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14433-76-2

14433-76-2

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14433-76-2 Usage

Uses

N,N-Dimethyldecanamide is used in pharmaceutical, agrochemicals, veterinary drug and intermediate for organic synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 14433-76-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,4,3 and 3 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 14433-76:
(7*1)+(6*4)+(5*4)+(4*3)+(3*3)+(2*7)+(1*6)=92
92 % 10 = 2
So 14433-76-2 is a valid CAS Registry Number.
InChI:InChI=1/C12H25NO/c1-4-5-6-7-8-9-10-11-12(14)13(2)3/h4-11H2,1-3H3

14433-76-2 Well-known Company Product Price

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  • Alfa Aesar

  • (L08731)  N,N-Dimethyldecanamide, 98%   

  • 14433-76-2

  • 5g

  • 854.0CNY

  • Detail

  • Alfa Aesar

  • (L08731)  N,N-Dimethyldecanamide, 98%   

  • 14433-76-2

  • 25g

  • 3550.0CNY

  • Detail

14433-76-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N-Dimethyldecanamide

1.2 Other means of identification

Product number -
Other names N,N-dimethyldecanamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Agricultural chemicals (non-pesticidal),Intermediates,Surface active agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14433-76-2 SDS

14433-76-2Synthetic route

octanol
111-87-5

octanol

N,N-dimethyl acetamide
127-19-5

N,N-dimethyl acetamide

N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

Conditions
ConditionsYield
With C19H26ClIrNOP; potassium tert-butylate In toluene at 80℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;94%
With C29H55IrN3P2(1+)*Cl(1-); potassium tert-butylate In toluene at 120℃; for 15h; Schlenk technique; Inert atmosphere; Glovebox;76%
With C20H37ClN2OPRu; potassium tert-butylate In neat liquid at 140℃; for 24h; Inert atmosphere;36%
n-decanoyl chloride
112-13-0

n-decanoyl chloride

dimethyl amine
124-40-3

dimethyl amine

N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

Conditions
ConditionsYield
In benzene at 20℃;93%
In benzene 1.) 0 deg C, 1 h, 2.) r.t., 1 h;
N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

n-decanoyl chloride
112-13-0

n-decanoyl chloride

N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;76%
1-decanoic acid
334-48-5

1-decanoic acid

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(II) perchlorate hexahydrate at 100℃; for 6h;65%
S-phenyl decanethioate
51892-25-2

S-phenyl decanethioate

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

Conditions
ConditionsYield
With lithium perchlorate Electrochemical reaction;32 % Spectr.
1-decanoic acid
334-48-5

1-decanoic acid

dimethyl amine
124-40-3

dimethyl amine

N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

Conditions
ConditionsYield
Stage #1: 1-decanoic acid; dimethyl amine In water
Stage #2: In water at 240℃; under 15001.5 Torr; for 0.166667h; Product distribution / selectivity; Microvawe irradiation;
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

1-dimethylaminodecyl-1,1-bisphosphonic acid
1196877-69-6

1-dimethylaminodecyl-1,1-bisphosphonic acid

Conditions
ConditionsYield
Stage #1: N,N-dimethyldecanamide With phosphorous acid; phosphorus trichloride at 70℃; for 2h;
Stage #2: With water for 2h;		100%
Stage #1: N,N-dimethyldecanamide With phosphorous acid; phosphorus trichloride at 70℃; for 12h;
Stage #2: With water for 2h;		100%
Stage #1: N,N-dimethyldecanamide With phosphonic Acid; phosphorus trichloride at 70℃; for 2h;
Stage #2: With water at 100℃; for 3h;		100%
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

N,N-dimethyldecylamine
1120-24-7

N,N-dimethyldecylamine

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate; [Ru(1,1,1-tris(di(3,5-dimethoxyphenyl)phosphino-methyl)ethane)(trimethylenemethane)]; hydrogen In tetrahydrofuran at 160℃; under 75007.5 Torr; for 16h;97%
With 9-borabicyclo[3.3.1]nonane In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;88%
With n-pentyl methyl ketone; Dimethylphenylsilane; triethylamine; (μ3;η2;η3;η5-acenaphthylene)Ru3(CO)7 In various solvent(s) at 20℃; for 2h;79%
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

1-((5-phenylpent-1-en-2-yl)oxy)pyridin-1-ium bis((trifluoromethyl)sulfonyl)amide

1-((5-phenylpent-1-en-2-yl)oxy)pyridin-1-ium bis((trifluoromethyl)sulfonyl)amide

2-oxo-5-phenylpentyl decanoate

2-oxo-5-phenylpentyl decanoate

Conditions
ConditionsYield
With water In toluene at 80℃; for 3h;85%
With water at 60℃; for 18h;85%
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

