Product Name

  • Name

    N-Isopropylacrylamide

  • EINECS 218-638-5
  • CAS No. 2210-25-5
  • Article Data26
  • CAS DataBase
  • Density 0.877 g/cm3
  • Solubility Slightly soluble in water.
  • Melting Point 60-63 °C(lit.)
  • Formula C6H11NO
  • Boiling Point 225.074 °C at 760 mmHg
  • Molecular Weight 113.159
  • Flash Point 119.664 °C
  • Transport Information
  • Appearance white to light yellow crystalline powder
  • Safety 26-36/37/39
  • Risk Codes 22-36-36/37/38
  • Molecular Structure Molecular Structure of 2210-25-5 (N-Isopropylacrylamide)
  • Hazard Symbols HarmfulXn
  • Synonyms Acrylamide,N-isopropyl- (6CI,7CI,8CI);Isopropylacrylamide;N-(1-Methylethyl)-2-propenamide;
  • PSA 29.10000
  • LogP 1.08790

Synthetic route

β-methoxy-N-isopropylpropionic acid amide

β-methoxy-N-isopropylpropionic acid amide

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
With 10H-phenothiazine; copper(II) bis(trifluoromethanesulfonate) at 140℃; for 8h; Inert atmosphere;94%
acrylonitrile
107-13-1

acrylonitrile

isopropyl alcohol
67-63-0

isopropyl alcohol

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
H-ZSM-5 at 149.85℃; for 24h; Product distribution; Further Variations:; Catalysts; Addition;90.3%
With sulfuric acid; tetrabutyl-ammonium chloride; hydroquinone In water at 20 - 50℃; for 1h; Large scale; Green chemistry;82.3%
With sulfuric acid; acetic acid
With sulfuric acid at 5℃; for 20h;
With hydroquinone; H-ZSM-5 at 149.85℃; Product distribution; Further Variations:; Catalysts;
C9H19NO2

C9H19NO2

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
With 4-methoxy-phenol; lithium tert-butoxide In glycerol at 230℃; Pyrolysis;90%
β-isopropylamino-N-isopropylpropionic acid amide

β-isopropylamino-N-isopropylpropionic acid amide

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate); 4-methoxy-phenol at 145℃; for 6h; Inert atmosphere;82%
With sulfuric acid; 4-methoxy-phenol at 180 - 220℃; under 450.045 Torr; for 6h; Reagent/catalyst;
With S2O3C; styrylated-N - aminobiphenyl(DDA) at 140℃; under 52.5053 Torr; for 36h; Inert atmosphere; Ionic liquid;
isopropylamine
75-31-0

isopropylamine

acrylic acid
79-10-7

acrylic acid

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
tetraphosphorus decasulfide; triphenyl antimony oxide In benzene at 50℃; for 6h;56%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h;54%
With aluminum oxide at 260℃;
(i) 4-diethylamino-but-3-yn-2-one, THF, (ii) /BRN= 605259/; Multistep reaction;
With carbon monoxide; acetone; acetylene Reagens 4:Tetracarbonylnickel;
isopropylamine
75-31-0

isopropylamine

3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

A

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

B

acrylic acid
79-10-7

acrylic acid

Conditions
ConditionsYield
silica gel at 250℃; Gas phase;A 24.1%
B 36.4%
isopropylamine
75-31-0

isopropylamine

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
With aluminum oxide; phosphoric acid at 400℃;
3-chloro-propionic acid isopropylamide
22813-48-5

3-chloro-propionic acid isopropylamide

triethylamine
121-44-8

triethylamine

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
With copper at 140℃;
propene
187737-37-7

propene

acrylonitrile
107-13-1

acrylonitrile

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
With sulfuric acid
N-allyl-N-isopropyl-acrylamide
57934-24-4

N-allyl-N-isopropyl-acrylamide

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
With palladium dichloride Heating;
3-isopropylamino-propionic acid isopropylamide

3-isopropylamino-propionic acid isopropylamide

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
With aluminum oxide; vanadia at 350℃;
isopropylamine
75-31-0

isopropylamine

acryloyl chloride
814-68-6

acryloyl chloride

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
In dichloromethane
acrylic acid
79-10-7

acrylic acid

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

C11H17NO

C11H17NO

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
With 4-methoxy-phenol at 400 - 440℃; under 30.003 - 60.006 Torr; Pyrolysis;
C20H21NO

