Citronellyl acetate

Base Information

• Chemical Name: Citronellyl acetate
• CAS No.: 150-84-5
• Deprecated CAS: 67650-82-2
• Molecular Formula: C12H22O2
• Molecular Weight: 198.305
• Hs Code.: 29153900
• European Community (EC) Number: 205-775-0
• NSC Number: 4893
• UNII: IZ420RT3OY
• DSSTox Substance ID: DTXSID5051739
• Nikkaji Number: J2.964E
• Wikidata: Q27138814
• RXCUI: 2056062
• ChEMBL ID: CHEMBL1453648
• Mol file: 150-84-5.mol

Synonyms:citronellyl acetate;citronellyl acetate, (S)-isomer

Chemical Property of Citronellyl acetate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1.97Pa at 20℃
• Melting Point: 17.88°C (estimate)
• Refractive Index: n20/D 1.445(lit.)
• Boiling Point: 258.5 °C at 760 mmHg
• Flash Point: 88.2 °C
• PSA: 26.30000
• Density: 0.885 g/cm³
• LogP: 3.32210
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: PRACTICALLY INSOLUBLE
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 198.161979940
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Citronellyl Acetate >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25-37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CCC=C(C)C)CCOC(=O)C
• Uses: Citronellyl acetate is used as a reactant, and oxidized by ruthenium tetroxide catalyst in presence of acetonitrile. Perfumery, flavoring.

Technology Process of Citronellyl acetate

There total 22 articles about Citronellyl acetate 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%

Citronellol (106-22-9) + acetic anhydride (108-24-7) → citronellyl-acetate (150-84-5,67650-82-2)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃;

DOI:10.1271/bbb.66.582

Reference yield: 99.9%

Citronellol (106-22-9) + acetic acid (64-19-7,77671-22-8) → citronellyl-acetate (150-84-5,67650-82-2)

Guidance literature:

With Candida antarctica lipase B; at 50 ℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;

DOI:10.1039/c2gc36081k

Reference yield: 98.0%

(S)-3,7-dimethyl-6-octen-1-ol (7540-51-4) + acetic anhydride (108-24-7) → citronellyl-acetate (150-84-5,67650-82-2)

Guidance literature:

With pyridine; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1021/jf9015416

upstream raw materials:

Citronellol

8-acetoxy-2,6-dimethyl-3-methylseleno-2-hydroxyoctane

acetic anhydride

N-Acetylimidazole

Downstream raw materials:

Citronellol

(E)-2,6-dimethyl-oct-2-ene-1,8-diol

3,7-dimethyloctyl acetate

3,7-dimethyl-7-trifluoroacetoxyoctyl acetate

Refernces

• 1、 Hagiwara, Hisahiro,Morohashi, Kimie,Suzuki, Toshio,Ando, Masayoshi,Yamamoto, Isao,Kato, Michiharu. "Solid state acetylation with acetylimidazole: Selective protection of primary alcohols and phenols". . p. 2001 - 2006. Retrieved 1998.
• 2、 -. "LUMINALLY-ACTING N-(PIPERIDIN-4-YL)BENZAMIDE DERIVATIVES". Paragraph 0219; 0220. . Retrieved 2021/11/13.
• 3、 Talukdar, Ranadeep. "IrIII-Catalyzed direct syntheses of amides and esters using nitriles as acid equivalents: A photochemical pathway". supporting information. p. 5303 - 5308. Retrieved 2020/04/17.