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Acetamide information


Acetamide
Names
Preferred IUPAC name
Acetamide[1]
Systematic IUPAC name
Ethanamide
Other names
Acetic acid amide
Acetylamine
Identifiers
CAS Number
  • 60-35-5 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:27856 checkY
ChEMBL
  • ChEMBL16081 checkY
ChemSpider
  • 173 checkY
DrugBank
  • DB02736 checkY
ECHA InfoCard 100.000.430 Edit this at Wikidata
EC Number
  • 200-473-5
IUPHAR/BPS
  • 4661
KEGG
  • C06244 checkY
PubChem CID
  • 178
RTECS number
  • AB4025000
UNII
  • 8XOE1JSO29 checkY
CompTox Dashboard (EPA)
  • DTXSID7020005 Edit this at Wikidata
InChI
  • InChI=1S/C2H5NO/c1-2(3)4/h1H3,(H2,3,4) checkY
    Key: DLFVBJFMPXGRIB-UHFFFAOYSA-N checkY
  • InChI=1/C2H5NO/c1-2(3)4/h1H3,(H2,3,4)
    Key: DLFVBJFMPXGRIB-UHFFFAOYAC
SMILES
  • O=C(N)C
Properties
Chemical formula
C2H5NO
Molar mass 59.068 g·mol−1
Appearance colorless, hygroscopic solid
Odor odorless
mouse-like with impurities
Density 1.159 g cm−3
Melting point 79 to 81 °C (174 to 178 °F; 352 to 354 K)
Boiling point 221.2 °C (430.2 °F; 494.3 K) (decomposes)
Solubility in water
2000 g L−1[2]
Solubility ethanol 500 g L−1[2]
pyridine 166.67 g L−1[2]
soluble in chloroform, glycerol, benzene[2]
log P −1.26
Vapor pressure 1.3 Pa
Acidity (pKa) 15.1 (25 °C, H2O)[3]
Magnetic susceptibility (χ)
−0.577 × 10−6 cm3 g−1
Refractive index (nD)
1.4274
Viscosity 2.052 cP (91 °C)
Structure
Crystal structure
trigonal
Thermochemistry[4]
Heat capacity (C)
91.3 J·mol−1·K−1
Std molar
entropy (S298)
115.0 J·mol−1·K−1
Std enthalpy of
formation fH298)
−317.0 kJ·mol−1
Hazards
GHS labelling:
Pictograms
GHS08: Health hazard
Signal word
Warning
Hazard statements
H351
Precautionary statements
P201, P202, P281, P308+P313, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
3
1
1
Flash point 126 °C (259 °F; 399 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
7000 mg kg−1 (rat, oral)
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Acetamide (systematic name: ethanamide) is an organic compound with the formula CH3CONH2. It is derived from acetic acid. It finds some use as a plasticizer and as an industrial solvent.[5] The related compound N,N-dimethylacetamide (DMA) is more widely used, but it is not prepared from acetamide. Acetamide can be considered an intermediate between acetone, which has two methyl (CH3) groups either side of the carbonyl (CO), and urea which has two amide (NH2) groups in those locations. Acetamide is also a naturally occurring mineral[6] with the IMA symbol: Ace.[7]

  1. ^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 841. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ a b c d The Merck Index, 14th Edition, 36
  3. ^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–88. ISBN 9781498754293.
  4. ^ John Rumble (June 18, 2018). CRC Handbook of Chemistry and Physics (99th ed.). CRC Press. pp. 5–3. ISBN 978-1138561632.
  5. ^ Cite error: The named reference ullmann was invoked but never defined (see the help page).
  6. ^ Mindat: Naturally occurring acetamide
  7. ^ Warr, L.N. (2021). "IMA-CNMNC approved mineral symbols". Mineralogical Magazine. 85 (3): 291–320. Bibcode:2021MinM...85..291W. doi:10.1180/mgm.2021.43. S2CID 235729616.

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Acetamide

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Acetamide (systematic name: ethanamide) is an organic compound with the formula CH3CONH2. It is derived from acetic acid. It finds some use as a plasticizer...

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Dimethylacetamide

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National Institute for Occupational Safety and Health (NIOSH). "Dimethyl acetamide". Immediately Dangerous to Life or Health Concentrations (IDLH). National...