C20H21NO

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Conditions
ConditionsYield
With iron(III) chloride; 10H-phenothiazine at 170 - 180℃;6.6 g
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

poly(N-isopropylacrylamide)

poly(N-isopropylacrylamide)

Conditions
ConditionsYield
With 2-dimethylbismuthanyl-2-methyl-propionitrile; 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃; for 2h; Product distribution / selectivity;100%
With methyl 2-dimethylbismuthanyl-2-methylpropanoate In N,N-dimethyl-formamide at 60℃; for 6h; Product distribution / selectivity;99%
With methyl 2-dimethylbismuthanyl-2-methylpropanoate In N,N-dimethyl-formamide at 100℃; for 8h; Product distribution / selectivity;94%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

poly(N-isopropylacrylamide), number-average molecular weight 2.95E4, polydispersity 1.82, tacticity m/r 81/19, reversible addition-fragmentation chain transfer polymerization; monomer(s): N-isopropylacrylamide

poly(N-isopropylacrylamide), number-average molecular weight 2.95E4, polydispersity 1.82, tacticity m/r 81/19, reversible addition-fragmentation chain transfer polymerization; monomer(s): N-isopropylacrylamide

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); 1-Phenylethyl phenyldithioacetate; yttrium(III) trifluoromethanesulfonate In methanol; toluene at 60℃; for 4h; Kinetics; Product distribution; Further Variations:; Reagents; Solvents;100%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

5-chloro-1H-indole
17422-32-1

5-chloro-1H-indole

3-(5-chloro-1H-indol-1-yl)-N-isopropylpropanamide

3-(5-chloro-1H-indol-1-yl)-N-isopropylpropanamide

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane at 50℃;100%
6-chloroindole
17422-33-2

6-chloroindole

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

3-(6-chloro-1H-indol-1-yl)-N-isopropylpropanamide

3-(6-chloro-1H-indol-1-yl)-N-isopropylpropanamide

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane at 50℃;100%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

N-(isopropyl)propionamide
10601-63-5

N-(isopropyl)propionamide

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 2585.81 Torr; for 15h; Autoclave;99%
With (1+)*OTf(1-); Gantrez 149; bis[(2-diphenylphosphino)ethyl]amine hydrochloride; hydrogen at 25℃; 1.) CH3CN, 10 h; 2.) H2O;94%
With 1-methyl-pyrrolidin-2-one; hydrogen; polymer-bound Pd(0) phosphine catalyst at 20℃;
With Pd*apo-ferritin; hydrogen In water-d2 at 7℃; for 1h; pH=7.5;
With hydrogen In water; toluene for 2.5h; pH=3 - 7;>= 99 %Chromat.
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

poly(N-isopropylacrylamide); monomer(s): N-isopropylacrylamide

poly(N-isopropylacrylamide); monomer(s): N-isopropylacrylamide

Conditions
ConditionsYield
With 2-methyl-2-methyltellanyl-propionitrile; 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃; for 3h;99%
With ammonium persulfate; N,N'-Methylenebisacrylamide; N,N,N,N,-tetramethylethylenediamine at 4℃; for 8h; polymerization;82%
With 2,2'-azobis(isobutyronitrile) In benzene at 60℃; for 1h;
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

poly(N-isopropylacrylamide), Mn=13400, PDI=1.06; monomer(s): N-isopropylacrylamide

poly(N-isopropylacrylamide), Mn=13400, PDI=1.06; monomer(s): N-isopropylacrylamide

Conditions
ConditionsYield
With 2-dimethylstibanyl-2-methylpropionic acid ethyl ester; 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃; for 12h;99%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

poly(N-isopropylacrylamide), Mn=26700, PDI=1.09; monomer(s): N-isopropylacrylamide

poly(N-isopropylacrylamide), Mn=26700, PDI=1.09; monomer(s): N-isopropylacrylamide

Conditions
ConditionsYield
With 2-dimethylstibanyl-2-methylpropionic acid ethyl ester; 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃; for 12h;99%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Reaxys ID: 11387996

