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2156-97-0

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2156-97-0 Usage

Chemical Properties

Colorless liquid

Uses

Lauryl acrylate can undergo atom transfer radical polymerization (ATRP) to form its polymer. Lauryl acrylate may undergo photoinitiated polymerization in the presence of N-acetyl-4-nitro-1-naphthylamine (ANNA) and N,N-dimethylaniline (DMA).

General Description

Lauryl acrylate monomers are extremely hydrophobic in nature.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 2156-97-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,5 and 6 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2156-97:
(6*2)+(5*1)+(4*5)+(3*6)+(2*9)+(1*7)=80
80 % 10 = 0
So 2156-97-0 is a valid CAS Registry Number.
InChI:InChI=1/C15H28O2/c1-3-5-6-7-8-9-10-11-12-13-14-17-15(16)4-2/h4H,2-3,5-14H2,1H3

2156-97-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (H60625)  n-Dodecyl acrylate, tech. 90%, stab. with 60-100ppm 4-methoxyphenol   

  • 2156-97-0

  • 100ml

  • 236.0CNY

  • Detail
  • Alfa Aesar

  • (H60625)  n-Dodecyl acrylate, tech. 90%, stab. with 60-100ppm 4-methoxyphenol   

  • 2156-97-0

  • 500ml

  • 1014.0CNY

  • Detail
  • Aldrich

  • (447315)  Laurylacrylate  technical grade, 90%

  • 2156-97-0

  • 447315-100ML

  • 494.91CNY

  • Detail
  • Aldrich

  • (447315)  Laurylacrylate  technical grade, 90%

  • 2156-97-0

  • 447315-500ML

  • 1,634.49CNY

  • Detail

2156-97-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name dodecyl prop-2-enoate

1.2 Other means of identification

Product number -
Other names Dodecyl Acrylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
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:2156-97-0 SDS

2156-97-0Synthetic route

1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

acrylic acid
79-10-7

acrylic acid

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
With 10H-phenothiazine; hydroquinone at 110 - 130℃; for 4h;95.8%
With toluene-4-sulfonic acid; hydroquinone In toluene at 130℃; for 3h; Inert atmosphere;85%
With toluene-4-sulfonic acid; hydroquinone In toluene at 130℃; for 4h; Inert atmosphere;76%
With phosphoric acid; (p-tolueneslfonic acid, sulfosalicylic acid, resin KU-2x8); hydroquinone In toluene Heating;
With hydroquinone In cyclohexane at 120 - 140℃; for 6h;
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

acryloyl chloride
814-68-6

acryloyl chloride

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 10 - 20℃; for 3h;84%
With triethylamine In dichloromethane at 0℃; for 3h;65%
With triethylamine In dichloromethane at 20℃;
In dichloromethane at 0 - 20℃; Inert atmosphere; Alkaline conditions;
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

acryloyl-1,3-oxazolidin-2-one
2043-21-2

acryloyl-1,3-oxazolidin-2-one

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
With ytterbium(III) triflate In acetonitrile at 90℃; for 48h; Sealed tube; Inert atmosphere;70%
Acrylic acid 12-iodo-dodecyl ester
109182-98-1

Acrylic acid 12-iodo-dodecyl ester

A

pentadecanolide
106-02-5

pentadecanolide

B

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tertbutyltin hydride In benzene for 3h; Heating;A 55%
B 21%
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

acrylic acid
79-10-7

acrylic acid

A

lauryl acrylate
2156-97-0

lauryl acrylate

B

3-(dodecyloxy)-3-oxopropyl acrylate

3-(dodecyloxy)-3-oxopropyl acrylate

Conditions
ConditionsYield
With sodium hydrogen sulfate at 110℃; for 2h;A 36%
B 40.5%
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
With toluene-4-sulfonic acid; hydroquinone Abdestillieren des entstandenen Methanols als Azeotrop mit Methylacrylat;
at 60 - 70℃;
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

