Salicyloyl chloride

Base Information

• Chemical Name: Salicyloyl chloride
• CAS No.: 1441-87-8
• Molecular Formula: C7H5ClO2
• Molecular Weight: 156.569
• Hs Code.: 2918290000
• European Community (EC) Number: 215-881-9
• UNII: 7V75MM2R8N
• DSSTox Substance ID: DTXSID40162616
• Nikkaji Number: J32.736K
• Mol file: 1441-87-8.mol

Synonyms:Salicyloyl chloride;2-hydroxybenzoyl chloride;1441-87-8;Benzoyl chloride, 2-hydroxy-;2-HYDROXY-BENZOYL CHLORIDE;7V75MM2R8N;EINECS 215-881-9;Salicylsaurechlorid;287492-08-4;salicylic acid chloride;o-hydroxybenzoyl chloride;UNII-7V75MM2R8N;2-Hydroxybenzoic acid chloride;SCHEMBL1442968;2-hydroxybenzenecarbonyl chloride;DTXSID40162616;MFCD11169645;FT-0774535;W-108161;2,4-Cyclohexadien-1-one,6-(chlorohydroxymethylene)-(9ci)

Chemical Property of Salicyloyl chloride

Chemical Property:

• Melting Point: 19°C
• Refractive Index: 1.5812 (estimate)
• Boiling Point: 251.4 °C at 760 mmHg
• PKA: 7.40±0.30(Predicted)
• Flash Point: 105.9 °C
• PSA: 37.30000
• Density: 1.37 g/cm³
• LogP: 1.77120
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.9978071
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

2-HydroxybenzoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)Cl)O
• Uses: 2-Hydroxybenzoyl Chloride reacts with cinnamic acid chloride to form new series of compounds, cinnamamide and 2-hydroxy-N-arylbenzamide derivatives which exhibits anti-proliferative effect on isolated pulmonary arterial smooth muscle cells. Also, it is an intermediate used in the synthesis of Merethoxylline Procaine (M225580), which is a mercurial diuretic.

Technology Process of Salicyloyl chloride

There total 13 articles about Salicyloyl chloride 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%

salicylic acid (69-72-7,25496-36-0,8052-31-1) → salicyloyl chloride (1441-87-8)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In toluene; at 50 ℃; for 2.5h;

Reference yield:

tetrachloromethane (56-23-5) + phenol (108-95-2,27073-41-2) → (trichloromethoxy)benzene (34888-05-6) + Phenyl 4-hydroxybenzoate (17696-62-7) + phenyl Salicylate (118-55-8) + salicyloyl chloride (1441-87-8)

Guidance literature:

for 5h; Yield given. Yields of byproduct given; Irradiation;

DOI:10.1016/0040-4020(95)00235-Z

Reference yield:

sodium salicylate (54-21-7) → salicyloyl chloride (1441-87-8)

Guidance literature:

With thionyl chloride;

upstream raw materials:

phosgene

sodium salicylate

toluene

salicylic acid

Downstream raw materials:

(2-hydroxyphenyl)(piperidin-1-yl)methanone

salicylic acid-[8]quinolyl ester

4-Salicyloylamino-antipyrin

N-benzyl-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-salicylamide

Refernces

• 1、 Sivala, Munichandra Reddy,Chintha, Venkataramaiah,Potla, Krishna Murthy,Kerru, Nagaraju,Chinnam, Sivakoteswararao,Devineni, Subba Rao,Salam J. J, Titinchi,Chinnam, Sampath,Chamarthi, Naga Raju. "Design and synthesis of novel 1,3,2-benzoxazaphosphinine-2-one derivatives: an in?vitro biological evaluation and in silico approaches". . p. 548 - 558. Retrieved 2021.
• 2、 Chen, Minggui,Hu, Xinqi,Fu, Meilong. "Novel synthesis of a new surfactant 4-((4-bromophenyl)(dodecyl)amino)-4- oxobutanoic acid containing a benzene ring using a copper catalyst cross-coupling reaction and its properties". . p. 581 - 585. Retrieved 2013.
• 3、 Brel’,Spasov,Lisina,Popov,Kucheryavenko,Litvinov,Salaznikova,Rashchenko. "Uracil Hydroxybenzamides as Potential Antidiabetic Prodrugs". . p. 511 - 515. Retrieved 2019.
• 4、 Brel, A. K.,Budaeva, Yu. N.,Lisina, S. V.. "Hydroxybenzoyl Chlorides in the Synthesis of Conjugates with Biologically Active Dipeptides". . p. 540 - 544. Retrieved 2021/06/02.