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| CAS No.: | 110-26-9 |
|---|---|
| Name: | N,N'-Methylenebisacrylamide |
| Molecular Structure: | |
|
|
|
| Formula: | C7H10N2O2 |
| Molecular Weight: | 154.169 |
| 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; |
| EINECS: | 203-750-9 |
| Density: | 1.054 g/cm3 |
| Melting Point: | >300 °C(lit.) |
| Boiling Point: | 445.1 °C at 760 mmHg |
| Flash Point: | 215 °C |
| Solubility: | 0.01-0.1 g/100 mL at 18 °C in water |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 20/22-20/21/22-36/37/38 |
| Safety: | 22-36/37-36-26 |
| Transport Information: | UN 2811 |
| PSA: | 58.20000 |
| LogP: | 0.33010 |
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| 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% |
- 504-63-21,3-Propanediol
- 83-67-01H-Purine-2,6-dione,3,7-dihydro-3,7-dimethyl-
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- 518-47-8Fluorescein disodium salt
- 534-17-8Cesium carbonate
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
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Chemistry
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
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.
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. |
Consensus Reports
Reported in EPA TSCA Inventory.
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
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.