N-(1,1-Dimethyl-3-oxo-butyl)-2-propenamid

N-(1,1-Dimethyl-3-oxobutyl)acrylamide

HCID 17888CAS 2873-97-4

Grundinformationen

Standard-SMILES
C=CC(=O)NC(C)(C)CC(C)=O
InChIKey
OMNKZBIFPJNNIO-UHFFFAOYSA-N
Summenformel
C9H15NO2
Durchschnittliche Molmasse
169,22 g/mol
Monoisotopische Masse
169,11027872

Namen und Bezeichner

Bevorzugter Name
N-(1,1-Dimethyl-3-oxobutyl)acrylamide
IUPAC
N-(2-methyl-4-oxopentan-2-yl)prop-2-enamide
Lokaler Name
N-(1,1-Dimethyl-3-oxo-butyl)-2-propenamid
Englischer Name
Diacetone acrylamide
Summenformel
C9H15NO2
Molmasse
169.22

Namen und Synonyme

N-(1,1-Dimethyl-3-oxobutyl)acrylamideDAAm compoundRefChem:586138DIACETONE ACRYLAMIDE2873-97-4N-(2-Methyl-4-oxopentan-2-yl)acrylamideDiacetoneacrylamide2-Propenamide, N-(1,1-dimethyl-3-oxobutyl)-N-(2-methyl-4-oxopentan-2-yl)prop-2-enamideN-(1,1-Dimethyl-3-oxobutyl)-2-propenamideAcrylamide, N,N-diacetonyl-Acrylamide, N-(1,1-dimethyl-3-oxobutyl)-
Weitere Namen anzeigen
DAAMDAACmcSodiumSalt(EdifasB)Diacetone acryL5-oxo-2-hexenamideDIAECTONEACRYLAMIDEDiacetonyl acrylamide
CCRIS 5898DTXSID1024916N-(2-(2-Methyl-4-oxopentyl))acrylamideDAAAMFCD00008788DIACETONE ACRYLAMIDE [HSDB]WLN: 1V1X1&1&MV1U13Z8J3430Z2

Datenbank-Bezeichner

CAS
2873-97-4
PubChem CID
17888
DTXSID
DTXSID1024916
ChEMBL
CHEMBL3183854
UNII
3Z8J3430Z2
EC Number
220-713-2
Nikkaji
J7.924C

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,4
Polarare Oberfläche (TPSA)
46,2 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
4
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Color/FormWhite crystalline solid
Solubility · 3 Einträge

Very soluble (NTP, 1992)

Highly sol in water and most organic solvents

Soluble in chloroform

Boiling Point · 2 Einträge

248 °F at 8 mmHg (NTP, 1992)

120 °C @ 8 mm Hg

DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Melting Point · 2 Einträge

135 to 136 °F (NTP, 1992)

57-58 °C

Vapor Pressure0.000579 [mmHg]

Physikochemische Eigenschaften

Schmelzpunkt
54 · 54-56 °C (lit.)
Siedepunkt
120 °C · 120 °C (8 mmHg)
Dichte
1.0873 · 1.0873 (rough estimate)
Dampfdruck
0.109 Pa · 0.109Pa at 20℃
Brechungsindex
1.42 · 1.4200 (estimate)
Flammpunkt
230 °F · >230 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 18% (65 of 362) of reports.

Warning

H302 (82%): Harmful if swallowed [Warning Acute toxicity, oral];H361 (49.4%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 362 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 65 of 362 reports by companies.;There are 6 notifications provided by 297 of 362 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 2-Propenamide, N-(1,1-dimethyl-3-oxobutyl)-

2-Propenamide, N-(1,1-dimethyl-3-oxobutyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenamide, N-(1,1-dimethyl-3-oxobutyl)- 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: 22-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13212

2-Propenamide, N-(1,1-dimethyl-3-oxobutyl)-: Does not have an individual approval but may be used under an appropriate group standard

Health HazardsACUTE/CHRONIC HAZARDS: Toxic. Irritant. Flammable. Hazardous decomposition products. (NTP, 1992)
Hazards SummaryToxic by ingestion; [HSDB] Causes somnolence and convulsions in lethal-dose feeding studies of rats; [RTECS] An irritant; [CAMEO] An irritant; Effects in high-dose animal studies include convulsions; [MSDSonline]
Reactive GroupAmides and Imides;Ketones;Acrylates and Acrylic Acids;Polymerizable Compounds
Reactivity AlertsPolymerizable
Reactivity Profile · 1 Eintrag

DIACETONE ACRYLAMIDE forms polymers in solution, in bulk, or in emulsion. May react vigorously with strong oxidizing agents. Can react exothermically with reducing agents (such as alkali metals and hydrides) to release gaseous hydrogen. May react exothermically with both acids and bases. May undergo autoxidation upon exposure to the air to form explosive peroxides.

