3,5-Dichlorosalicylaldehyde

Base Information

• Chemical Name: 3,5-Dichlorosalicylaldehyde
• CAS No.: 90-60-8
• Molecular Formula: C7H4Cl2O2
• Molecular Weight: 191.014
• Hs Code.: 29121900
• European Community (EC) Number: 202-005-5
• NSC Number: 96393
• UNII: 9K38C4J9W8
• DSSTox Substance ID: DTXSID2059011
• Nikkaji Number: J30.767J
• Wikidata: Q81988640
• ChEMBL ID: CHEMBL2063877
• Mol file: 90-60-8.mol

Synonyms:3,5-Dichlorosalicylaldehyde;90-60-8;3,5-Dichloro-2-hydroxybenzaldehyde;Benzaldehyde, 3,5-dichloro-2-hydroxy-;2-Hydroxy-3,5-dichlorobenzaldehyde;Salicylaldehyde, 3,5-dichloro-;MFCD00003320;3,5-dichloro-2-hydroxy-benzaldehyde;9K38C4J9W8;EINECS 202-005-5;NSC 96393;NSC-96393;3,5-DICHLORO SALICYLAL;NSC96393;3,5-dichlorsalicylaldehyd;Salicylaldehyde,5-dichloro-;3, 5-dichlorosalicylaldehyde;3,5-dichloro-salicylaldehyde;SCHEMBL294059;UNII-9K38C4J9W8;CHEMBL2063877;DTXSID2059011;BDBM111019;3,5-Dichlorosalicylaldehyde, 99%;AMY14635;Benzaldehyde,5-dichloro-2-hydroxy-;3,5-di-chloro-2-hydroxybenzaldehyde;BBL027433;STK038235;AKOS000121474;CS-W015857;PS-3146;NCGC00341599-01;AC-15253;SY036806;D1170;FT-0614577;EN300-21561;AB01332707-02;A843592;AE-646/31214010;3,5-Dichloro-2-hydroxybenzaldehyde, distilled grade;US8614253, .3-50;F2191-0158;Z104501828

Chemical Property of 3,5-Dichlorosalicylaldehyde

Chemical Property:

• Appearance/Colour: pale yellow crystalline powder
• Vapor Pressure: 0.0304mmHg at 25°C
• Melting Point: 95-97 °C(lit.)
• Refractive Index: 1.643
• Boiling Point: 236.7 °C at 760 mmHg
• PKA: 6.27±0.23(Predicted)
• Flash Point: 96.9 °C
• PSA: 37.30000
• Density: 1.547 g/cm³
• LogP: 2.51150
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: ethanol: soluble5%, clear, faintly yellow to greenish-yellow
• Water Solubility.: Insoluble in water. Solubility in methanol is almost transparent.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.9588348
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dichlorosalicylaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C=O)O)Cl)Cl
• Uses: 3,5-Dichlorosalicylaldehyde has been used in the preparation of Schiff base ligands and (RS)-3,5-dichloro-2-[[(1-phenylethyl)imino]methyl]phenol. 3,5-Dichlorosalicylaldehyde has been used in the preparation of:Schiff base ligands(RS)-3,5-dichloro-2-[[(1-phenylethyl)imino]methyl]phenol

Technology Process of 3,5-Dichlorosalicylaldehyde

There total 18 articles about 3,5-Dichlorosalicylaldehyde 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: 85.0%

salicylaldehyde (90-02-8) → 3,5-dichlorosalicyclaldehyde (90-60-8)

Guidance literature:

With chlorine; In acetic acid;

DOI:10.1002/bscb.19800890607

Reference yield: 64.0%

hexamethylenetetramine (100-97-0) + 2,4-dichlorophenol (120-83-2,40477-79-0) → 3,5-dichlorosalicyclaldehyde (90-60-8)

Guidance literature:

With methanesulfonic acid; at 100 ℃; for 1.5h;

Reference yield: 64.0%

methanesulfonic acid (75-75-2,98527-29-8) + 2,4-dichlorophenol (120-83-2,40477-79-0) → 3,5-dichlorosalicyclaldehyde (90-60-8)

Guidance literature:

With hexamethylenetetramine; at 100 ℃; for 1.5h;

upstream raw materials:

ethanol

hexamethylenetetramine

2,4-dichlorophenol

3,5-dichloro-2-hydroxybenzyl alcohol

Downstream raw materials:

N-(3,5-dichloro-2-hydroxy-benzylidene)-sulfanilic acid-[2]pyridylamide

3,5,4'-trichloro-2-hydroxy-trans-chalcone

4-(3,5-dichloro-2-hydroxy-benzylidenamino)-2-hydroxy-benzoic acid

(E)-2,4-dichloro-6-(((2-hydroxyphenyl)imino)methyl)phenol

Refernces

• 1、 Bouchmaa, Najat,Ben Mrid, Reda,Boukharsa, Youness,Nhiri, Mohamed,Ait Mouse, Hassan,Taoufik, Jamal,Ansar, M'hammed,Zyad, Abdelmajid. "Cytotoxicity of new pyridazin-3(2H)-one derivatives orchestrating oxidative stress in human triple-negative breast cancer (MDA-MB-468)". . . Retrieved 2018/11/02.
• 2、 Li, Li-Jun,Yan, Qin-Qin,Liu, Guo-Jun,Yuan, Zhen,Lv, Zhen-Hua,Fu, Bin,Han, Yan-Jun,Du, Jian-Long. "Synthesis characterization and cytotoxicity studies of platinum(II) complexes with reduced amino pyridine schiff base and its derivatives as ligands". . p. 1081 - 1089. Retrieved 2017/05/29.