Reaxys ID: 11387996

Conditions
ConditionsYield
With ethyl 2-methyl-2-methyl tellurium propionate; 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃; for 6h; Product distribution / selectivity;99%
With 2,2'-azobis(isobutyronitrile); 2-dimethylstibanyl-2-methylpropionic acid ethyl ester at 60℃; for 12h; Product distribution / selectivity; Neat (no solvent);99%
With 2,2'-azobis(isobutyronitrile); 2-dimethylstibanyl-2-methylpropionic acid ethyl ester at 60℃; for 12h; Product distribution / selectivity; Neat (no solvent);99%
With 2,2'-azobis(isobutyronitrile) In methanol at 65℃;
poly(vinyl pyrrolidone)

poly(vinyl pyrrolidone)

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Reaxys ID: 15741930

Reaxys ID: 15741930

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at 60℃; for 6h; Neat (no solvent);99%
poly(styrene)

poly(styrene)

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Reaxys ID: 15741865

Reaxys ID: 15741865

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃; for 6h;99%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

phenylacetylene
536-74-3

phenylacetylene

N-isopropyl-5-phenyl-4-pentynamide
1453502-79-8

N-isopropyl-5-phenyl-4-pentynamide

Conditions
ConditionsYield
With C29H26N2O5Ru; sodium acetate In 1,4-dioxane at 100℃; for 96h; Inert atmosphere;99%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

N-isopropyl-3-tosylpropanamide

N-isopropyl-3-tosylpropanamide

Conditions
ConditionsYield
In water at 65℃; for 24h; Green chemistry;99%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

C18H22NO2P

C18H22NO2P

Conditions
ConditionsYield
With (1S,2S)-1,2-Cy[NC(Me)CHC(Me)N(2,6-Et2C6H3)]2YN(SiMe3)2 In toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere; regioselective reaction;99%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

poly(N-isopropylacrylamide), tacticity - meso diad 71 percent, racemo diad 29 percent, radical polymerization, hot water insoluble; monomer(s): N-isopropylacrylamide

poly(N-isopropylacrylamide), tacticity - meso diad 71 percent, racemo diad 29 percent, radical polymerization, hot water insoluble; monomer(s): N-isopropylacrylamide

Conditions
ConditionsYield
With air; tributyl borane; yttrium(III) trifluoromethanesulfonate In methanol at -78℃; for 24h;98%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

poly(N-isopropylacrylamidde), obtained by radical polymerization; monomer(s): N-isopropylacrylamide

poly(N-isopropylacrylamidde), obtained by radical polymerization; monomer(s): N-isopropylacrylamide

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); ytterbium(III) triflate In methanol at 60℃;98%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

poly(N-isopropylacrylamide), tacticity - meso diad 84 percent, racemo diad 16 percent, radical polymerization, hot water insoluble; monomer(s): N-isopropylacrylamide

poly(N-isopropylacrylamide), tacticity - meso diad 84 percent, racemo diad 16 percent, radical polymerization, hot water insoluble; monomer(s): N-isopropylacrylamide

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); lutetium triflate In methanol at 60℃; for 3h;97%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

poly(N-isopropylacrylamide), number-average molecular weight 1.83E4, polydispersity 1.76, tacticity m/r 87/13, reversible addition-fragmentation chain transfer polymerization; monomer(s): N-isopropylacrylamide

poly(N-isopropylacrylamide), number-average molecular weight 1.83E4, polydispersity 1.76, tacticity m/r 87/13, reversible addition-fragmentation chain transfer polymerization; monomer(s): N-isopropylacrylamide

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); 1-phenylethynyl phenyldithioacetate; ytterbium(III) triflate In methanol; toluene at 30℃; for 24h; Irradiation;97%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

