N-Isopropylacrylamide

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Names

[ CAS No. ]:
2210-25-5

[ Name ]:
N-Isopropylacrylamide

[Synonym ]:
2-Propenamide, N-(1-methylethyl)-
N-(isopropyl)acrylamide
2-Propenamide,N-(1-methylethyl)
N-(1-Methylethyl)-2-propenamide
N-Isopropylacrylamide,stabilized
Isopropyl acrylamide
N-(1-methylethyl)prop-2-enamide
N-isopropyl acrylamide
MFCD00041913
N-Isopropylacrylamide
Acrylamide,N-isopropyl
Nipam
EINECS 218-638-5

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
225.1±13.0 °C at 760 mmHg

[ Melting Point ]:
60-63 °C(lit.)

[ Molecular Formula ]:
C6H11NO

[ Molecular Weight ]:
113.158

[ Flash Point ]:
119.7±4.8 °C

[ Exact Mass ]:
113.084061

[ PSA ]:
29.10000

[ LogP ]:
0.19

[ Vapour Pressure ]:
0.1±0.4 mmHg at 25°C

[ Index of Refraction ]:
1.428

[ Storage condition ]:
0-6°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AS3675000
CHEMICAL NAME :
Acrylamide, N-isopropyl-
CAS REGISTRY NUMBER :
2210-25-5
BEILSTEIN REFERENCE NO. :
1744926
LAST UPDATED :
199710
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C6-H11-N-O
MOLECULAR WEIGHT :
113.18
WISWESSER LINE NOTATION :
1Y1&MV1U1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
375 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Lungs, Thorax, or Respiration - other changes Blood - hemorrhage
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
419 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
1580 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Lungs, Thorax, or Respiration - other changes Blood - hemorrhage
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2173 mg/kg/8W-I
TOXIC EFFECTS :
Related to Chronic Data - changes in testicular weight
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
2235 mg/kg
SEX/DURATION :
male 16 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - testes, epididymis, sperm duct
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
238 gm/kg
SEX/DURATION :
male 5 week(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
158 gm/kg
SEX/DURATION :
male 5 week(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
238 mg/kg/5W (Continuous)
REFERENCE :
ARTODN Archives of Toxicology. (Springer-Verlag, Heidelberger Pl. 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.32- 1974- Volume(issue)/page/year: 59,201,1986

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H319

[ Precautionary Statements ]:
P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26-S36/37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AS3675000

[ HS Code ]:
2924199090

Synthetic Route

Precursor & DownStream

Precursor

  • isopropylamine
  • Acrylic acid
  • Hydroxypropionic acid
  • Acrylonitrile
  • Isopropanol
  • acrylic acid methyl ester
  • 3-CHLORO-N-ISOPROPYLPROPANAMIDE
  • Triethylamine
  • Acrylyl chloride
  • N-allyl-N-isopropyl-acrylamide

DownStream

  • Propanamide,N-(1-methylethyl)-
  • isopropylamine
  • Acrylic acid
  • N-Isopropyl-3-phenylpropanamide

Customs

[ HS Code ]: 2924199090

[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Abatement of aqueous anionic contaminants by thermo-responsive nanocomposites: (poly(N-isopropylacrylamide))-co-silylanized magnesium/aluminun layered double hydroxides.

J. Colloid. Interface Sci. 448 , 65-72, (2015)

A series of novel thermo-responsive composite sorbents, were prepared by free-radical co-polymerization of N-isopropylacrylamide (NIPAm) and the silylanized Mg/Al layered double hydroxides (SiLDHs), n...

Bioactive thermoresponsive polyblend nanofiber formulations for wound healing.

Mater. Sci. Eng. C. Mater. Biol. Appl. 48 , 126-37, (2015)

The rationale of this work is to develop new bioactive thermoresponsive polyblend nanofiber formulations for wound healing (topical). Various polymer compositions of thermoresponsive, poly(N-isopropyl...

Controlling osteogenic stem cell differentiation via soft bioinspired hydrogels.

PLoS ONE 9(6) , e98640, (2014)

Osteogenic differentiation of human mesenchymal stem cells (hMSCs) is guided by various physical and biochemical factors. Among these factors, modulus (i.e., rigidiy) of the ECM has gained significant...


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Related Compounds

  • N-Isopropylacrylamide
  • N-isopropylacrylamide
  • N-(but-1-en-1-yl)-N-isopropylacrylamide
  • poly(N-isopropylacrylamide) macromolecule
  • Poly(N-isopropylacrylamide-co-methacrylic acid)
  • poly(N-isopropylacrylamide-co-butyl methacrylate)
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  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
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  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
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