3-(3,5-Dichlorophenoxy)benzaldehyde

Base Information

• Chemical Name: 3-(3,5-Dichlorophenoxy)benzaldehyde
• CAS No.: 81028-92-4
• Molecular Formula: C₁₃H₈Cl₂O₂
• Molecular Weight: 267.111
• Hs Code.: 29130000
• European Community (EC) Number: 279-661-4
• DSSTox Substance ID: DTXSID501001717
• Nikkaji Number: J296.058C
• Wikidata: Q72467236
• Mol file: 81028-92-4.mol

Synonyms:3-(3,5-Dichlorophenoxy)benzaldehyde;81028-92-4;3-(3,5-Dichorophenoxy)benzaldehyde;Benzaldehyde, 3-(3,5-dichlorophenoxy)-;EINECS 279-661-4;m-(3,5-Dichlorophenoxy)benzaldehyde;MFCD00003355;SCHEMBL414827;DTXSID501001717;2,5-Dichloroaniline-4-sulfontauride;SC3781;3-(3,5-dichlorophenoxy)-benzaldehyde;AKOS009158571;AC-7932;CS-W010113;PS-7309;BP-12413;SY011762;3-(3,5-Dichlorophenoxy)benzaldehyde, 95%;FT-0641803;J-510577

Chemical Property of 3-(3,5-Dichlorophenoxy)benzaldehyde

Chemical Property:

• Vapor Pressure: 1.75E-06mmHg at 25°C
• Melting Point: 48-55 °C(lit.)
• Refractive Index: 1.626
• Boiling Point: 396.1 °C at 760 mmHg
• Flash Point: 165.5 °C
• PSA: 26.30000
• Density: 1.365 g/cm³
• LogP: 4.59820
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 265.9901349
• Heavy Atom Count: 17
• Complexity: 250

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(3,5-Dichlorophenoxy)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-41-43-50/53
• Safety Statements: 26-36/37/39-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)OC2=CC(=CC(=C2)Cl)Cl)C=O
• Uses: 3-(3,5-Dichlorophenoxy)benzaldehyde was used in the synthesis of 3-(3,5-dichlorophenoxy)-nitrostyrene (DPNS).

Technology Process of 3-(3,5-Dichlorophenoxy)benzaldehyde

There total 3 articles about 3-(3,5-Dichlorophenoxy)benzaldehyde 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:

meta-hydroxybenzaldehyde (100-83-4) → 3-(3,5-dichloro-phenoxy)-benzaldehyde (81028-92-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine; acetic anhydride / 1 h / 20 °C / Inert atmosphere

1.2: 2 h / Reflux

2.1: copper(l) iodide; caesium carbonate; N,N-dimethylglycine hydrochoride / 1,4-dioxane / 24 h / 90 °C / Inert atmosphere

3.1: hydrogenchloride / water; tetrahydrofuran

With pyridine; hydrogenchloride; copper(l) iodide; acetic anhydride; N,N-dimethylglycine hydrochoride; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; water; 2.1: |Ullmann Condensation;

DOI:10.1016/j.ejmech.2021.113784

Reference yield:

2'-(3-hydroxyphenyl)-[1',3']-dioxane (24393-13-3) → 3-(3,5-dichloro-phenoxy)-benzaldehyde (81028-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; caesium carbonate; N,N-dimethylglycine hydrochoride / 1,4-dioxane / 24 h / 90 °C / Inert atmosphere

2: hydrogenchloride / water; tetrahydrofuran

With hydrogenchloride; copper(l) iodide; N,N-dimethylglycine hydrochoride; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; water; 1: |Ullmann Condensation;

DOI:10.1016/j.ejmech.2021.113784

Reference yield:

3,5-dichlorophenol (591-35-5) + 3-Formylphenylboronic acid (87199-16-4) → 3-(3,5-dichloro-phenoxy)-benzaldehyde (81028-92-4)

Guidance literature:

With copper diacetate;

DOI:10.1021/acsmedchemlett.9b00169

upstream raw materials:

3,5-dichlorophenol

3-Formylphenylboronic acid

meta-hydroxybenzaldehyde

2'-(3-hydroxyphenyl)-[1',3']-dioxane

Refernces

• 1、 Speri, Enrico,Kim, Choon,De Benedetti, Stefania,Qian, Yuanyuan,Lastochkin, Elena,Fishovitz, Jennifer,Fisher, Jed F.,Mobashery, Shahriar. "Cinnamonitrile adjuvants restore susceptibility to β-lactams against methicillin-resistant staphylococcus aureus". . p. 1148 - 1153. Retrieved 2019/08/27.