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Amide

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joined to an amine group. Common of amides are formamide (H−C(=O)−NH2), acetamide (H3C−C(=O)−NH2), benzamide (C6H5−C(=O)−NH2), and dimethylformamide (H−C(=O)−N(−CH3)2)...

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Phenacetin

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Phenacetin (acetophenetidin, N-(4-ethoxyphenyl)acetamide) is a pain-relieving and fever-reducing drug, which was widely used following its introduction...

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Ammonium acetate

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after R. Minderer, a physician from Augsburg. It is the main precursor to acetamide: NH4CH3CO2 → CH3C(O)NH2 + H2O It is also used as a diuretic. As the salt...

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Nitroacetanilide

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as in intermediate in the production of some dyes. "N-(4-Nitrophenyl)acetamide (compound)". Retrieved 5 December 2021. "Dyes and Dye Intermediates" in...

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Ethanol

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Hexapentaenylidene Methylcyanoacetylene Methyl formate Propenal Nine atoms Acetamide Cyanohexatriyne Cyanotriacetylene Dimethyl ether Ethanol Methyldiacetylene...

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Bromazolam

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2-amino-N-(2-benzoyl-4-bromophenyl)acetamide. Upon the formation of 2-amino-N-(2-benzoyl-4-bromophenyl)acetamide, an intramolecular reaction ensues,...

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Water

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Hexapentaenylidene Methylcyanoacetylene Methyl formate Propenal Nine atoms Acetamide Cyanohexatriyne Cyanotriacetylene Dimethyl ether Ethanol Methyldiacetylene...

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Silylation

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Generally a base is employed to absorb the HCl coproduct. Bis(trimethylsilyl)acetamide ("BSA", Me3SiNC(OSiMe3)Me is an efficient silylation agent. The reaction...

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C2H5NO

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mass: 59.07 g/mol, exact mass: 59.03711 u) may refer to: Acetaldoxime Acetamide Aminoacetaldehyde N-Methylformamide (NMF) This set index page lists chemical...

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Organic compound

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Hexapentaenylidene Methylcyanoacetylene Methyl formate Propenal Nine atoms Acetamide Cyanohexatriyne Cyanotriacetylene Dimethyl ether Ethanol Methyldiacetylene...

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Acetate

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are aluminium acetate, used in dyeing, ammonium acetate, a precursor to acetamide, and potassium acetate, used as a diuretic. All three salts are colourless...

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Molecule

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Interstellar medium

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Hexapentaenylidene Methylcyanoacetylene Methyl formate Propenal Nine atoms Acetamide Cyanohexatriyne Cyanotriacetylene Dimethyl ether Ethanol Methyldiacetylene...

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Trimethylsilyl group

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trimethylsilylating agents include trimethylsilyl chloride and bis(trimethylsilyl)acetamide. Trimethylsilyl groups on a molecule have a tendency to make it more volatile...

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Partition coefficient

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They are sorted by the partition coefficient, smallest to largest (acetamide being hydrophilic, and 2,2',4,4',5-pentachlorobiphenyl lipophilic), and...

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Propionaldehyde

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compounds, four of which were seen for the first time on a comet, including acetamide, acetone, methyl isocyanate and propionaldehyde. With an LD50 of 1690...

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Comet

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least sixteen organic compounds at the comet's surface, four of which (acetamide, acetone, methyl isocyanate and propionaldehyde) have been detected for...

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Methylamine

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includes the use of the Hofmann rearrangement, to yield methylamine from acetamide and bromine. In the laboratory, methylamine hydrochloride is readily prepared...

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Carbon dioxide

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Hexapentaenylidene Methylcyanoacetylene Methyl formate Propenal Nine atoms Acetamide Cyanohexatriyne Cyanotriacetylene Dimethyl ether Ethanol Methyldiacetylene...

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Spectroscopy

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Hydrogen peroxide

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BSTFA

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chromatography. This reagent was first reported in 1968. Bis(trimethylsilyl)acetamide, MeC(OSiMe3)NSiMe3 Ito, Katsuji; Nakayama, Yuki (2001). "N...

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Extraterrestrial life

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