acetylene
74-86-2

acetylene

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
With hydrogenchloride; tetracarbonyl nickel
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

acetylene
74-86-2

acetylene

carbon monoxide

carbon monoxide

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
With tetrahydrofuran; copper(ll) bromide; nickel dibromide at 200℃; under 40 - 50 Torr;
With hydrogenchloride; tetracarbonyl nickel
diethyl ether dicarboxylic acid-(2.2')-didodecyl ester

diethyl ether dicarboxylic acid-(2.2')-didodecyl ester

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
With sulfuric acid; β-naphthol at 288 - 310℃; under 21 Torr;
1,12-dodecandiol
5675-51-4

1,12-dodecandiol

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 38 percent / carbon tetrabromide, triphenylphosphine / tetrahydrofuran / 20 h / Ambient temperature
2: 2.3 g / triethylamine / CH2Cl2 / Ambient temperature
3: 2.7 g / sodium iodide / butan-2-one / 3 h / Heating
4: 21 percent / tertbutyltin hydride, AIBN / benzene / 3 h / Heating
View Scheme
12-bromododecanol
3344-77-2

12-bromododecanol

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2.3 g / triethylamine / CH2Cl2 / Ambient temperature
2: 2.7 g / sodium iodide / butan-2-one / 3 h / Heating
3: 21 percent / tertbutyltin hydride, AIBN / benzene / 3 h / Heating
View Scheme
12-bromododecanyl acrylate
112231-59-1

12-bromododecanyl acrylate

lauryl acrylate
2156-97-0

lauryl acrylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2.7 g / sodium iodide / butan-2-one / 3 h / Heating
2: 21 percent / tertbutyltin hydride, AIBN / benzene / 3 h / Heating
View Scheme
lauryl acrylate
2156-97-0

lauryl acrylate

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

3-[bis-(2-hydroxy-ethyl)-amino]-propionic acid dodecyl ester

3-[bis-(2-hydroxy-ethyl)-amino]-propionic acid dodecyl ester

Conditions
ConditionsYield
at 50℃; Michael addition;100%
Octanethiol
111-88-6

Octanethiol

lauryl acrylate
2156-97-0

lauryl acrylate

dodecyl 3-(octylthio)propanoate

dodecyl 3-(octylthio)propanoate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at 115℃; for 24h; Sealed tube;99%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

lauryl acrylate
2156-97-0

lauryl acrylate

C21H33NO3

C21H33NO3

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In toluene at 20℃; for 8h;95%
lauryl acrylate
2156-97-0

lauryl acrylate

dimethyl 3-phenylcyclohexa-1,4-diene-1,2-dicarboxylate
192884-89-2, 1013643-92-9

dimethyl 3-phenylcyclohexa-1,4-diene-1,2-dicarboxylate

A

1-dodecyl propionate
6221-93-8

1-dodecyl propionate

B

biphenyl-2,3-dicarboxylic acid dimethyl ester
50402-81-8

biphenyl-2,3-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With palladium 10% on activated carbon In water at 120℃; for 6h;A 0.077 mmol
B 95%
lauryl acrylate
2156-97-0

lauryl acrylate

1-deoxy-1-(methylamino)-D-glucitol
6284-40-8

1-deoxy-1-(methylamino)-D-glucitol

C22H45NO7

C22H45NO7

Conditions
ConditionsYield
In 1,4-dioxane; water at 50℃; for 5h;91%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

lauryl acrylate
2156-97-0

lauryl acrylate

C21H33NO3

C21H33NO3

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In toluene at 20℃; for 8h;90%
lauryl acrylate
2156-97-0

lauryl acrylate

rac-Pro-OH
609-36-9

rac-Pro-OH

C20H37NO4

C20H37NO4

Conditions
ConditionsYield
In ethanol at 75℃; for 8h; Michael Addition;88%
lauryl acrylate
2156-97-0

