2-Hydroxy-5-methoxybenzaldehyde

Base Information

• Chemical Name: 2-Hydroxy-5-methoxybenzaldehyde
• CAS No.: 672-13-9
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29124900
• European Community (EC) Number: 211-589-0
• NSC Number: 30116
• UNII: GYT2Q9UR3W
• DSSTox Substance ID: DTXSID40217478
• Nikkaji Number: J1.722A
• Wikipedia: 2-Hydroxy-5-methoxybenzaldehyde
• Wikidata: Q15634035
• ChEMBL ID: CHEMBL3660371
• Mol file: 672-13-9.mol

Synonyms:2-hydroxy-5-methoxybenzaldehyde

Chemical Property of 2-Hydroxy-5-methoxybenzaldehyde

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.0162mmHg at 25°C
• Melting Point: 4 °C(lit.)
• Refractive Index: n20/D 1.578(lit.)
• Boiling Point: 247.499 °C at 760 mmHg
• PKA: 8.66±0.18(Predicted)
• Flash Point: 108.071 °C
• PSA: 46.53000
• Density: 1.232 g/cm³
• LogP: 1.21330
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Water Solubility.: Miscible with chloroform. Slightly miscible with water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-5-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)O)C=O
• Uses: 2-Hydroxy-5-methoxybenzaldehyde is employed to study electroantennogram response of the vine weevil (Otiorhynchus sulcatus F) to a broad range of volatile plant compounds. It plays an important role in the preparation of tetradentate Schiff base compounds. Further, it is used in the preparation 6-methoxy-3-nitro-2H-chromene by using dibutylamine as a reagent. 2-Hydroxy-5-methoxybenzaldehyde was used to synthesize radiolabeling precursor desmethyl-PBR06. It was used to study electroantennogram response of the vine weevil (Otiorhynchus sulcatus F.) to a broad range of volatile plant compounds. It was used in the synthesis of tetradentate Schiff base compounds.

Technology Process of 2-Hydroxy-5-methoxybenzaldehyde

There total 31 articles about 2-Hydroxy-5-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: 100.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-methoxy-phenol (150-76-5) → 2-hydroxy-5-methoxybenzaldehyde (672-13-9)

Guidance literature:

formaldehyd; With triethylamine; magnesium chloride; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere; Reflux;

4-methoxy-phenol; In tetrahydrofuran; Reflux;

DOI:10.1021/acs.orglett.5b02997

Reference yield: 98.0%

2,5-dimethoxybenzaldehyde (93-02-7) → 2-hydroxy-5-methoxybenzaldehyde (672-13-9)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

Reference yield: 96.0%

2-hydroxy-5-methoxybenzyl alcohol (41951-76-2) → 2-hydroxy-5-methoxybenzaldehyde (672-13-9)

Guidance literature:

With air; (acryl-TEMPO)-co-(allylamine-treated chlorophyll b-Co(III) complex) immobilized on SiO₂-covered Fe₃O₄ magnetic nanoparticles; In water; at 25 ℃; for 0.416667h;

DOI:10.1039/d0gc01749c

upstream raw materials:

hexamethylenetetramine

4-methoxy-phenol

chloroform

2,5-Dihydroxybenzaldehyde

Downstream raw materials:

3-nitro-5-methoxysalicylaldehyde

2-acetoxy-5-methoxybenzaldehyde

3-Bromo-2-hydroxy-5-methoxy-benzaldehyde

4-methoxycatechol