5-Bromo-2-hydroxy-3-methoxybenzaldehyde

Base Information

• Chemical Name: 5-Bromo-2-hydroxy-3-methoxybenzaldehyde
• CAS No.: 5034-74-2
• Molecular Formula: C8H7BrO3
• Molecular Weight: 231.046
• Hs Code.: 29130000
• European Community (EC) Number: 628-660-0
• NSC Number: 95683
• DSSTox Substance ID: DTXSID10294271
• Nikkaji Number: J265.535G
• Wikidata: Q82033482
• ChEMBL ID: CHEMBL3660317
• Mol file: 5034-74-2.mol

Synonyms:5-bromo-2-hydroxy-3-methoxybenzaldehyde

Chemical Property of 5-Bromo-2-hydroxy-3-methoxybenzaldehyde

Chemical Property:

• Appearance/Colour: brown powder
• Vapor Pressure: 0.00272mmHg at 25°C
• Melting Point: 125-127 °C(lit.)
• Refractive Index: 1.622
• Boiling Point: 277.2°Cat760mmHg
• PKA: 7.62±0.23(Predicted)
• Flash Point: 121.4°C
• PSA: 46.53000
• Density: 1.653g/cm³
• LogP: 1.97580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 2.1
• 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:

99.5% ^*data from raw suppliers

5-Bromo-2-hydroxy-3-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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)C=O)Br
• Uses: 5-Bromo-2-hydroxy-3-methoxybenzaldehyde may be employed for the following syntheses:ailanthoidol, via Stille coupling6-bromo-8-methoxy-3-(methoxycarbonyl)-2H-chromen-2-onebenzimidazole-based ligand, 2-(1H-benzoimidazol-2-yl)-4-bromo-6-methoxy-phenol (HL)chromogenic reagent, 5-bromo-2-hydroxy-3-methoxybenzaldehyde-p-hydroxy benzoic hydrazone(E)-N′-(5-bromo-2-hydroxy-3-methoxybenzylidene)-2-hydroxybenzohydrazide monohydrate

Technology Process of 5-Bromo-2-hydroxy-3-methoxybenzaldehyde

There total 7 articles about 5-Bromo-2-hydroxy-3-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-methoxy-2-hydroxybenzaldehyde (148-53-8) → 5-bromo-3-methoxysalicylaldehyde (5034-74-2)

Guidance literature:

With bromine; sodium acetate; acetic acid; at 0 - 20 ℃; for 0.5h;

DOI:10.1055/s-0036-1588939

Reference yield: 85.0%

2-hydroxy-3-methoxy-5-bromomandelic acid → 5-bromo-3-methoxysalicylaldehyde (5034-74-2)

Guidance literature:

With iron(III) chloride; In water; toluene; at 90 ℃; for 4h; Temperature;

Reference yield: 30.0%

2-benzyloxy-3-methoxybenzaldehyde (2011-06-5) → 5-bromo-3-methoxysalicylaldehyde (5034-74-2)

Guidance literature:

With bromine; In tetrachloromethane; for 15h; Ambient temperature;

upstream raw materials:

3-methoxy-2-hydroxybenzaldehyde

2-benzyloxy-3-methoxybenzaldehyde

mercury(II) diacetate

water

Downstream raw materials:

6-bromo-8-methoxy-3-benzoylcoumarin

2-ethoxy-5-bromo-3-methoxy-benzaldehyde

(6-Bromo-8-methoxy-2-morpholin-4-yl-2H-chromen-3-yl)-phenyl-methanone

4-Bromo-2-((Z)-2-chloro-2-nitro-vinyl)-6-methoxy-phenol

Refernces

• 1、 Wu, Kong,Xie, Zhong Pao,Cui, Dong-Mei,Zhang, Chen. "Formal total synthesis of salvianolic acid N". . p. 832 - 837. Retrieved 2018.
• 2、 -. "TETRAHYDROISOQUINOLINE DERIVATIVE, PREPARATION METHOD THEREFOR AND USE THEREOF". Paragraph 0352-0354. . Retrieved 2021/09/10.
• 3、 -. "Synthesis method 5 - halogeno-veratraldehyde". . . Retrieved 2021/11/21.