3-Bromo-4,5-dimethoxybenzaldehyde

Base Information

• Chemical Name: 3-Bromo-4,5-dimethoxybenzaldehyde
• CAS No.: 6948-30-7
• Molecular Formula: C9H9BrO3
• Molecular Weight: 245.073
• Hs Code.: 29130000
• European Community (EC) Number: 230-113-2
• NSC Number: 55757
• UNII: 6CPY647AHD
• DSSTox Substance ID: DTXSID40219699
• Nikkaji Number: J236.708D
• Wikidata: Q83096685
• Mol file: 6948-30-7.mol

Synonyms:3-Bromo-4,5-dimethoxybenzaldehyde;6948-30-7;5-Bromoveratraldehyde;3,4-dimethoxy-5-bromobenzaldehyde;Benzaldehyde, 3-bromo-4,5-dimethoxy-;3-Bromo-4,5-dimethoxy benzaldehyde;6CPY647AHD;5-bromo-3,4-dimethoxybenzaldehyde;EINECS 230-113-2;MFCD00003346;NSC-55757;NSC55757;5-bromoveratric aldehyde;UNII-6CPY647AHD;Cambridge id 7187634;5-Bromoveratraldehyde, 98%;SCHEMBL524712;DTXSID40219699;VERATRALDEHYDE, 5-BROMO-;3-bromo-4,5-dimethoxy-benzaldehyde;5-bromo-3,4-dimethoxy-benzaldehyde;BBL015522;NSC 55757;STK033136;3-bromo-4,5-dimethoxy-benz-aldehyde;AKOS000274329;AC-12535;AM804240;AS-61389;BP-11985;B3130;CS-0059215;FT-0636303;EN300-08129;A836512;J-511904;Z56895745

Chemical Property of 3-Bromo-4,5-dimethoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000485mmHg at 25°C
• Melting Point: 63-64 °C(lit.)
• Refractive Index: 1.567
• Boiling Point: 313.8 °C at 760 mmHg
• Flash Point: 143.6 °C
• PSA: 35.53000
• Density: 1.482 g/cm³
• LogP: 2.27880
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 243.97351
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

98%, ^*data from raw suppliers

3-Bromo-4,5-dimethoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C(=CC(=C1)C=O)Br)OC
• Uses: 3-Bromo-4,5-dimethoxybenzaldehyde is used as a reagent to synthesize aromatic vinyl sulfones, compounds that act as inhibitors of HIV-1. 3-Bromo-4,5-dimethoxybenzaldehyde is used as a reagent to synthesize (-)-Tejedine, a secobisbenzylisoquinoline compound that naturally occurs in Barberry (a medicinal plant). 5-Bromoveratraldehyde (3-Bromo-4,5-dimethoxybenzaldehyde) was used to prepare 1-phenyl-2-(4-aryl-1,3,4,5-tetrahydropyrido[2,3-b][1,4]diazepin-2-ylidene)-ethanones.

Technology Process of 3-Bromo-4,5-dimethoxybenzaldehyde

There total 16 articles about 3-Bromo-4,5-dimethoxybenzaldehyde 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%

5-bromo-4-hydroxy-3-methoxybenzaldehyde (2973-76-4) + methyl iodide (74-88-4) → 5-bromoveratralaldehyde (6948-30-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃;

DOI:10.1021/ol990775g

Reference yield: 96.0%

5-bromo-4-hydroxy-3-methoxybenzaldehyde (2973-76-4) + dimethyl sulfate (77-78-1) → 5-bromoveratralaldehyde (6948-30-7)

Guidance literature:

5-bromo-4-hydroxy-3-methoxybenzaldehyde; With potassium carbonate; In acetone; Inert atmosphere;

dimethyl sulfate; In acetone; at 25 ℃; for 8h; Inert atmosphere;

DOI:10.1021/ol1000796

Reference yield: 82.0%

3-bromo-4-methoxy-5-hydroxybenzaldehyde (23354-30-5) + dimethyl sulfate (77-78-1) → 5-bromoveratralaldehyde (6948-30-7)

Guidance literature:

With sodium hydroxide; for 2h; Reflux;

DOI:10.1016/j.bmcl.2010.12.063

upstream raw materials:

5-bromo-4-hydroxy-3-methoxybenzaldehyde

dimethyl sulfate

methyl iodide

3-bromo-4,5-dihydroxybenzaldehyde

Downstream raw materials:

(E)-3-bromo-4,5-dimethoxy-1-(2-nitrovinyl)benzene

(3-bromo-4,5-dimethoxy-phenyl)-(2-dimethoxymethyl-4,5-dimethoxy-phenyl)-methanol

(3-bromo-4,5-dimethoxy-phenyl)-(6-dimethoxymethyl-2,3,4-trimethoxy-phenyl)-methanol

(3-bromo-4,5-dimethoxy-phenyl)-(2-dimethoxymethyl-4-methoxy-phenyl)-methanol

Refernces

• 1、 Zeng, Fanxin,Yin, Zhongping,Chen, Jiguang,Nie, Xuliang,Lin, Ping,Lu, Tao,Wang, Meng,Peng, Dayong. "Design, synthesis, and activity evaluation of novel N-benzyl deoxynojirimycin derivatives for use as α-glucosidase inhibitors". . . Retrieved 2019/09/19.
• 2、 Guo, Chuanlong,Wang, Lijun,Li, Xiuxue,Wang, Shuaiyu,Yu, Xuemin,Xu, Kuo,Zhao, Yue,Luo, Jiao,Li, Xiangqian,Jiang, Bo,Shi, Dayong. "Discovery of Novel Bromophenol-Thiosemicarbazone Hybrids as Potent Selective Inhibitors of Poly(ADP-ribose) Polymerase-1 (PARP-1) for Use in Cancer". . p. 3051 - 3067. Retrieved 2019/03/29.