2-phenylprop-2-yl phenyldithioacetate
377725-60-5

2-phenylprop-2-yl phenyldithioacetate

polymer, Mn = 5.98E4, Mw/Mn = 1.85; monomer(s): N-isopropylacrylamide; cumyl phenyldithioacetate

polymer, Mn = 5.98E4, Mw/Mn = 1.85; monomer(s): N-isopropylacrylamide; cumyl phenyldithioacetate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); yttrium(III) trifluoromethanesulfonate In methanol; toluene for 6h; Heating;97%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

vinyl azlactone
29513-26-6

vinyl azlactone

poly[(N-isopropyl acrylamide)-co-(vinyl azalactone)], Mw 5.1E5 Da by viscosimetry; monomer(s): N-isopropyl acrylamide, ca. 80 percent; 2-vinyl-4,4-dimethyl-2-oxazoline-5-one, ca. 20 percent

poly[(N-isopropyl acrylamide)-co-(vinyl azalactone)], Mw 5.1E5 Da by viscosimetry; monomer(s): N-isopropyl acrylamide, ca. 80 percent; 2-vinyl-4,4-dimethyl-2-oxazoline-5-one, ca. 20 percent

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In tert-butyl alcohol at 70℃; for 20h;96%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

vinyl azlactone
29513-26-6

vinyl azlactone

poly[(N-isopropyl acrylamide)-co-(vinyl azlactone)], Mw 5.1E5 Da by viscosimetry in THF at 30 deg C; monomer(s): N-isopropyl acrylamide, ca. 80 mol percent; 2-vinyl-4,4-dimethyl-2-oxazolin-5-one, ca. 20 mol percent

poly[(N-isopropyl acrylamide)-co-(vinyl azlactone)], Mw 5.1E5 Da by viscosimetry in THF at 30 deg C; monomer(s): N-isopropyl acrylamide, ca. 80 mol percent; 2-vinyl-4,4-dimethyl-2-oxazolin-5-one, ca. 20 mol percent

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In tert-butyl alcohol at 70℃; for 20h;96%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

t-butyl diazoacetate
35059-50-8

t-butyl diazoacetate

tert-butyl 2-isopropylaminocarbonyl-cyclopropanecarboxylate

tert-butyl 2-isopropylaminocarbonyl-cyclopropanecarboxylate

Conditions
ConditionsYield
dmap In chlorobenzene at 20℃; for 20h;96%
dmap; CoII(3,5-DitBu-ChenPhyrin) In chlorobenzene at 20℃; for 20h; Product distribution / selectivity; Inert atmosphere;96%
poly(methyl methacrylate)

poly(methyl methacrylate)

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Reaxys ID: 15741850

Reaxys ID: 15741850

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃; for 3h;96%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

C31H56NS3(1+)*Cl(1-)
1219699-13-4

C31H56NS3(1+)*Cl(1-)

C181H331N26O25S3(1+)*Cl(1-)

C181H331N26O25S3(1+)*Cl(1-)

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 65℃; for 5h; Inert atmosphere;96%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

Cyclopentamine
1003-03-8

Cyclopentamine

C11H22N2O
1001346-58-2

C11H22N2O

Conditions
ConditionsYield
In methanol at 140℃; for 0.5h; Microwave irradiation;96%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl 3-(isopropylamino)-3-oxopropylphosphonate
1446473-49-9

diethyl 3-(isopropylamino)-3-oxopropylphosphonate

Conditions
ConditionsYield
With C26H53N4NdSi4 at 20℃; for 0.333333h; Inert atmosphere;96%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

para-iodoanisole
696-62-8

para-iodoanisole

N-(1-methylethyl)-3-(4-methoxyphenyl)-(E)-propenamide
132638-37-0

N-(1-methylethyl)-3-(4-methoxyphenyl)-(E)-propenamide

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl acetamide; water at 130℃; for 2h; Heck Reaction;96%
With sodium carbonate In N,N-dimethyl acetamide; water at 125℃; for 4h; Heck Reaction; Sealed tube;92%
iodobenzene
591-50-4

iodobenzene

N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

N-isopropylcinnamamide
23784-47-6

N-isopropylcinnamamide

Conditions
ConditionsYield
With tetrabutylammomium bromide; triethylamine In water at 100℃; for 17h; Heck Reaction;96%
With triethylamine In N,N-dimethyl-formamide at 130℃; for 5h; Heck Reaction;95%
With sodium carbonate In N,N-dimethyl acetamide; water at 130℃; for 5h; Heck Reaction; Inert atmosphere;94%
With triethylamine In N,N-dimethyl-formamide at 120℃; for 2h; Heck Reaction;70%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

poly(N-isopropylacrylamide), tacticity - meso diad 67 percent, racemo diad 33 percent, radical polymerization, hot water insoluble; monomer(s): N-isopropylacrylamide

poly(N-isopropylacrylamide), tacticity - meso diad 67 percent, racemo diad 33 percent, radical polymerization, hot water insoluble; monomer(s): N-isopropylacrylamide

