Neryl formate

Base Information

• Chemical Name: Neryl formate
• CAS No.: 105-86-2
• Molecular Formula: C11H18O2
• Molecular Weight: 182.263
• Hs Code.: 38220090
• European Community (EC) Number: 218-401-6
• NSC Number: 21736
• UNII: I0Z8J413XD
• DSSTox Substance ID: DTXSID701014544
• Nikkaji Number: J209.346D
• Metabolomics Workbench ID: 4268
• Mol file: 105-86-2.mol

Synonyms:neryl formate

Chemical Property of Neryl formate

Chemical Property:

• Appearance/Colour: Colorless to light yellow oily liquid
• Vapor Pressure: 0.0154mmHg at 25°C
• Refractive Index: n20/D 1.46(lit.)
• Boiling Point: 256.5 °C at 760 mmHg
• Flash Point: 109.1 °C
• PSA: 26.30000
• Density: 0.908 g/cm³
• LogP: 3.48800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Insoluble
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

Geranyl Formate [for Perfumery] >55.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCOC=O)C)C
• Isomeric SMILES: CC(=CCC/C(=C\COC=O)/C)C
• Description: Geranyl formate has a fresh, green, leafy, rose odor with a bitter taste. Geranyl formate is prepared by direct esterification of geraniol with formic acid.
• Uses: Perfumes and soaps, flavoring, synthetic neroli oil.

Technology Process of Neryl formate

There total 5 articles about Neryl formate 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: 94.0%

formic acid (64-18-6) + Geraniol (106-24-1) → (E)-3,7-dimethyl-2,6-octadien-1-ol, formate (105-86-2)

Guidance literature:

With 1-(2-hydroxycarbonyl)ethyl-3-methyl-3H-imidazolium chloride; at 100 ℃; for 12h; Reagent/catalyst; Temperature; Time; Catalytic behavior; Sealed tube;

Reference yield: 85.0%

Geraniol (106-24-1) + (formyloxy)(acetoxy)phenylmethane (113388-44-6) → (E)-3,7-dimethyl-2,6-octadien-1-ol, formate (105-86-2)

Guidance literature:

With sodium hydrogencarbonate; In neat (no solvent); at 60 ℃; for 16h;

DOI:10.1016/j.tet.2018.09.014

Reference yield:

C12H24O6*C10H17O(1-)*K(1+) → 7-methyl-3-methene-1,6-octadiene (123-35-3) + (E)-3,7-dimethyl-2,6-octadien-1-ol, formate (105-86-2)

Guidance literature:

With carbon monoxide; at 40 ℃; under 37503 Torr; Yield given. Yields of byproduct given; 65-70 h;

DOI:10.1002/hlca.19870700312

upstream raw materials:

formic acid

Geraniol

carbon monoxide

(formyloxy)(acetoxy)phenylmethane

Downstream raw materials:

dihydromyrcene

[(E)-2-((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-vinyl]-benzene

(E/Z)-3,7-dimethyl-2,6-octadienal

Refernces

• 1、 -. "Method for preparing geranyl formate through ionic liquid catalysis". Paragraph 0028-0049. . Retrieved 2021/08/25.
• 2、 Chapman, Robert S.L.,Francis, Molly,Lawrence, Ruth,Tibbetts, Joshua D.,Bull, Steven D.. "Formyloxyacetoxyphenylmethane and 1,1-diacylals as versatile O-formylating and O-acylating reagents for alcohols". . p. 6442 - 6452. Retrieved 2018/10/02.