lauryl acrylate

5-Iodo-2'-deoxyuridine
54-42-2

5-Iodo-2'-deoxyuridine

dodecyl (E)-3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylate

dodecyl (E)-3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylate

Conditions
ConditionsYield
Stage #1: 5-Iodo-2'-deoxyuridine With C26H32N8O6P2PdS2 In acetonitrile at 80℃; for 0.0833333h; Heck Reaction; Inert atmosphere;
Stage #2: lauryl acrylate With triethylamine In acetonitrile at 80℃; for 8h; Heck Reaction; Inert atmosphere;
86%
lauryl acrylate
2156-97-0

lauryl acrylate

[2,2']bipyridinyl-4,4'-dicarbaldehyde
99970-84-0

[2,2']bipyridinyl-4,4'-dicarbaldehyde

C42H64N2O6

C42H64N2O6

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In methanol at 20℃; for 12h; Reagent/catalyst; Morita-Baylis-Hillman Alkylation;84%
lauryl acrylate
2156-97-0

lauryl acrylate

N-(3-methoxyphenyl)-2-methylpropanamide
71182-37-1

N-(3-methoxyphenyl)-2-methylpropanamide

C26H41NO4
1222482-64-5

C26H41NO4

Conditions
ConditionsYield
With tetrakis(acetonitrile)palladium(II) tetrafluoroborate; silver nitrate; p-benzoquinone In water at 20℃; for 20h; Fujiwara-Moritani reaction; regiospecific reaction;80%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

lauryl acrylate
2156-97-0

lauryl acrylate

dodecyl 2-(hydroxy(pyridine-3-yl)methyl)acrylate

dodecyl 2-(hydroxy(pyridine-3-yl)methyl)acrylate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In toluene at 20℃; for 8h;78%
With 1,4-diaza-bicyclo[2.2.2]octane In octanol at 20℃; for 22h; Baylis-Hillman Reaction;71%
lauryl acrylate
2156-97-0

lauryl acrylate

4'-methyl-2,2'-bipyridine-4-carboxylaldehyde
104704-09-8

4'-methyl-2,2'-bipyridine-4-carboxylaldehyde

C27H38N2O3

C27H38N2O3

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In methanol at 20℃; for 12.4h; Morita-Baylis-Hillman Alkylation;78%
iodobenzene
591-50-4

iodobenzene

lauryl acrylate
2156-97-0

lauryl acrylate

trans-dodecyl-3-phenylprop-2-enoate
146354-36-1

trans-dodecyl-3-phenylprop-2-enoate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl acetamide at 90℃; for 9h;77%
With triethylamine In dimethyl sulfoxide at 90℃; for 9h; Reagent/catalyst;
lauryl acrylate
2156-97-0

lauryl acrylate

N,8-dimethylindolizine-2-carboxamide

N,8-dimethylindolizine-2-carboxamide

dodecyl (E)-3-(8-methyl-2-(methylcarbamoyl)indolizin-3-yl)acrylate

dodecyl (E)-3-(8-methyl-2-(methylcarbamoyl)indolizin-3-yl)acrylate

Conditions
ConditionsYield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper(II) acetate monohydrate In tetrahydrofuran at 20℃; Inert atmosphere; regioselective reaction;76%
tert-Butylacetic acid
1070-83-3

tert-Butylacetic acid

lauryl acrylate
2156-97-0

lauryl acrylate

C19H34O4

C19H34O4

Conditions
ConditionsYield
With disodium hydrogenphosphate; palladium(II) trifluoroacetate; N-acetyl-L-valine; silver carbonate at 120℃; for 12h;76%
1-methyl-1H-indole-2,3-dione
2058-74-4

