Cholesteryl benzoate

Base Information

• Chemical Name: Cholesteryl benzoate
• CAS No.: 604-32-0
• Deprecated CAS: 364375-77-9,2214285-39-7,904830-50-8
• Molecular Formula: C34H50O2
• Molecular Weight: 490.77
• Hs Code.: 29163100
• European Community (EC) Number: 210-064-3
• UNII: N09H13SHLB
• DSSTox Substance ID: DTXSID10897509
• Nikkaji Number: J40.545K
• Wikipedia: Cholesteryl_benzoate
• Wikidata: Q1069880
• Mol file: 604-32-0.mol

Synonyms:cholesteryl benzoate;cholesteryl benzoate, (3alpha)-isomer

Chemical Property of Cholesteryl benzoate

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1E-12mmHg at 25°C
• Melting Point: 148-150 °C(lit.)
• Refractive Index: 1.547
• Boiling Point: 563.6 °C at 760 mmHg
• Flash Point: 213.1 °C
• PSA: 26.30000
• Density: 1.04 g/cm³
• LogP: 9.25340
• Storage Temp.: -20°C Freezer
• Solubility.: INSOLUBLE
• Water Solubility.: INSOLUBLE
• XLogP3: 10.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 490.381080833
• Heavy Atom Count: 36
• Complexity: 806

Purity/Quality:

99% ^*data from raw suppliers

Cholesterol Benzoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Cholesterol and Derivatives
• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C5=CC=CC=C5)C)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)C5=CC=CC=C5)C)C
• Uses: Pharmaceutic aid (emulsifying agent) Cholesteryl benzoate (CB) is a structure directing agent which can be used in the growth of oriented lithium iron phosphate (LiFePO4) for the fabrication of lithium ion batteries. It can be used in the fabrication of polymer dispersed liquid crystals (PDLC) which show liquid crystallinity by cooling the material from the isotropic phase.

Technology Process of Cholesteryl benzoate

There total 56 articles about Cholesteryl benzoate 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: 97.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + cholesterol (57-88-5) → cholesteryl benzoate (604-32-0)

Guidance literature:

With iron(III)-acetylacetonate; In n-heptane; at 105 ℃; for 30h; Inert atmosphere;

DOI:10.1016/j.tet.2011.01.009

Reference yield: 96.0%

cholesterol (57-88-5) + N-benzyl-N-(tert-butoxycarbonyl)-benzamide (85909-02-0) → cholesteryl benzoate (604-32-0)

Guidance literature:

With sodium t-butanolate; In toluene; at 150 ℃; for 24h; Sealed tube;

DOI:10.1007/s11426-020-9883-3

Reference yield: 95.0%

cholesterol (57-88-5) + Benzoyltriazole → cholesteryl benzoate (604-32-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 4h; Ambient temperature;

DOI:10.1021/jo00116a048

upstream raw materials:

cholesterol

N-benzoylbenzamide

7α-bromocholest-5-en-3β-ol benzoate

benzoyl chloride

Downstream raw materials:

7-thiocyanatocholest-5-en-3β-ol benzoate

cholest-5-ene

24-oxo-3β-cholesteryl benzoate

3β-Benzoyloxy-cholest-5-en-16-on

Refernces

• 1、 v. Lippmann. "-". . p. 1210,1212. Retrieved 1899.
• 2、 Doiuchi, Daiki,Fujii, Yui,Hirai, Go,Igawa, Kazunobu,Makino, Kana,Takeda, Daiki,Tomooka, Katsuhiko,Uchida, Tatsuya,Yoritate, Makoto. "Preparation of oxysterols by c–h oxidation of dibromocholestane with ru(Bpga) catalyst". supporting information. . Retrieved 2022/01/04.
• 3、 Zheng, Lei,Sun, Chen,Xu, Wenhao,Dushkin, Alexandr V.,Polyakov, Nikolay,Su, Weike,Yu, Jingbo. "Mechanically induced solvent-free esterification method at room temperature". . p. 5080 - 5085. Retrieved 2021/02/05.