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| Name |
N,N'-Methylenebisacrylamide |
EINECS | 203-750-9 |
| CAS No. | 110-26-9 | Density | 1.054 g/cm3 |
| PSA | 58.20000 | LogP | 0.33010 |
| Solubility | 0.01-0.1 g/100 mL at 18 °C in water | Melting Point |
>300 °C(lit.) |
| Formula | C7H10N2O2 | Boiling Point | 445.1 °C at 760 mmHg |
| Molecular Weight | 154.169 | Flash Point | 215 °C |
| Transport Information | UN 2811 | Appearance | white crystalline powder |
| Safety | 22-36/37-36-26 | Risk Codes | 20/22-20/21/22-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn, Xi
|
| Synonyms |
Acrylamide,N,N'-methylenebis- (6CI,7CI,8CI);Bisacrylamide;Methylenebisacrylamide;Methylenediacrylamide;N,N'-Diacryloylmethylenediamine;N,N'-Methylenebis(2-propenamide);N,N'-Methylenebis(acrylamide);2-Propenamide,N,N'-methylenebis-;NSC 406836;NSC 7774;Triam 507; |
N,N'-Methylenebisacrylamide Synthetic route
| Conditions | Yield |
|---|---|
| With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; hydroquinone In water at 65 - 75℃; for 2.5h; Reagent/catalyst; Temperature; | 87.54% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride |
- 50-00-0
formaldehyd
- 107-06-2
1,2-dichloro-ethane
- 79-06-1
2-propenamide
- 110-26-9
N,N'-Methylenebisacrylamide
| Conditions | Yield |
|---|---|
| With hydrogenchloride |
| Conditions | Yield |
|---|---|
| With sulfuric acid; water | |
| With hydroquinone | |
| With sulfuric acid |
- 115-77-5
Pentaerythritol
- 924-42-5
N-Methylolacrylamid
B
- 85030-50-8
C13H22N2O6
I
- 110-26-9
N,N'-Methylenebisacrylamide
| Conditions | Yield |
|---|---|
| Stage #1: Pentaerythritol; N-Methylolacrylamid With tempol; toluene-4-sulfonic acid In methanol at 86℃; for 1.5h; Stage #2: With ammonia In methanol; propyleneglycol monomethylether; water |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; potassium carbonate; triethylamine In 1,4-dioxane; methanol; water; ethyl acetate | 200 mg (58%) |
- 110-26-9
N,N'-Methylenebisacrylamide
- 139031-06-4
bis(mesityleneformyl)phosphine
- 1591653-06-3
N,N-methylene(bis(bis(2,4,6-trimethylbenzoyl)phosphino)propanamide)
| Conditions | Yield |
|---|---|
| With triethylamine In 1,2-dimethoxyethane; toluene at 50℃; for 12h; Schlenk technique; Inert atmosphere; | 99% |
- 347371-56-6
N,N'-bis(2,6-diisopropylphenyl)-1,6,7,12-tetra[4-(2-aminoethyl)phenoxy]perylene-3,4,9,10-tetracarboxylic acid diimide
- 110-26-9
N,N'-Methylenebisacrylamide
- 1549684-13-0
C136H158N22O24
| Conditions | Yield |
|---|---|
| In methanol; water at 50℃; for 48h; Michael Addition; Inert atmosphere; | 95% |
N,N'-Methylenebisacrylamide Chemical Properties
Molecular structure of N,N'-Methylenebisacrylamide (CAS NO.110-26-9):
IUPAC Name: N-[(Prop-2-enoylamino)methyl]prop-2-enamide
Molecular Formula: C7H10N2O2
Molecular Weight: 154.1665 g/mol
Density: 1.054 g/cm3
Melting Point: >300 °C(lit.)
Boiling Point: 445.1 °C at 760 mmHg
Flash Point: 215 °C
Index of Refraction: 1.475
Molar Refractivity: 41.17 cm3
Molar Volume: 146.1 cm3
Surface Tension: 34.7 dyne/cm
Enthalpy of Vaporization: 70.3 kJ/mol
Vapour Pressure: 4.06E-08 mmHg at 25 °C
Storage Temp.: 2-8 °C
Water Solubility: 0.01-0.1 g/100 mL at 18 °C
XLogP3-AA: 0.1
H-Bond Donor: 2
H-Bond Acceptor: 2
Rotatable Bond Count: 4
Tautomer Count: 3
Exact Mass: 154.074228
MonoIsotopic Mass: 154.074228
Topological Polar Surface Area: 58.2
Heavy Atom Count: 11
Canonical SMILES: C=CC(=O)NCNC(=O)C=C
InChI: InChI=1S/C7H10N2O2/c1-3-6(10)8-5-9-7(11)4-2/h3-4H,1-2,5H2,(H,8,10)(H,9,11)
InChIKey: ZIUHHBKFKCYYJD-UHFFFAOYSA-N
EINECS: 203-750-9
Product Categories: Biochemistry; Reagents for Electrophoresis; Acrylamide; Molecular Biology; Nucleic Acid Electrophoresis
N,N'-Methylenebisacrylamide Uses
N,N'-Methylenebisacrylamide (CAS NO.110-26-9) is an important material for the separation of Amino Acids. It is essential to photosensitive nylon and plastics. N,N'-Methylenebisacrylamide is also used as plugging agent in oilfield drilling and construction grouting. It is used as cross-linking agent in the synthesis of acrylic resin and adhesives.
N,N'-Methylenebisacrylamide Toxicity Data With Reference
| 1. | mma-sat 1 mg/plate | EMMUEG Environmental and Molecular Mutagenesis. 11 (Suppl 12)(1988),1. | ||
| 2. | dlt-mus-ipr 225 mg/kg | MUREAV Mutation Research. 229 (1990),161. | ||
| 3. | orl-rat LD50:390 mg/kg | 37ASAA Kirk-Othmer Encyclopedia of Chemical Technology. 1 (1978),306. | ||
| 4. | orl-mus LD50:380 mg/kg | JACTDZ Journal of the American College of Toxicology. 1 (1990),111. |
N,N'-Methylenebisacrylamide Consensus Reports
Reported in EPA TSCA Inventory.
N,N'-Methylenebisacrylamide Safety Profile
Poison by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also AMIDES.
Hazard Codes: 
Xn, 
Xi
Risk Statements: 20/22-20/21/22-36/37/38
20/22: Harmful by inhalation and if swallowed
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 22-36/37-36-26
22: Do not breathe dust
36/37: Wear suitable protective clothing and gloves
36: Wear suitable protective clothing
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR: UN 2811
WGK Germany: 2
RTECS: AS3678000
F: 8
F8: Photosensitive
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29241900
N,N'-Methylenebisacrylamide Specification
N,N'-Methylenebisacrylamide (CAS NO.110-26-9) is also named as 2-Propenamide, N,N'-methylenebis- ; 4-02-00-01472 (Beilstein Handbook Reference) ; AI3-08643 ; BRN 1706297 ; CCRIS 4672 ; Methylenebisacrylamide ; Methylenediacrylamide ; N,N'-Methylenebis(2-propenamide) ; N,N'-Methylenebis(acrylamide) ; N,N'-Methylenediacrylamide ; N,N'-Methylidenebisacrylamide ; NSC 406836 . N,N'-Methylenebisacrylamide (CAS NO.110-26-9) is white crystalline powder with a neutral odor. It is very slightly water soluble. N,N'-Methylenebisacrylamide is incompatible with strong oxidizers, strong acids and strong bases. Flash point data for N,N'-Methylenebisacrylamide are not available; however, it is probably combustible.
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