)-methanol; With oxalyl dichloride; dimethyl sulfate; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2013.01.065

Reference yield: 95.0%

3-bromo-4-hydroxybenzylaldehyde (2973-78-6) + methyl iodide (74-88-4) → 3-bromo-4-methoxybenzylaldehyde (34841-06-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 5 ℃; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;

Reference yield: 94.0%

3-bromo-4-hydroxybenzylaldehyde (2973-78-6) + dimethyl sulfate (77-78-1) → 3-bromo-4-methoxybenzylaldehyde (34841-06-0)

Guidance literature:

With sodium hydroxide; for 2h; Reflux;

DOI:10.1016/j.bmcl.2010.12.063

upstream raw materials:

4-methoxy-benzaldehyde

diazomethane

2-bromo-4-dibromomethylphenol

2-bromo-4-(dibromomethyl)anisole

Downstream raw materials:

2-(3-bromo-4-methoxyphenyl)oxirane

5-formyl-2-methoxybenzonitrile

(Z)-5-[1-(3-bromo-4-methoxyphenyl)methylidene]-3-chloro-4-(4-methoxyphenyl)-2(5H)-furanone

Refernces

• 1、 Vaz, Patricia A. A. M.,Rocha, Jo?o,Silva, Artur M.S.,Guieu, Samuel. "Aggregation-induced emission enhancement in halochalcones". . p. 8198 - 8201. Retrieved 2016.
• 2、 Cirillo, Davide,Sarowar, Shahin,?yvind Enger, Per,Bj?rsvik, Hans-René. "Structure-Activity-Relationship-Aided Design and Synthesis of xCT Antiporter Inhibitors". . p. 2650 - 2668. Retrieved 2021/06/01.
• 3、 Motiur Rahman,Lu, Yang,Lee, Hwa-Jong,Jo, Hyunji,Yin, Wencui,Alam, Mohammad Sayed,Cha, Hyochang,Kadi, Adnan A.,Kwon, Youngjoo,Jahng, Yurngdong. "Linear diarylheptanoids as potential anticancer therapeutics: synthesis, biological evaluation, and structure–activity relationship studies". . p. 1 - 18. Retrieved 2018/04/16.