1-methyl-1H-indole-2,3-dione

lauryl acrylate
2156-97-0

lauryl acrylate

C24H35NO4

C24H35NO4

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In toluene at 20℃; for 8h;72%
lauryl acrylate
2156-97-0

lauryl acrylate

di-tert-butyl ((butane-1,4-diylbis(azanediyl))bis(propane-3,1-diyl))dicarbamate
140652-55-7

di-tert-butyl ((butane-1,4-diylbis(azanediyl))bis(propane-3,1-diyl))dicarbamate

C50H98N4O8

C50H98N4O8

Conditions
ConditionsYield
In isopropyl alcohol at 90℃; for 2h;72%
lauryl acrylate
2156-97-0

lauryl acrylate

dodecyl acrylate-d3

dodecyl acrylate-d3

Conditions
ConditionsYield
With platinum on carbon; water-d2; hydroquinone; isopropyl alcohol at 120℃; for 24h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;71%
lauryl acrylate
2156-97-0

lauryl acrylate

N-(3-isopropoxyphenyl)acetamide
256425-12-4

N-(3-isopropoxyphenyl)acetamide

C26H41NO4
1222482-60-1

C26H41NO4

Conditions
ConditionsYield
With tetrakis(acetonitrile)palladium(II) tetrafluoroborate; silver nitrate; p-benzoquinone In water at 20℃; for 20h; Fujiwara-Moritani reaction; regiospecific reaction;70%
Indole-3-carboxaldehyde
487-89-8

Indole-3-carboxaldehyde

lauryl acrylate
2156-97-0

lauryl acrylate

(E)-dodecyl 3-(3-formyl-1H-indol-4-yl)acrylate

(E)-dodecyl 3-(3-formyl-1H-indol-4-yl)acrylate

Conditions
ConditionsYield
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate at 110℃; for 4h; Inert atmosphere; regioselective reaction;64%
lauryl acrylate
2156-97-0

lauryl acrylate

1,4-diaminobutane
110-60-1

1,4-diaminobutane

dilauryl spermate

dilauryl spermate

Conditions
ConditionsYield
In tetrahydrofuran for 36h; Ambient temperature;58%
1-octyloxy-2,2,6,6-tetramethylpiperidin-4-one oxime

1-octyloxy-2,2,6,6-tetramethylpiperidin-4-one oxime

lauryl acrylate
2156-97-0

lauryl acrylate

lauryl 3-[N-(1-octyloxy-2,2,6,6-tetramethylpiperidin-4-yl)-N-hydroxyamino]propionate

lauryl 3-[N-(1-octyloxy-2,2,6,6-tetramethylpiperidin-4-yl)-N-hydroxyamino]propionate

Conditions
ConditionsYield
With hydrogenchloride; platinum In methanol52%
lauryl acrylate
2156-97-0

lauryl acrylate

C17H27NO5

C17H27NO5

10-(5'-(dodecyloxycarbonyl)-4',5'-dihydroisoxazol-3'-yl)methyldeoxoartemisinin

10-(5'-(dodecyloxycarbonyl)-4',5'-dihydroisoxazol-3'-yl)methyldeoxoartemisinin

Conditions
ConditionsYield
With sodium hypochlorite; triethylamine In dichloromethane at 20℃;46%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

lauryl acrylate
2156-97-0

lauryl acrylate

dodecyl 2-(furan-3-yl(hydroxy)methyl)acrylate

dodecyl 2-(furan-3-yl(hydroxy)methyl)acrylate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; for 48h; Baylis-Hillman reaction;40%
furfural
98-01-1

furfural

lauryl acrylate
2156-97-0

lauryl acrylate

dodecyl 2-[(furan-2-yl)(hydroxy)methyl]acrylate
1092799-80-8

dodecyl 2-[(furan-2-yl)(hydroxy)methyl]acrylate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 0 - 25℃; Baylis-Hillman reaction;36%

2156-97-0Relevant articles and documents

Nanostructure formation in aqueous solution of amphiphilic copolymers of 2-(N,N-dimethylaminoethyl)methacrylate and alkylacrylate: Characterization, antimicrobial activity, DNA binding, and cytotoxicity studies

Dutta, Pranabesh,Dey, Joykrishna,Shome, Anshupriya,Das, Prasanta Kumar

, p. 298 - 311 (2011)

