7289-52-3

Basic information

• Product Name: 1-METHOXYDECANE
• Synonyms: N-DECANYL METHYL ETHER;1-methoxy-decan;2-oxadodecane;Decane, 1-methoxy-;Ether, decyl methyl;ether,decylmethyl;Methyl decyl ether;Methyl n-decyl ether
• CAS NO: 7289-52-3
• Molecular Formula: C₁₁H₂₄O
• Molecular Weight: 172.31
• EINECS: 230-718-1
• Product Categories: Anisoles, Alkyloxy Compounds & Phenylacetates;Aliphatics
• Mol File: 7289-52-3.mol
• Article Data: 14

Chemical Properties

• Melting Point: 189 °C
• Boiling Point: 202.66°C (estimate)
• Flash Point: 72.9 °C
• Appearance: colorless clear liquid
• Density: 0.7977 (estimate)
• Refractive Index: 1.4102 (estimate)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 1-METHOXYDECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHOXYDECANE(7289-52-3)
• EPA Substance Registry System: 1-METHOXYDECANE(7289-52-3)

Safety Data

• Hazardous Substances Data: 7289-52-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 7289-52-3 differently. You can refer to the following data:
1. Fragrance/Aroma compound with a fresh scent. Decyl Methyl Ether is a fatty ether used as a possible diesel fuel extender.
2. 1-METHOXYDECANE is a fatty ether used as a possible diesel fuel extenders.

InChI:InChI=1S/C11H24O/c1-3-4-5-6-7-8-9-10-11-12-2/h3-11H2,1-2H3

Synthetic route

n-octylmagnesium chloride (38841-98-4) + 2-Bromoethyl methyl ether (6482-24-2) → 1-methoxydecane (7289-52-3)

Conditions	Yield
With [((Me)NN2)NiCl] In tetrahydrofuran; ISOPROPYLAMIDE at -35 - 20℃; Inert atmosphere;	98%

1,1-dimethoxy decane (7779-41-1) → 1-methoxydecane (7289-52-3)

Conditions	Yield
With triethylsilane; Naftion-H (perfluororesinsulfonic acid) In dichloromethane for 2h; Heating;	95.3%

1-Decanol (112-30-1) + methyl iodide (74-88-4) → 1-methoxydecane (7289-52-3)

Conditions	Yield
With potassium hydroxide at 20℃; for 14h; Methylation;	95%
With mercury(II) oxide In toluene at 20℃; for 12h;	93%
tetra(n-butyl)ammonium hydrogensulfate at 40 - 45℃;

methanol (67-56-1) + Decyl phenyl selenide (61539-89-7) → 1-methoxydecane (7289-52-3)

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid at 20℃;	87%

1-bromo dodecane (112-29-8) + sodium methylate (124-41-4) → 1-methoxydecane (7289-52-3)

Conditions	Yield
In methanol at 25℃; for 42h; Temperature;	81.1%

sodium methylate (124-41-4) + (decylselenonyl)benzene (98750-95-9) → 1-methoxydecane (7289-52-3)

Conditions	Yield
In methanol at 20℃; for 3h;	73%

1-bromo dodecane (112-29-8) + potassium methanolate (865-33-8) → 1-methoxydecane (7289-52-3) + 1-Decene (872-05-9)

Conditions	Yield
In methanol at 25℃; for 48h;	A 46% B 35%
In methanol; dimethyl sulfoxide at 20℃; Rate constant; estimation H--function;	A n/a B 18.6%

benzene-1,3-dicarbonitrile (626-17-5) + C12H23O3(1-)*Na(1+) (1104380-58-6) + phenanthrene (85-01-8) → 1-methoxydecane (7289-52-3) + 3-(10-methoxydecyl)-1-cyanobenzene (1104380-72-4) + 4-(10-methoxydecyl)-1,3-dicyanobenzene (1104380-73-5) + 9-(9,10-dihydro)phenanthrenecarbonitrile (56666-55-8)

Conditions	Yield
In water; acetonitrile at 20℃; for 6h; Inert atmosphere; Irradiation;	A 26% B 4% C 11% D 1%

terephthalonitrile (623-26-7) + C12H23O3(1-)*Na(1+) (1104380-58-6) + phenanthrene (85-01-8) → 1-methoxydecane (7289-52-3) + 4-(10-methoxydecyl)-1-cyanobenzene (1104380-67-7) + 9-(9,10-dihydro)phenanthrenecarbonitrile (56666-55-8)

Conditions	Yield
In water; acetonitrile at 20℃; for 6h; Inert atmosphere; Irradiation;	A 8% B 25% C 1%

C12H23O3(1-)*Na(1+) (1104380-58-6) + phenanthrene (85-01-8) + phthalonitrile (91-15-6) → 1-methoxydecane (7289-52-3) + 2-(10-methoxydecyl)-1-cyanobenzene (1104380-70-2) + 4-(10-methoxydecyl)-1,2-dicyanobenzene (1104380-71-3) + 9-(9,10-dihydro)phenanthrenecarbonitrile (56666-55-8)

Conditions	Yield
In water; acetonitrile at 20℃; for 6h; Inert atmosphere; Irradiation;	A 20% B 24% C 5% D 1%

1-Decanol (112-30-1) + 1-methyl pyridinium iodide (930-73-4) → decyl ether (2456-28-2) + 1-methoxydecane (7289-52-3) + 1-Decene (872-05-9)

Conditions	Yield
at 220℃;
at 200℃;

methanol (67-56-1) + 1-bromo dodecane (112-29-8) → 1-methoxydecane (7289-52-3)

Conditions	Yield
(i) HgO, aq. HClO4, (ii) /BRN= 1735227/; Multistep reaction;

