CAS 110-26-9 Methylenebisacrylamide (HCID 8041)

Namen und Bezeichner

Bevorzugter Name: Methylenebisacrylamide
IUPAC: N-[(prop-2-enoylamino)methyl]prop-2-enamide
Lokaler Name: N,N'-Methylendiacrylamid
Englischer Name: N,N'-Methylenebisacrylamide
Summenformel: C7H10N2O2
Molmasse: 154.17

Namen und Synonyme

N,N'-METHYLENEBISACRYLAMIDE110-26-9MethylenebisacrylamideMethylenediacrylamideN,N'-Methylenebis(acrylamide)2-Propenamide, N,N'-methylenebis-N,N'-MethylidenebisacrylamideAcrylamide, N,N'-methylenebis-N,N'-Methylenebis(2-propenamide)DTXSID8025595EDK4RIE19CDTXCID205595

Weitere Namen anzeigen

MBABISBISACRYLAMIDEN, N-METHYLENE-BIS-ACRYLAMIDEnappN,N-MethylenebisaMFM6

N,N'-Methylenebis[acrylamide]RefChem:161037n,n'-methylene-bis(acrylamide)2-propenamide, N,N'-methyl-enebisN,N'-METHYLENEBIS-2-PROPENAMIDEmethylene bisacrylamideN,N'-Methylenediacrylamiden,n-methylenebisacrylamide

Datenbank-Bezeichner

CAS: 110-26-9
PubChem CID: 8041
DTXSID: DTXSID8025595
ChEMBL: CHEMBL1401480
UNII: EDK4RIE19C
EC Number: 203-750-9
Nikkaji: J33.815J

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,1
Polarare Oberfläche (TPSA): 58,2 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 4
Schwere Atome: 11
Formalladung: 0
Komplexität: 167

Experimentelle und physikochemische Eigenschaften

Density · 2 Einträge

1.235 at 86 °F (NTP, 1992) - Denser than water; will sink

1.235 @ 30°C

Solubility0.1 to 1 mg/mL at 64 °F (NTP, 1992)

Melting Point365 °F (with decomposition) (NTP, 1992)

Vapor Density5.31 (NTP, 1992) - Heavier than air; will sink (Relative to Air)

Physical Description · 3 Einträge

N,n'-methylenebisacrylamide is a white crystalline powder with a neutral odor. (NTP, 1992)

Dry Powder

White solid; [CAMEO]

Collision Cross Section138.1 Å² [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8025595]

Physikochemische Eigenschaften

Schmelzpunkt: 300 °C · >300 °C(lit.)
Siedepunkt: 277.52 °C · 277.52°C (rough estimate)
Dichte: 1.235 · 1.235
Dampfdichte: 5.31 · 5.31 (vs air)
Dampfdruck: 0 · 0-0.073Pa at 20-84.85℃
Brechungsindex: 1.488 · 1.4880 (estimate)
storage temp.: 2 · 2-8°C
Löslichkeit: 2 O: · H2O: 20 mg/mL at 20 °C, clear, colorless
Aggregatzustand: powder
pka: 13.07 · 13.07±0.46(Predicted)
Farbe: White
Geruch (Odor): Odorless
PH: 5 · >=5.0 (25g/l, H2O, 20℃)
Wasserlöslichkeit: 0.01 · 0.01-0.1 g/100 mL at 18 ºC
BRN: 1706297 · 1706297
Stabilität: Light Sensitive
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
SMILES: C=CC(=O)NCNC(=O)C=C
LogP: -1.52 · -1.52--0.08 at 24-25℃ and pH4-10
Oberflächenspannung: 70.2 · 70.2-70.3mN/m at 1g/L and 20℃
CAS Datenbank: 110 · 110-26-9(CAS DataBase Reference)
NIST chemische Informationen: 2 · 2-Propenamide, n,n'-methylenebis-(110-26-9)
EPA chemische Informationen: N,N'-Methylenebisacrylamide (110-26-9)
Absorption: 0.2 at · ≤0.2 at 290 at 1%

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H340: May cause genetic defects [Danger Germ cell mutagenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Danger

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: 2-Propenamide, N,N'-methylenebis-

Hazard Traits - Genotoxicity；Authoritative List - EC Annex VI CMRs - Cat. 1B；Report - if used as a fragrance or flavor ingredient

2-Propenamide, N,N'-methylenebis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenamide, N,N'-methylenebis- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 10-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/21036

2-Propenamide, N,N'-methylenebis: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - 2-Propenamide, N,N'-methylenebis- (N,N'-methylenebisacrylamide)

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)

Health Hazards · 1 Eintrag

SYMPTOMS: Symptoms of exposure to this type of compound may include irritation and redness of the skin, irritation of the eyes, drowsiness, tingling sensation, fatigue, weakness, stumbling, slurred speech and shaking. Chronic exposure to this type of compound may lead to muscular weakness, incoordination, skin rashes, excessive sweating of the hands and feet, cold hands and peeling of the skin.；ACUTE/CHRONIC HAZARDS: This compound is toxic by ingestion. It may be harmful by inhalation or skin absorption. Solutions may be absorbed through the IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. (NTP, 1992)

Hazards Summary · 1 Eintrag

May cause skin and eye irritation and symptoms indicative of nervous system effects; [NTP] May cause irritation; Harmful by ingestion and inhalation; May cause reproductive disorders, based on animal studies; [Sigma-Aldrich MSDS] See Acrylamide.

Reactive GroupAmides and Imides；Hydrocarbons, Aliphatic Unsaturated

Sicherheit und Schutzausrüstung

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)

First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.；SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.；INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.；INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.；STORAGE PRECAUTIONS: You should store this material under ambient temperatures away from oxidizers, acids and bases. (NTP, 1992)

Protective Action Criteria (PAC) · 3 Einträge

1.2 [mg/m3]

13 [mg/m3]

77 [mg/m3]

Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxikologische Informationen

Toxicity DataLC (rat) > 41 ppm/6hr

Regulatorische Informationen

Regulatory Information · 5 Einträge

Chemical: 2-Propenamide, N,N'-methylenebis-

Hazard Traits - Genotoxicity；Authoritative List - EC Annex VI CMRs - Cat. 1B；Report - if used as a fragrance or flavor ingredient

2-Propenamide, N,N'-methylenebis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenamide, N,N'-methylenebis- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 10-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/21036

2-Propenamide, N,N'-methylenebis: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

F: 8
wgk: 2
tsca: TSCA listed
ridadr: UN 2811
hs_code: 29241900
RTECS-Nr.: AS3678000
risk_code: 20/22-20/21/22-36/37/38
Toxizität: LD50 orally in Rabbit: 390 mg/kg
hazard_code: Xn,Xi
safety_code: 22-36/37-36-26
hazard_class: 6.1(b)
packing_group: III
Speicherklasse: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: Acute Tox. 3 OralAcute Tox. 4 DermalCarc. 1BMuta. 1BRepr. 2STOT RE 1 Oral

Chemie und Industrie

Verwendung und Herstellung

UsesUsed as an organic intermediate, cross-linking agent, for making polyacrylamides, and for preparing polyacrylamide gel for electrophoresis, chemical grouting, and other uses; [NTP]

U.S. Production2023: <50,000 lb；2021: 50,000 - <250,000 lb；2020: <50,000 lb

Industry UsesMonomers

General Manufacturing Information · 2 Einträge

All Other Basic Organic Chemical Manufacturing

2-Propenamide, N,N'-methylenebis-: ACTIVE

Anwendungen · 1 Eintrag

VerwendenN,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.