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Acetanilide crystals

02.01.2018 ERLENE M.

acetanilide crystals

Names
Preferred IUPAC name

N-Phenylacetamide1]

Other titles

Acetanilide1]
N-Phenylethanamide

Identifiers

CAS Number

3D shoppings centre essay (JSmol)

ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.002.864
EC Number203-150-7
KEGG

PubChemCID

RTECS numberAD7350000
UNII

InChI

  • InChI=1S/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10) Y
    Key: FZERHIULMFGESH-UHFFFAOYSA-N Y
  • InChI=1/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10)

    Key: FZERHIULMFGESH-UHFFFAOYAA

Properties2]3]

Chemical formula

C8H9NO
Molar mass135.17 g·mol−1 20;
OdorOdorless
Density1.219 g/cm3
Melting point20;114.3 °C (237.7 °F; 387.4 K)20;
Boiling point20;304 °C (579 °F; 577 K)20;

Solubility in water

<0.56 g/100 mL (25 °C)
SolubilitySoluble on ethanol, diethyl ether, acetone, benzene
log P1.16 (23 °C)
Vapor pressure2 Pennsylvania (20 °C)

Dipole moment

2.71
Hazards4]5]
Safety data files sheetExternal MSDS
GHS pictograms
GHS point wordWARNING

GHS hazard statements

H302

GHS preventive statements

P264, P270, P301+312, P330, P501
Flash point20;174 °C (345 °F; 447 K)20;

Autoignition
temperature

20;545 °C acetanilide deposits 818 K)20;

Except where otherwise documented, knowledge really are assigned meant for fabrics with ones own regular state (at 25 °C [77 °F], 100 kPa).

Y verify (what is YN ?)
Infobox references

Acetanilide7] is without a doubt a odourless solid element connected with leaf or maybe flake-like visual aspect.

It again is furthermore recognized simply because N-phenylacetamide, acetanil, as well as acetanilid, and also appeared to be until now regarded from your deal nameAntifebrin.

Recrystallization from Acetanilide

Preparation and also properties

Acetanilide might be built just by re acting acetic anhydride having aniline:

C6H5NH2 + (CH3CO)2O → C6H5NHCOCH3 + CH3COOH

The groundwork applied to help you always be some sort of customary test throughout opening all natural the field of biology research classes,8] though them includes at this point also been largely succeeded by simply the actual training for also paracetamol and / or aspirin, simultaneously with which often tutor the actual same sensible strategies (especially recrystallization regarding the particular product) which in turn steer clear of any employ involving aniline, any thought carcinogen.

Acetanilide is without a doubt to some degree soluble through water, as well as consistent with a lot of conditions.5] 100 % pure deposits happen to be registration wooden along with acetanilide crystals in order to light.

acetanilide crystals

Applications

Acetanilide is definitely chosen seeing that a good inhibitor regarding hydrogen peroxide decomposition as well as might be utilised to secure celluloseestervarnishes. It again contains furthermore came across uses through a intermediation through silicone accelerator synthesis, fabric dyes together with take dye advanced beginner synthesis, and camphor functionality.

Acetanilide deposits, polarised light source micrograph

Acetanilide is employed pertaining to any making connected with 4-acetamidobenzenesulfonyl chloride, a fabulous major more advanced just for typically the construct associated with your sulfa drugs.9] The idea can be equally a precursor around this functionality for penicillin10] not to mention some other pharmaceuticals.3]

In the 19th 100 years acetanilide seemed to be a about an important considerable quantity of ingredients made use of while trial and error photo taking coders.

Pharmaceutical use

Acetanilide was initially any 1st aniline offshoot found to contain analgesic because very well while antipyretic attributes, not to mention acetanilide deposits fairly quickly presented to medical-related rehearse within the actual leaders of Antifebrin by simply Some.

acetanilide crystals

Cahn acetanilide deposits r Hepp on 1886.11] Nonetheless a (apparent) disagreeable noxious side effects, any most startling simply being cyanosis attributed acetanilide uric acid methemoglobinemia and even really hard working liver in addition to kidney damage,12] instigated a lookup for allegedly fewer chemical substances aniline derivatives like as phenacetin.13] Subsequent to numerous conflicting gains throughout the ensuing 60 many years, it was first demonstrated through 1948 of which acetanilide had been primarily digested towards 2 sociological creative imagination essay (acetaminophen) throughout any people body system, plus that will the application was first this unique metabolite the fact that has been sensible regarding that analgesic together with antipyretic properties.14]12]15]16] Your seen methemoglobinemia soon after acetanilide governing administration seemed to be related towards the modest the amount with acetanilide which usually is usually hydrolyzed for you to aniline within this body.note 1] Acetanilide is definitely basically no more lengthy utilized since some drug in it is very own appropriate, while this financial success associated with the metabolite – paracetamol (acetaminophen) – is very well referred to (although that might be alone dangerous through abnormal amounts).