C2F6NO4S2(1-)*C14H20NO(1+)

C2F6NO4S2(1-)*C14H20NO(1+)

3-cyclohexyl-2-oxopropyl decanoate

3-cyclohexyl-2-oxopropyl decanoate

Conditions
ConditionsYield
With water at 60℃; for 20h;85%
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

N,N-dimethyldecane-1-amine hydrochloride
10237-16-8

N,N-dimethyldecane-1-amine hydrochloride

Conditions
ConditionsYield
Stage #1: N,N-dimethyldecanamide With bis(cyclopentadienyl)dihydrozirconium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 20℃; under 760.051 Torr; for 12h; Inert atmosphere;
Stage #2: With hydrogenchloride In diethyl ether Inert atmosphere;		83%
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

dimethyl(phenyl)silyllithium
3839-31-4

dimethyl(phenyl)silyllithium

decanoyldimethyl(phenyl)silane
125828-13-9

decanoyldimethyl(phenyl)silane

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; for 1.5h;82%
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

lithium sodium dianion of methyl acetoacetate
64670-05-9

lithium sodium dianion of methyl acetoacetate

methyl 3,5-dioxotetradecanoate
100420-13-1

methyl 3,5-dioxotetradecanoate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78 - 0℃; for 2h;74%
With boron trifluoride diethyl etherate; silica gel 1.)tetrahydrofuran, -78 --> 0 deg C, 2 h, 2.)room temp., overnight; Yield given. Multistep reaction;
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

α-(dimethylamino)decyl cyanide
223801-43-2

α-(dimethylamino)decyl cyanide

Conditions
ConditionsYield
Stage #1: N,N-dimethyldecanamide With bis(triphenylphosphine)iridium(I) carbonyl chloride In toluene at 20℃; for 0.0833333h;
Stage #2: With 1,1,3,3-Tetramethyldisiloxane In toluene at 20℃; for 0.0833333h;
Stage #3: With trimethylsilyl cyanide In toluene at 20℃; for 0.5h;		72%
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

aniline
62-53-3

aniline

decananilide
15473-32-2

decananilide

Conditions
ConditionsYield
With sodium t-butanolate In neat (no solvent) at 80℃; for 12h; Temperature; Inert atmosphere; Glovebox;72%
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

benzylmagnesium chloride
6921-34-2

benzylmagnesium chloride

C19H33N

C19H33N

Conditions
ConditionsYield
Stage #1: N,N-dimethyldecanamide With bis(triphenylphosphine)carbonyliridium(I) chloride; 1,1,3,3-Tetramethyldisiloxane In dichloromethane at 20℃; for 0.333333h;
Stage #2: benzylmagnesium chloride at -78 - 20℃; for 4h;		58%
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

1-Decanol
112-30-1

1-Decanol

Conditions
ConditionsYield
With ethanol; sodium In hexane; paraffin oil at 0℃; for 0.0833333h; Inert atmosphere;42%
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

2-octyl-3-oxo-dodecanoic acid dimethylamide
113860-70-1

2-octyl-3-oxo-dodecanoic acid dimethylamide

Conditions
ConditionsYield
With trichlorophosphate; benzene
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

aniline
62-53-3

aniline

N,N-dimethyl-N'-phenyl-decanamidine
110357-22-7

N,N-dimethyl-N'-phenyl-decanamidine

Conditions
ConditionsYield
With trichlorophosphate; benzene
pyrrole
109-97-7

pyrrole

N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

1-(1H-pyrrol-2-yl)decan-1-one
89789-55-9

1-(1H-pyrrol-2-yl)decan-1-one

Conditions
ConditionsYield
With sodium hydroxide; water; trichlorophosphate 1) benzene, 18 h, 20 deg C, 2) 1 h, 20 deg C; Yield given. Multistep reaction;
1-Heptyne
628-71-7

1-Heptyne

N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

Heptadec-6-yn-8-one
84907-65-3

Heptadec-6-yn-8-one

Conditions
ConditionsYield
Yield given. Multistep reaction;
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

A

1-Decanol
112-30-1

1-Decanol

B

N,N-dimethyldecylamine
1120-24-7

N,N-dimethyldecylamine

Conditions
ConditionsYield
With sodium dimethylaminoborohydride In tetrahydrofuran at 66℃; for 55h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With ethanol; sodium In hexane at 0℃; for 0.333333h; Inert atmosphere; Overall yield = 73 %; Overall yield = 57.8 mg; chemoselective reaction;
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

phenylacetylene
536-74-3

phenylacetylene

1-Phenyl-3-oxododec-1-yne
84907-66-4

1-Phenyl-3-oxododec-1-yne

Conditions
ConditionsYield
Yield given. Multistep reaction;
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

