Stearoyl chloride

Base Information

• Chemical Name: Stearoyl chloride
• CAS No.: 112-76-5
• Molecular Formula: C18H35ClO
• Molecular Weight: 302.928
• Hs Code.: 29159000
• European Community (EC) Number: 204-004-5
• UNII: MYP8E32GM2
• DSSTox Substance ID: DTXSID9051583
• Nikkaji Number: J110.175G
• Wikidata: Q27284300
• Mol file: 112-76-5.mol

Synonyms:stearoyl chloride

Chemical Property of Stearoyl chloride

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.000106mmHg at 25°C
• Melting Point: 21-22 °C(lit.)
• Refractive Index: 1.4540
• Boiling Point: 347.8 °C at 760 mmHg
• Flash Point: 169.8 °C
• PSA: 17.07000
• Density: 0.906 g/cm³
• LogP: 7.01330
• Storage Temp.: −20°C
• Solubility.: soluble in Toluene,Acetone
• Water Solubility.: hydrolysis
• XLogP3: 8.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 16
• Exact Mass: 302.2376434
• Heavy Atom Count: 20
• Complexity: 204

Purity/Quality:

99% ^*data from raw suppliers

Stearoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-43-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Stearates
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)Cl
• Uses: Stearoyl Chloride is usually used in the synthesis of tumor-associated macrophages and antitumor agents. Stearoyl chloride was used in the synthesis of 4-fluoroceramide. It was also used in the preparation of shimofuridin analogs: 2′-O-(4-O-stearoyl-alpha-L-fucopyranosyl)thymidine and -uridine.

Technology Process of Stearoyl chloride

There total 7 articles about Stearoyl 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: 99.0%

stearic acid (57-11-4) → Stearoyl chloride (112-76-5)

Guidance literature:

With thionyl chloride; In toluene; at 20 ℃; Reflux;

Reference yield: 95.7%

→ Stearoyl chloride (112-76-5)

Guidance literature:

Reference yield: 60.1%

→ 1-(α-Cyclopropylcarbonyl-2-fluorobenzyl)-4-stearoylthiopiperidine (204204-87-5) + Stearoyl chloride (112-76-5)

Guidance literature:

upstream raw materials:

phosgene

stearic acid

oxalyl dichloride

Stearinsaeure-isopropenyl-ester

Downstream raw materials:

1-(piperidin-1-yl)octadecan-1-one

1-[2]furyl-octadecan-1-one

1-[2]thienyl-octadecan-1-one

retinyl stearate

Refernces

• 1、 Hirabayashi et al.. "-". . p. 1002. Retrieved 1964.
• 2、 Rosini, Goffredo,Andreotti, Daniele G.,D'Ambrosio, Primiano,Marotta, Emanuela,Tinarelli, Alessandro,Righi, Paolo. "Synthesis of 1-oxo-1-(3-pyridazinyl) derivatives - Potent inhibitors of Fatty Acid Amide Hydrolase (FAAH): An improved and optimized procedure". . p. 3051 - 3055. Retrieved 2007.
• 3、 Maruo, Sayako,Kuriyama, Isoko,Kuramochi, Kouji,Tsubaki, Kazunori,Yoshida, Hiromi,Mizushina, Yoshiyuki. "Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response". . p. 5803 - 5812. Retrieved 2011.
• 4、 -. "Catalyst for synthesizing acyl chloride compounds and application thereof". Paragraph 0063-0067. . Retrieved 2020/10/20.
• 5、 -. "Sialic acid lipid derivative and preparation method and application thereof". Paragraph 0110-0113. . Retrieved 2019/12/29.