2,5-Dimethoxybenzaldehyde

Base Information

• Chemical Name: 2,5-Dimethoxybenzaldehyde
• CAS No.: 93-02-7
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 29124900
• European Community (EC) Number: 202-211-5
• NSC Number: 6315
• UNII: W49S1PPL78
• DSSTox Substance ID: DTXSID5052620
• Nikkaji Number: J79.440F
• Wikipedia: 2,5-Dimethoxybenzaldehyde
• Wikidata: Q4596796
• ChEMBL ID: CHEMBL3560070
• Mol file: 93-02-7.mol

Synonyms:2,5-Dimethoxybenzaldehyde;93-02-7;Benzaldehyde, 2,5-dimethoxy-;2,5-Dimethoxy benzaldehyde;MFCD00003314;NSC 6315;EINECS 202-211-5;2,5-dimethoxy-benzaldehyde;BRN 0509301;UNII-W49S1PPL78;AI3-19307;W49S1PPL78;DTXSID5052620;NSC-6315;NSC6315;2,5-dimethoxybenzaldehye;2.5-dimethoxybenzaldehyde;2,5 -dimethoxybenzaldehyde;YSWG665;SCHEMBL172939;CHEMBL3560070;DTXCID9031193;2,5-Dimethoxybenzaldehyde, 99%;CHEBI:183284;BCP05725;DIMETHOXYBENZALDEHYDE, 2,5-;Tox21_303938;BBL023745;STK301598;AKOS000118971;AC-8438;CS-W007635;PS-6288;CAS-93-02-7;NCGC00357176-01;LS-25015;D1111;FT-0610392;2-Hydroxy-5-methoxybenzaldehyde, methyl ether;A844424;Q4596796;W-100261;F2190-0615;2,5-Dimethoxybenzaldehyde, Vetec(TM) reagent grade, 98%

Chemical Property of 2,5-Dimethoxybenzaldehyde

Chemical Property:

• Appearance/Colour: yellow crystalline solid
• Melting Point: 46-48 °C(lit.)
• Refractive Index: 1.5260 (estimate)
• Boiling Point: 283.842 °C at 760 mmHg
• Flash Point: 120.644 °C
• PSA: 35.53000
• Density: 1.114 g/cm³
• LogP: 1.51630
• Storage Temp.: Refrigerator
• Sensitive.: Air Sensitive
• Solubility.: 795mg/l
• Water Solubility.: Soluble in chloroform and methanol. Slightly soluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dimethoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-24/25-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: COC1=CC(=C(C=C1)OC)C=O
• Uses: 2,5-Dimethoxybenzaldehyde is used in the preparation of 2,5-dimethoxyphenethylamine, which is utilized to prepare psychoactive drugs such as 2,5-dimethoxy-4-bromophenethylamine, 2,5-dimethoxy-4-iodophenethylamine and 4-Chloro-2,5-dimethoxy-phenethylamine. It acts as an intermediate in organic synthesis.

Technology Process of 2,5-Dimethoxybenzaldehyde

There total 70 articles about 2,5-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%

Dichloromethyl methyl ether (4885-02-3) + 1,4-dimethoxybezene (150-78-7) → 2,5-dimethoxybenzaldehyde (93-02-7)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 0 ℃;

DOI:10.1016/j.tet.2006.01.096

Reference yield: 100.0%

2,5-dimethoxybenzyl alcohol (33524-31-1) → 2,5-dimethoxybenzaldehyde (93-02-7)

Guidance literature:

With potassium osmate(VI) dihydrate; potassium carbonate; potassium hexacyanoferrate(III); In water; acetonitrile; at 60 ℃; for 0.75h; chemoselective reaction;

DOI:10.1039/c4ra07500e

Reference yield: 100.0%

1,1-diacetoxy-1-(2,5-dimethoxyphenyl)methane (55669-73-3) → 2,5-dimethoxybenzaldehyde (93-02-7)

Guidance literature:

With [NO⁽¹⁺⁾*18-crown-6*H(NO₃)2^(1-)]; silica gel; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1081/SCC-120006463

upstream raw materials:

2,5-dimethoxycinnamic acid

2,5-dimethoxybenzoyl chloride

lead(IV) tetraacetate

acetic acid

Downstream raw materials:

2,5-dimethoxycinnamic acid

1,1-diacetoxy-1-(2,5-dimethoxyphenyl)methane

2-benzoyl-3-(2,5-dimethoxy-phenyl)-acrylonitrile

(E)-1,4-dimethoxy-2-(prop-1-enyl)benzene

Refernces

• 1、 Steinhoff, Bradley A.,Stahl, Shannon S.. "Mechanism of Pd(OAc)2/DMSO-catalyzed aerobic alcohol oxidation: Mass-transfer-limitation effects and catalyst decomposition pathways". . p. 4348 - 4355. Retrieved 2006.
• 2、 Tiburcio, Estefanía,Greco, Rossella,Mon, Marta,Ballesteros-Soberanas, Jordi,Ferrando-Soria, Jesús,López-Haro, Miguel,Hernández-Garrido, Juan Carlos,Oliver-Meseguer, Judit,Marini, Carlo,Boronat, Mercedes,Armentano, Donatella,Leyva-Pérez, Antonio,Pardo, Emilio. "Soluble/MOF-Supported Palladium Single Atoms Catalyze the Ligand-, Additive-, and Solvent-Free Aerobic Oxidation of Benzyl Alcohols to Benzoic Acids". . p. 2581 - 2592. Retrieved 2021/02/16.
• 3、 Adib, Mehdi,Karajabad, Morteza Akherati,Sheikhi, Ehsan. "Oxidation of Benzylic Alcohols to Aromatic Aldehydes by DMSO/Water/I2: A Chemoselective Oxidation". . . Retrieved 2020/03/30.