((E)-Dec-1-enyl)-dimethyl-amine

((E)-Dec-1-enyl)-dimethyl-amine

Conditions
ConditionsYield
With titanium(IV) isopropylate; diphenylsilane at 20℃; Yield given;
2,4-dithiapentane
1618-26-4

2,4-dithiapentane

N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

1,1-Bis-methylsulfanyl-undecan-2-one

1,1-Bis-methylsulfanyl-undecan-2-one

Conditions
ConditionsYield
With n-butyllithium 1) THF, hexane, -78 deg C, 2) THF, hexane, -78 deg C, 30 min; Yield given. Multistep reaction;
2,4-dithiapentane
1618-26-4

2,4-dithiapentane

N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

1,1,1-Tris-methylsulfanyl-undecan-2-one
171897-83-9

1,1,1-Tris-methylsulfanyl-undecan-2-one

Conditions
ConditionsYield
Yield given. Multistep reaction;
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

caprinaldehyde
112-31-2

caprinaldehyde

Conditions
ConditionsYield
With bis-(1,2-dimethylpropyl)borane In tetrahydrofuran; dodecane at 25℃;85 % Chromat.
Multi-step reaction with 2 steps
1: Ti(O-i-Pr)4, Ph2SiH2 / 20 °C
2: 1 M aq. HCl / tetrahydrofuran / 20 °C
View Scheme
With C11H25AlNO4(1-)*Na(1+) In tetrahydrofuran; toluene at 0 - 20℃; for 0.5h;> 99 %Chromat.
With benzoic acid ethyl ester; copper diisobutyl-t-butoxyaluminum hydride In tetrahydrofuran at 20℃; for 12h; Reagent/catalyst; Inert atmosphere; chemoselective reaction;> 99 %Chromat.
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

(Z)-N,N,N',N'-Tetramethyl-icos-10-ene-10,11-diamine

(Z)-N,N,N',N'-Tetramethyl-icos-10-ene-10,11-diamine

Conditions
ConditionsYield
With dimethyl(phenyl)silyl lithium In tetrahydrofuran at -78 - -20℃; for 1h;
With dimethyl(phenyl)silyl lithium In tetrahydrofuran at -78 - -20℃; for 2h;
N,N-dimethyldecanamide
14433-76-2

N,N-dimethyldecanamide

11-(N,N-dimethyl)amino-10-eicosanone

11-(N,N-dimethyl)amino-10-eicosanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: PhMe2SiLi / tetrahydrofuran / 2 h / -78 - -20 °C
2: 243 mg / aq. HCl / 18 h / 70 °C
View Scheme
Multi-step reaction with 2 steps
1: PhMe2SiLi / tetrahydrofuran / 1 h / -78 - -20 °C
2: H2O, HCl
View Scheme

14433-76-2Relevant articles and documents

-

Needles,H.L.,Whitfield,R.E.

, p. 989 - 990 (1966)

-

METHOD FOR PRODUCING AMIDE COMPOUND

-

Paragraph 0030; 0033-0037; 0044-0045, (2021/09/17)

PROBLEM TO BE SOLVED: To provide a method whereby, while using a catalyst that contains a transition metal and can be relatively easily synthesized, even with a small amount of the transition metal, an amide compound can be produce efficiently by the α-alkylation of the amide compound. SOLUTION: A method for producing an amide compound includes the step of: causing a primary alcohol compound and an amide compound to react with each other in a reaction liquid containing a transition metal nanoparticle (M-NPs) of at least one of a ruthenium nanoparticle or an iridium nanoparticle, and a base, to produce an amide compound. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

A highly efficient catalytic α-alkylation of unactivated amides using primary alcohols

Yao, Wubing,Ma, Xiaochen,Guo, Le,Jia, Xiangqing,Hu, Aiguo,Huang, Zheng

supporting information, p. 2919 - 2921 (2016/06/13)

The α-alkylation of unactivated amides with alcohols is described. Using a NCP-type pincer Ir complex as the precatalyst and KOtBu as the base, the reactions of secondary or tertiary acetamides with benzyl or nonbenzyl primary alcohols occur at 80 °C, furnishing the alkylation products in good yields. This method represents a practical and green means of α-alkylation of amides in a relatively mild, efficient, and selective manner with low catalyst loadings (0.5 mol %).

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