2-Bromo-5-hydroxy-4-methoxybenzaldehyde

Base Information

• Chemical Name: 2-Bromo-5-hydroxy-4-methoxybenzaldehyde
• CAS No.: 2973-59-3
• Molecular Formula: C8H7BrO3
• Molecular Weight: 231.046
• Hs Code.: 2913000090
• European Community (EC) Number: 426-540-0,608-407-0
• DSSTox Substance ID: DTXSID10346880
• Nikkaji Number: J420.770J
• Wikidata: Q72445964
• Mol file: 2973-59-3.mol

Synonyms:2-Bromo-5-hydroxy-4-methoxybenzaldehyde;2973-59-3;5-Bromoisovanillin;6-BROMOISOVANILLIN;Benzaldehyde, 2-bromo-5-hydroxy-4-methoxy-;2-bromo-5-hydroxy-4-methoxy-benzaldehyde;MFCD00195552;EC 426-540-0;SCHEMBL1320502;DTXSID10346880;BCP17233;AC-177;AKOS000120871;CS-W002508;2-bromo-5-hydroxy-4-methoxy benzaldehyde;SY004600;2-Bromo-5-hydroxy-4-methoxybenzaldehyde #;AM20060599;B4681;FT-0601404;EN300-17222;2-?Bromo-?5-?hydroxy-?4-?methoxybenzaldehyde;Benzenealdehyde, 2-bromo-5-hydroxy-4-methoxy-;SR-01000041090;J-508378;SR-01000041090-1;Z56899131;2-Bromo-5-hydroxy-4-methoxybenzaldehyde, technical, >=90% (HPLC)

Chemical Property of 2-Bromo-5-hydroxy-4-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000166mmHg at 25°C
• Melting Point: 98-100 ºC
• Refractive Index: 1.622
• Boiling Point: 320.8 ºC at 760 mmHg
• PKA: 8.69±0.23(Predicted)
• Flash Point: 147.8 ºC
• PSA: 46.53000
• Density: 1.653 g/cm³
• LogP: 1.97580
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.95786
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-5-hydroxy-4-methoxybenzaldehyde ^*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

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)Br)C=O)O
• Uses: 2-Bromo-5-hydroxy-4-methoxybenzaldehyde was used in the synthesis of 4-bromo-2-methoxy-5-(2-methoxyethenyl)phenol.

Technology Process of 2-Bromo-5-hydroxy-4-methoxybenzaldehyde

There total 33 articles about 2-Bromo-5-hydroxy-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: 95.0%

4-bromo-5-formyl-2-methoxyphenyl acetate (69048-79-9) → 2-bromoisovanillin (2973-59-3)

Guidance literature:

With hydrogenchloride; In water; at 90 ℃; for 10h;

DOI:10.1021/ja412128w

Reference yield: 88.5%

2-bromo-4,5-dimethoxybenzaldehyde (5392-10-9) → 2-bromoisovanillin (2973-59-3)

Guidance literature:

With sulfuric acid; at 90 ℃; for 6h; regioselective reaction; Inert atmosphere; Large scale;

DOI:10.1021/op990019q

Reference yield: 83.0%

6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7) → 2-bromoisovanillin (2973-59-3)

Guidance literature:

With potassium tert-butylate; In methanol; dimethyl sulfoxide; at 50 ℃; for 0.5h;

DOI:10.1248/cpb.40.1691

upstream raw materials:

isovanillin

2-bromo-4,5-dimethoxybenzaldehyde

methanol

6-bromo-3,4-methylenedioxybenzaldehyde

Downstream raw materials:

5-benzyloxy-2-bromo-4-methoxybenzaldehyde

N-(p-hydroxyphenylethyl)-N-(6-bromo-3-hydroxy-4-methoxybenzyl)amine

4-bromo-2-methoxy-5-(2-nitroethenyl)phenol

2-bromo-4-methoxy-3-(4-nitrophenoxy)benzaldehyde

Refernces

• 1、 Baratto, Maria Camilla,Bizzarri, Bruno Mattia,Botta, Lorenzo,Pogni, Rebecca,Saladino, Raffaele,Zippilli, Claudio. "Biomimetic synthesis of galantamine: Via laccase/TEMPO mediated oxidative coupling". . p. 10897 - 10903. Retrieved 2020/03/27.
• 2、 -. "PRODRUGS OF KALLIKREIN INHIBITORS". . . Retrieved 2018/05/24.