1-bromo dodecane (112-29-8) + potassium methanolate (865-33-8) → 1-methoxydecane (7289-52-3)

Conditions	Yield
In methanol; dimethyl sulfoxide at 20℃; Rate constant; effect of 18-crown-6;
In methanol; dimethyl sulfoxide at 20℃; Rate constant; estimation H--function;

1-Decanol (112-30-1) + dimethyl sulfate (77-78-1) → 1-methoxydecane (7289-52-3)

Conditions	Yield
aluminum oxide In cyclohexane for 2h; Heating; Yield given;

diazomethane (186581-53-3, 908094-01-9) + 1-Decanol (112-30-1) → 1-methoxydecane (7289-52-3)

Conditions	Yield
silica gel Ambient temperature;	99 % Chromat.

dimethyl sulfate (77-78-1) + sodium decylate → 1-methoxydecane (7289-52-3)

Conditions	Yield
With benzene

(decylselenonyl)benzene (98750-95-9) → 1-methoxydecane (7289-52-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: 62 percent / PI3 / CHCl3 / 0.5 h / 0 °C 2: 87 percent / m-CPBA / 20 °C View Scheme

methanol (67-56-1) + 1-bromo dodecane (112-29-8) + N,N-dimethyldecylamine (1120-24-7) → 1-Decanol (112-30-1) + 1-methoxydecane (7289-52-3) + 1-Decene (872-05-9) + N,N-didecyl-N,N-dimethylammonium bromide (2390-68-3)

Conditions	Yield
at 65 - 142℃; Product distribution / selectivity;
With sodium hydroxide at 65 - 142℃; Product distribution / selectivity;

1-Decanol (112-30-1) + carbonic acid dimethyl ester (616-38-6) → 1-methoxydecane (7289-52-3)

Conditions	Yield
With fixed bed acidic PURALOX NWa-155 γ-alumina at 219℃; under 760.051 Torr; Automated supercritical flow reactor;	90 %Chromat.

1-methoxydecane (7289-52-3) → Methyl decanoate (110-42-9) + n-decyl methanoate (5451-52-5)

Conditions	Yield
With sodium periodate; ruthenium trichloride In tetrachloromethane; water; acetonitrile for 8h; Ambient temperature;	A 83% B n/a

1-methoxydecane (7289-52-3) → decane (124-18-5)

Conditions	Yield
With chloro-trimethyl-silane; acetic acid; sodium iodide; zinc In acetonitrile Product distribution; 1.) 70 - 75 deg C, 1.5 h; 2.) 75 - 85 deg C, 4.5 h; various ethers;	82%

1-methoxydecane (7289-52-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → methane (34557-54-5) + 2-(decyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions	Yield
With [RhCl2(p-cymene)]2 In neat (no solvent) at 135℃; under 1125.11 Torr; for 24h;	A n/a B 74 %Spectr.

Upstream product

• 112-30-1 1-Decanol 
• 77-78-1 dimethyl sulfate 
• 38841-98-4 n-octylmagnesium chloride 
• 6482-24-2 2-Bromoethyl methyl ether 
• 616-38-6 carbonic acid dimethyl ester 
• 112-29-8 1-bromo dodecane 
• 124-41-4 sodium methylate 
• 1104380-58-6 C₁₂H₂₃O₃^(1-)*Na⁽¹⁺⁾ 
• 85-01-8 phenanthrene 
• 91-15-6 phthalonitrile 
• 623-26-7 terephthalonitrile 
• 626-17-5 benzene-1,3-dicarbonitrile 
• 67-56-1 methanol 
• 1120-24-7 N,N-dimethyldecylamine 

Downstream Products

• 124-18-5 decane 
• 110-42-9 Methyl decanoate 
• 5451-52-5 n-decyl methanoate 

Relevant articles and documents

Hydrochloric acid tests the Uygur logical sequence impurity a last of the ten Heavenly Stems ether preparation method (by machine translation)

The invention discloses a hydrochloric acid tests the Uygur logical sequence impurity a last of the ten Heavenly Stems ether preparation method, specific steps are: sodium methoxide methanol solution to adding 1 - bromo decane, 20 - 30 °C reaction, after the reaction, is added into the medium and reagent, filtering, the filtrate is concentrated, to join the extractant in the concentrate and water, stirring of the liquid, the organic layer dried, filtered, concentrated to obtain yellow oil of, rectification under vacuum to get. The invention using 1 - bromo decane with sodium methoxide methanol solution reaction preparation armor last of the ten Heavenly Stems ether crude, is rectified to make qualified impurity control armor last of the ten Heavenly Stems ether. The invention raw materials are easy, low toxicity, non-harsh reaction conditions, overall the synthetic route is simple, low cost, high yield (70% or more), high purity of the product (99.2% above, wherein impurity 1 - decene content is smaller than 0.1%), can be hydrochloric acid tests the Uygur logical sequence quality control to provide qualified reference substance. (by machine translation)

Nickel-catalyzed cross-coupling of non-activated and functionalized alkyl halides with alkyl grignard reagents

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METHOD FOR THE SYNTHESIS OF QUATERNARY AMMONIUM COMPOUNDS AND COMPOSITIONS THEREOF

A novel manufacturing process is described for producing quaternary ammonium compounds having a selected anion, which may be useful in wood preservative formulations. The process involves reacting a trialkylamine with an alkyl bromide to form a quaternary tetraalkylammonium bromide salt, converting the quaternary tetraalkylammonium bromide salt to a quaternary tetraalkylammonium hydroxide salt by using an ion exchange resin, and converting the quaternary tetraalkylammonium hydroxide salt to the quaternary tetraalkylammonium salt of the selected anion.