Sicherheit und Schutzausrüstung

Fire FightingA fire in your laboratory involving this chemical should be extinguished with a dry chemical, carbon dioxide or halon extinguisher. (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: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a strong 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 in a refrigerator. (NTP, 1992)

Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

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.;RECOMMENDED GLOVE MATERIALS: Permeation data indicate that butyl rubber gloves may provide protection to contact with this compound. Butyl rubber over latex gloves is recommended. However, if this chemical makes direct contact with your gloves, or if a tear, hole or puncture develops, remove them at once. (NTP, 1992)

Toxikologische Informationen

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Non-Human Toxicity ExcerptsModerately toxic by ingestion.
Antidote and Emergency Treatment · 2 Einträge

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

Non-Human Toxicity Values · 2 Einträge

LD50 Rat oral 1770 mg/kg

LD50 Mouse oral 1303 mg/kg

Regulatorische Informationen

Regulatory Information · 4 Einträge

Chemical: 2-Propenamide, N-(1,1-dimethyl-3-oxobutyl)-

2-Propenamide, N-(1,1-dimethyl-3-oxobutyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenamide, N-(1,1-dimethyl-3-oxobutyl)- 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: 22-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13212

2-Propenamide, N-(1,1-dimethyl-3-oxobutyl)-: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

F
3
wgk
1
tsca
TSCA listed
hs_code
29241990
RTECS-Nr.
AS3475000
risk_code
22

Chemie und Industrie

Verwendung und Herstellung

Uses · 6 Einträge

Used to make coatings, laminates, sealers, adhesives, and lubricating oils; to impart water tolerance and vapor permeability to copolymer films; as cross-linking agent in polyester resins; in color photography; in orthopedic bandages; in air sprays; [HSDB] Used as adhesion improver for cellulosics, concrete, and glass; [Hawley]

Textiles (Fiber & Fabric Manufacturing) [Category: Industry];Plastic Composites Manufacturing [Category: Industry];Photographic Processing [Category: Other];Cement Producing [Category: Industry];Glass Manufacturing [Category: Industry]

In mfr of coatings, laminates, sealers, adhesives, lubricating oils

Imparts water tolerance and vapor permeability to copolymer films; cross-linking agent in polyester resins; color photography

ORTHOPEDIC BANDAGE COMPRISING DIACETONE ACRYLAMIDE

IN AIR SPRAYS

U.S. Imports(1979) 2.52X10+6 GRAMS (PRINCPL CUSTMS DISTS)
U.S. Production · 3 Einträge

2023: 1,000,000 - <2,500,000 lb;2022: 1,000,000 - <5,000,000 lb;2021: 1,000,000 - <2,500,000 lb;2020: 1,000,000 - <5,000,000 lb

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Industry UsesOther;Monomers;Not Known or Reasonably Ascertainable
Methods of Manufacturing · 3 Einträge

REACTION OF ACRYLONITRILE WITH ACETONE IN PRESENCE OF CONCENTRATED SULFURIC ACID; REACTION OF ACRYLONITRILE WITH 1,1-DIMETHYL-3-OXOBUTANOL VIA RITTER REACTION

Prepd by reaction of acrylonitrile with acetone in presence of concn sulfuric acid: Coleman et al, J Polym Sci 3a, 1601 (1965); Coleman, US patent 3,277,056 (1966 to Lubrizol).

N-Substituted acrylamides may also be prepared from acetylene, carbon monoxide, and an amine using an iron or nickel carbonyl catalyst.

Formulations/PreparationsPurity 99+%

Anwendungen

VerwendenDiacetone acrylamide is used in epoxy resin, acryl emulsion, water based paints, waste water treatment, photosensitive resins, waterborne coatings and gel electrophoresis. It is also used in the manufacture of permanent press fabrics.

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北云镁科技有限公司027-59206672 18995657604 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]

Zugehörige Reaktionen

4

Verknüpfte Notizen

Wird geladen…