Three amphiphilic random copolymers poly(2-(dimethylaminoethyl) methacrylate-co-alkylacrylate) (where, alkyl = hexyl, octyl, dodecyl) with 16 mol% hydrophobic substitution were synthesized. Surface tension, viscosity, fluorescence probe, dynamic light scattering (DLS), as well as transmission electron microscopic (TEM) techniques were utilized to investigate self-assembly formation by the hydrophobically modified polymers (HMPs) in pH 5. Formation of hydrophobic domains through inter-polymer chain interaction of the copolymer in dilute solution was confirmed by fluorescence probe studies. Average hydrodynamic diameter of the copolymer aggregates at different polymer concentration was measured by DLS studies. The copolymer with shorter hydrophobic chain exhibits larger hydrodynamic diameter in dilute solution, which decreased with either increase of concentration or increase of hydrophobic chain length. TEM images of the dilute solutions of the copolymers with shorter as well as with longer hydrophobic chain exhibit spherical aggregates of different sizes. The antimicrobial activity of the copolymers was evaluated by measuring the minimum inhibitory concentration value against one Gram-positive bacterium Bacillus subtilis and one Gram-negative bacterium Escherichia coli. The copolymer with the octyl group as pendent hydrophobic chain was found to be more effective in killing these microorganisms. The interaction of the cationic copolymers with calf-thymus DNA was studied by fluorescence quenching method. The polymer-DNA binding was found to be purely electrostatic in nature. The hydrophobes on the polymer backbone were found to have a significant influence on the binding process. Biocompatibility studies of the copolymers in terms of cytotoxicity measurements were finally performed at different concentrations of the HMPs to evaluate their potential application in biomedical fields.

Preparation process of long-chain alkyl (meth) acrylate

-

Paragraph 0041; 0042, (2021/01/12)

The invention discloses a preparation process of long-chain alkyl (meth) acrylate, which adopts a polymerization inhibitor composition containing phenothiazine accounting for at least 10% of the totalmass of the composition as a polymerization inhibitor for esterification reaction. The invention solves the problem of self-polymerization in the post-treatment process, can effectively control the acidity of the product to obtain a colorless or white high-purity product, and has the advantages of high yield and expanded application range of the product; in addition, according to the preparationprocess, polymerized excessive (methyl) acrylic acid is recycled, so that a large amount of acid wastewater is prevented from being generated, and the comprehensive benefit is increased.

Ruthenium(II) Catalysed Highly Regioselective C-3 Alkenylation of Indolizines and Pyrrolo[1,2-a]quinolines

Jadhav, Pankaj Pandit,Kahar, Nilesh Machhindra,Dawande, Sudam Ganpat

supporting information, p. 7831 - 7835 (2019/12/24)

Discovered the Ruthenium(II) catalysed highly stereo- and regioselective protocol for the oxidative C-3 alkenylation of indolizines and pyrrolo[1,2-a]quinolines. The methodology represents the first example for the directing group assisted C–C bond formation reaction of the indolizines. Under mild reaction conditions, this method provides an ample substrate scope to produce C-3 alkenyl indolizines in excellent to moderate yields. However, pyrrolo[1,2-a]quinolines underwent alkenynation at elevated temperature to furnish C-3 alkenyl derivatives. The functionalized indolizines were selectively reduced to obtain their saturated derivatives.

Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes

Yasukawa, Naoki,Yokoyama, Hiroki,Masuda, Masahiro,Monguchi, Yasunari,Sajiki, Hironao,Sawama, Yoshinari

supporting information, p. 1213 - 1217 (2018/03/28)

Transition metal-catalyzed dehydrogenation is a clean oxidation method requiring no additional oxidants. We have accomplished a heterogeneous Pd/C-catalyzed aqueous dehydrogenation of 1,4-cyclohexadienes and cyclohexenes to give the corresponding highly-functionalized arenes. Furthermore, various arenes could be efficiently constructed in a one-pot manner via a Diels-Alder reaction and the following dehydrogenation.

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