N,N'-Methylenebisacrylamide Chemical Properties

Melting point:

>300 °C(lit.)

Boiling point:

277.52°C (rough estimate)

Density 

1.235

vapor density 

5.31 (vs air)

vapor pressure 

0-0.073Pa at 20-84.85℃

refractive index 

1.4880 (estimate)

storage temp. 

2-8°C

solubility 

H₂O: 20 mg/mL at 20 °C, clear, colorless

form 

powder

pka

13.07±0.46(Predicted)

color 

White

PH

>=5.0 (25g/l, H2O, 20℃)

Odor

Odorless

PH Range

>5

Water Solubility 

0.01-0.1 g/100 mL at 18 ºC

Sensitive 

Air & Light Sensitive

λmax

528nm(H2O)(lit.)

BRN 

1706297

Stability:

Light Sensitive

InChIKey

ZIUHHBKFKCYYJD-UHFFFAOYSA-N

LogP

-1.52--0.08 at 24-25℃ and pH4-10

Surface tension

70.2-70.3mN/m at 1g/L and 20℃

CAS DataBase Reference

110-26-9(CAS DataBase Reference)

NIST Chemistry Reference

2-Propenamide, n,n'-methylenebis-(110-26-9)

EPA Substance Registry System

N,N'-Methylenebisacrylamide (110-26-9)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/22-20/21/22-36/37/38

Safety Statements 

22-36/37-36-26

RIDADR 

UN 2811

WGK Germany 

2

RTECS 

AS3678000

F 

8

TSCA 

Yes

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29241900

Toxicity

LD50 orally in Rabbit: 390 mg/kg

MSDS

• Language:English Provider:N,N'-Methylenebis(2-propenamide)
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

N,N'-Methylenebisacrylamide Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

Organic intermediate, cross-linking agent.

Uses

N,N-Methylene-bis-acrylamide is an organic intermediate; cross-linking agent for preparation of polyacrylamides; in preparing poly-acrylamide gel for e1ectrophoresis, chemical grouting and other purposes; in NAPP and Nyloprint UV-cured printing plates.

Uses

N,N'-Methylenebisacrylamide is used in the preparation of polyacrylamide gels for electrophoretic separation of nucleic acids and proteins. It has also been used as a test compound for studying the biochemical isolation of insoluble Tau in transgenic mouse models of tauopathy by examining the two main isolation methods sarkosyl and formic acid extraction.

General Description

White crystalline powder with a neutral odor.

Air & Water Reactions

Very slightly water soluble.

Reactivity Profile

N,N'-Methylenebisacrylamide is incompatible with strong oxidizers, strong acids and strong bases.

Hazard

Toxic by ingestion.

Fire Hazard

Flash point data for N,N'-Methylenebisacrylamide are not available; however, N,N'-Methylenebisacrylamide is probably combustible.

Safety Profile

Poison by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Recrystallise the amide from MeOH (100g dissolved in 500mL boiling MeOH) and filter without suction in a warmed funnel. Allow to stand at room temperature and then at -15oC overnight. The crystals are collected with suction in a cooled funnel and washed with cold MeOH. The crystals are air-dried in a warm oven. [Beilstein 2 IV 1472.] VERY TOXIC (neurotoxic).

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