3-Nonanone

Base Information

• Chemical Name: 3-Nonanone
• CAS No.: 925-78-0
• Molecular Formula: C9H18 O
• Molecular Weight: 142.241
• Hs Code.: 2914190090
• European Community (EC) Number: 213-125-2
• UNII: 00C380UHNL
• DSSTox Substance ID: DTXSID1061289
• Nikkaji Number: J121.213C
• Wikidata: Q27231338
• Metabolomics Workbench ID: 5459
• Mol file: 925-78-0.mol

Synonyms:3-NONANONE;nonan-3-one;925-78-0;Ethyl hexyl ketone;Ethyl n-hexyl ketone;n-Hexyl ethyl ketone;FEMA No. 3440;3-Nonanone (natural);UNII-00C380UHNL;00C380UHNL;EINECS 213-125-2;AI3-36117;FEMA 3440;Octanone, methyl-;nonan - 3 - one;3-Nonanone, 99%;3-NONANONE [FHFI];77110-38-4;SCHEMBL104700;3-Nonanone, >96%, FG;DTXSID1061289;CHEBI:179605;LMFA12000053;MFCD00009541;AKOS009158321;3-Nonanone, analytical reference material;AS-56339;3-Nonanone, natural (US), >=97%, FG;CS-0330265;FT-0626191;N0253;D91660;EN300-7068969;Q27231338

Chemical Property of 3-Nonanone

Chemical Property:

• Appearance/Colour: CLEAR COLOURLESS TO LIGHT YELLOW LIQUID
• Vapor Pressure: 0.551mmHg at 25°C
• Melting Point: -8 °C
• Refractive Index: n20/D 1.42(lit.)
• Boiling Point: 187-188 °C(lit.)
• Flash Point: 67.8°C
• PSA: 17.07000
• Density: 0.816g/cm³
• LogP: 2.93590
• Storage Temp.: Store below +30°C.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 142.135765193
• Heavy Atom Count: 10
• Complexity: 86.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Nonanone >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CCCCCCC(=O)CC
• Description: 3-Nonanone has a pungent, leafy, herbaceous, and fruity odor. May be synthesized by prolonged boiling of 0-propionic acid triethyl ester with excess hexylmagnesium bromide in ether under a nitrogen atmosphere.
• Uses: 3-Nonanone has been used as internal standard in determination of significant volatile components of pacharan (alcoholic beverage).

Technology Process of 3-Nonanone

There total 60 articles about 3-Nonanone 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%

nonan-3-ol (185019-15-2) → 3-nonanone (925-78-0)

Guidance literature:

With sodium hypochlorite; sodium hydrogencarbonate; potassium bromide; [4-(TEMPO-4-yloxymethyl)-1H-[1,2,3]triazol-1-ylmethyl]-PS; In dichloromethane; at 0 ℃; for 5h;

DOI:10.1002/adsc.200606043

Reference yield: 86.0%

1-hexene (592-41-6,25067-06-5) + hex-3-yne (928-49-4) + benzaldehyde (100-52-7) → 3-nonanone (925-78-0) + propiophenone (495-40-9)

Guidance literature:

With 3-methylpyridin-2-ylamine; Wilkinson's catalyst; hexan-1-amine; 4-trifluoromethylbenzoic acid; water; In toluene; at 150 ℃; for 24h;

DOI:10.1055/s-0029-1218000

Reference yield: 82.0%

1-hexene (592-41-6,25067-06-5) + α-methyl-trans-cinnamaldehyde (15174-47-7) → 3-nonanone (925-78-0) + Heptanophenone (1671-75-6)

Guidance literature:

1-hexene; α-methyl-trans-cinnamaldehyde; With 3-methylpyridin-2-ylamine; Wilkinson's catalyst; 4-trifluoromethylbenzoic acid; cyclohexylamine; In toluene; at 130 ℃; for 12h;

With hydrogenchloride; water; In tetrahydrofuran;

DOI:10.1002/asia.201100298

upstream raw materials:

nonan-3-ol

ethyl iodide

Heptanoic acid chloride

1-hexene

Downstream raw materials:

(R)-3-((S)-3-oxononan-2-yl)-5,5-diphenylmorpholin-2-one

(S)-nonan-3-ol

(R)-3-nonanol

(1R,2R)-1-hydroxy-2-methyl-1-(3-nitrophenyl)nonan-3-one

Refernces

• 1、 Lee, Chang-Hee,Jun, Chul-Ho. "Chelation-Assisted C-H and C-C Bond Activation of Allylic Alcohols by a Rh(I) Catalyst under Microwave Irradiation". . p. 736 - 741. Retrieved 2017/11/27.
• 2、 Takada, Yuki,Caner, Joaquim,Kaliyamoorthy, Selvam,Naka, Hiroshi,Saito, Susumu. "Photocatalytic Transfer Hydrogenolysis of Allylic Alcohols on Pd/TiO2: A Shortcut to (S)-(+)-Lavandulol". supporting information. p. 18025 - 18032. Retrieved 2017/12/08.