CAS No.2210-25-5,N-Isopropylacrylamide Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	2210-25-5
Name:	N-Isopropylacrylamide
Article Data:	26

Formula:	C₆H₁₁NO
Molecular Weight:	113.159
Synonyms:	Acrylamide,N-isopropyl- (6CI,7CI,8CI);Isopropylacrylamide;N-(1-Methylethyl)-2-propenamide;
EINECS:	218-638-5
Density:	0.877 g/cm³
Melting Point:	60-63 °C(lit.)
Boiling Point:	225.074 °C at 760 mmHg
Flash Point:	119.664 °C
Solubility:	Slightly soluble in water.
Appearance:	white to light yellow crystalline powder
Hazard Symbols:	Xn
Risk Codes:	22-36-36/37/38
Safety:	26-36/37/39
PSA:	29.10000
LogP:	1.08790

Synthetic route

: β-methoxy-N-isopropylpropionic acid amide

: 2210-25-5
N-Isopropylacrylamide

Conditions

Conditions	Yield
With 10H-phenothiazine; copper(II) bis(trifluoromethanesulfonate) at 140℃; for 8h; Inert atmosphere;	94%

: 107-13-1
acrylonitrile

: 67-63-0
isopropyl alcohol

: 2210-25-5
N-Isopropylacrylamide

Conditions

Conditions	Yield
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

: 2210-25-5
N-Isopropylacrylamide

Conditions

Conditions	Yield
With 4-methoxy-phenol; lithium tert-butoxide In glycerol at 230℃; Pyrolysis;	90%

: β-isopropylamino-N-isopropylpropionic acid amide

: 2210-25-5
N-Isopropylacrylamide

Conditions

Conditions	Yield
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;

: 75-31-0
isopropylamine

: 79-10-7
acrylic acid

: 2210-25-5
N-Isopropylacrylamide

Conditions

Conditions	Yield
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;

: 75-31-0
isopropylamine

: 503-66-2
3-hydroxypropionic acid

A: 2210-25-5
N-Isopropylacrylamide

B: 79-10-7
acrylic acid

Conditions

Conditions	Yield
silica gel at 250℃; Gas phase;	A 24.1% B 36.4%

...Expand

: 75-31-0
isopropylamine

: 292638-85-8
acrylic acid methyl ester

: 2210-25-5
N-Isopropylacrylamide

Conditions

Conditions	Yield
With aluminum oxide; phosphoric acid at 400℃;

: 22813-48-5
3-chloro-propionic acid isopropylamide

: 121-44-8
triethylamine

: 2210-25-5
N-Isopropylacrylamide

Conditions

Conditions	Yield
With copper at 140℃;

: 187737-37-7
propene

: 107-13-1
acrylonitrile

: 2210-25-5
N-Isopropylacrylamide

Conditions

Conditions	Yield
With sulfuric acid

: 57934-24-4
N-allyl-N-isopropyl-acrylamide

: 2210-25-5
N-Isopropylacrylamide

Conditions

Conditions	Yield
With palladium dichloride Heating;

Raw Materials

67-63-0

22813-48-5

814-68-6

75-31-0

121-44-8

57934-24-4

79-10-7

503-66-2

Downstream Products

75-31-0

10601-63-5

79-10-7

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Consensus Reports

Reported in EPA TSCA Inventory.

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,