beta-Chloro-p-iodocinnamaldehyde

Base Information

• Chemical Name: beta-Chloro-p-iodocinnamaldehyde
• CAS No.: 55404-82-5
• Molecular Formula: C₉H₆ClIO
• Molecular Weight: 292.504
• Wikidata: Q76326157
• Mol file: 55404-82-5.mol

Synonyms:beta-Chloro-p-iodocinnamaldehyde;BRN 2207351;CINNAMALDEHYDE, beta-CHLORO-p-IODO-;55404-82-5;C9-H6-Cl-I-O;SCHEMBL23275556;SCHEMBL23285683;LS-53825

Chemical Property of beta-Chloro-p-iodocinnamaldehyde

Chemical Property:

• Vapor Pressure: 5.99E-05mmHg at 25°C
• Boiling Point: 345.9°C at 760 mmHg
• Flash Point: 163°C
• Density: 1.777g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 291.91519
• Heavy Atom Count: 12
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=CC=O)Cl)I
• Isomeric SMILES: C1=CC(=CC=C1/C(=C/C=O)/Cl)I

Technology Process of beta-Chloro-p-iodocinnamaldehyde

There total 1 articles about beta-Chloro-p-iodocinnamaldehyde 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: 76.0%

4-Iodoacetophenone (13329-40-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-Chlor-3-(4-iodphenyl)-acrolein (55404-82-5)

Guidance literature:

With trichlorophosphate;

DOI:10.1055/s-0030-1260009

Reference yield:

3-Chlor-3-(4-iodphenyl)-acrolein (55404-82-5) → 4,4''''-dimethoxy-1,1':2',1'';4''',1''''-quinquephenyl-4'',5''-dicarboxylic acid (1315550-96-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: water; sodium hydroxide / 1,4-dioxane

2.1: Grubbs catalyst first generation / toluene / Inert atmosphere

2.2: 36 h / Reflux; Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate / tetrahydrofuran; toluene / 6 h / 90 °C / Inert atmosphere

With Grubbs catalyst first generation; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; toluene; 3.1: Suzuki-Miyaura cross-coupling reaction;

DOI:10.1055/s-0030-1260009

Reference yield:

3-Chlor-3-(4-iodphenyl)-acrolein (55404-82-5) → 1-ethynyl-4-iodobenzene (766-99-4)

Guidance literature:

With water; sodium hydroxide; In 1,4-dioxane;

DOI:10.1055/s-0030-1260009

upstream raw materials:

4-Iodoacetophenone

N,N-dimethyl-formamide

Downstream raw materials:

[(Z)-3-Chloro-1-hydroxy-3-(4-iodo-phenyl)-allyl]-phosphonic acid dimethyl ester

[(Z)-3-Chloro-1-hydroxy-3-(4-iodo-phenyl)-allyl]-phosphonic acid diethyl ester

hexamethyl benzenehexacarboxylate

dimethyl 4,4''-diiodo-1,1':2',1''-terphenyl-4',5'-dicarboxylate

Refernces