Conditions
ConditionsYield
With ytterbium(III) chloride; 2,2'-azobis(isobutyronitrile) In methanol at 60℃; for 3h;95%
N-Isopropylacrylamide
2210-25-5

N-Isopropylacrylamide

acrylic acid
79-10-7

acrylic acid

2-methyl-butyl acrylate
97-88-1

2-methyl-butyl acrylate

polymer, linear, MW ca. 49000; monomers: N-isopropylacrylamide, 85 mol percent; butyl-methacrylate, 5 mol percent; acrylic acid, 10 mol percent

polymer, linear, MW ca. 49000; monomers: N-isopropylacrylamide, 85 mol percent; butyl-methacrylate, 5 mol percent; acrylic acid, 10 mol percent

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran at 60℃; for 24h;95%

N-Isopropylacrylamide Consensus Reports

Reported in EPA TSCA Inventory.

N-Isopropylacrylamide Specification

The N-Isopropylacrylamide, with the CAS registry number 2210-25-5, is also known as 2-Propenamide, N-(1-methylethyl)-. It belongs to the product categories of Acrylamide and Methacrylamide; Acrylic Monomers; Monomers. Its EINECS registry number is 218-638-5. This chemical's molecular formula is C6H11NO and molecular weight is 113.16. What's more, its IUPAC name is called N-Propan-2-ylprop-2-enamide. It should be stored in a cool, dry and well-ventilated place.

Physical properties about N-Isopropylacrylamide are: (1)ACD/LogP: 0.278; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.28; (4)ACD/LogD (pH 7.4): 0.28; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 33.74; (8)ACD/KOC (pH 7.4): 33.74; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 29.1 Å2; (13)Index of Refraction: 1.428; (14)Molar Refractivity: 33.155 cm3; (15)Molar Volume: 128.982 cm3; (16)Polarizability: 13.144×10-24cm3; (17)Surface Tension: 25.651 dyne/cm; (18)Density: 0.877 g/cm3; (19)Flash Point: 119.664 °C; (20)Enthalpy of Vaporization: 46.159 kJ/mol; (21)Boiling Point: 225.074 °C at 760 mmHg; (22)Vapour Pressure: 0.088 mmHg at 25 °C.

Preparation of N-Isopropylacrylamide: this chemical can be prepared by isopropylamine with acrylic acid. This reaction needs catalyzer Ph3SbO/P4S10 and solvent benzene at temperature of 50 °C. The reaction time is 6 hours. The yield is 56 %.

 N-Isopropylacrylamide can be prepared by isopropylamine with acrylic acid.

Uses of N-Isopropylacrylamide: (1) it is used for producing modified latex, special coatings, adhesive; (2) it is used to produce other chemicals. For example, it can react with vinylbenzene to get N-isopropyl-trans-cinnamamide. The reaction occurs with reagent RuCHPhCl2(PCy3)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene) and solvent CH2Cl2 at temperature of 40 °C. The reaction time is 15 hours. The yield is 62 %.

N-Isopropylacrylamide can react with vinylbenzene to get N-isopropyl-trans-cinnamamide.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health and it is harmful if swallowed. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: CC(C)NC(=O)C=C
(2) InChI: InChI=1S/C6H11NO/c1-4-6(8)7-5(2)3/h4-5H,1H2,2-3H3,(H,7,8)
(3) InChIKey: QNILTEGFHQSKFF-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 419mg/kg (419mg/kg)   Archives of Toxicology. Vol. 47, Pg. 179, 1981.
mouse LDLo intraperitoneal 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 51, 1954.
rabbit LDLo skin 1580mg/kg (1580mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BLOOD: HEMORRHAGE
National Technical Information Service. Vol. OTS0545572,
rat LD50 oral 375mg/kg (375mg/kg) BLOOD: HEMORRHAGE

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
National Technical Information Service. Vol. OTS0545572,

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