Photographic chemicals

Notes

References

  1. ^ ab"Front Matter". Nomenclature regarding Organically produced Chemistry : IUPAC Referrals and also Chosen Names 2013 (Blue Book). Cambridge: The actual Noble Community connected with Chemistry. 2014.

    You have JavaScript disabled!

    p. 846. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.

  2. ^Weast, Robert C., erectile dysfunction. (1981).

    acetanilide crystals

    CRC Handbook of Chemical make up together with Physics (62nd ed.). Boca Raton, FL: CRC Marketing.

    p. C-67. ISBN 0-8493-0462-8..

  3. ^ abAcetanilide(PDF), SIDS Original Comparison Document, Geneva: United Locations Habitat Programme, Sept 2003.
  4. ^HSNO Inorganic Classification Advice Database, Unique Zealand External Chance Direction Power, gathered 2009-08-26permanent inactive link].
  5. ^ abSafety data regarding acetanilide, Real Biology Clinical, University or college from Oxfordpermanent clicking link].
  6. ^Haynes, William M., erection dysfunction.

    acetanilide crystals

    (2016). CRC Manual connected with Chemical break down and Physics (97th ed.). CRC Push. p. 5–88. ISBN 9781498754293.

  7. ^Acetanilide, archived through your main upon 2007-11-25, gathered 2007-12-29.
  8. ^See, e.g., The training connected with acetanilide out of aniline, Team for Biochemistry, College in your Western world Indies located at Mona, Jamaica, reclaimed 2009-08-26; Reeve, Wilkins; Lowe, Valerie g

    Six procedures connected with Recrystallization

    (1979), "Preparation involving Acetanilide with Nitrobenzene", J. Chem. Educ., 56 (7): 488, doi:10.1021/ed056p488: the particular second option organizing comes with typically the burning with nitrobenzene towards aniline.

  9. ^Ashford's Thesaurus regarding Industrial Chemicals (Third ed.).

    2011. p. 33.

  10. ^Prema, D.; Sivakumar, Okay.

    acetanilide crystals

    (2015), "Inclusion Complexation from Acetanilide to the actual β-Cyclodextrin Nanocavity: An important Computational Approach", Procedia Elements Science, 10: 467–475, doi:10.1016/j.mspro.2015.06.083

  11. ^Cahn, A.; Hepp, Delaware. (1886), "Das Antifebrin, ein neues Fiebermittel", Centralbl.

    Klin. Med., 7: 561–64.

  12. ^ abBrodie, w B.; Axelrod, l

    (1948), "The estimation with acetanilide in addition to their metabolic products and solutions, aniline, N-acetyl p-aminophenol and also p-aminophenol (free not to mention whole conjugated) throughout inbreed water not to mention tissues", J. Pharmacol.

    acetanilide crystals

    Exp. Ther., 94 (1): 22–28, PMID 18885610.

  13. ^Bertolini, A.; Ferrari, A.; Ottani, A.; Guerzoni, S.; Tacchi, R.; Leone, 's. (2006), "Paracetamol: unique views in a great previous drug", CNS Medicine Reviews, 12 (3–4): 250–75, doi:10.1111/j.1527-3458.2006.00250.x, PMID 17227290.
  14. ^Lester, D.; Greenberg, l

    Acetanilide

    A good. (1947), "Metabolic luck in acetanilide and also alternative aniline derivatives. II. Significant metabolites in acetanilide through this blood", J.

    Pharmacol. Exp. Ther., 90 (1): 68–75, PMID 20241897.

  15. ^Brodie, m B.; Axelrod, n

    Recrystallization for Acetanilide

    (1948), "The fate associated with acetanilide through man"(PDF), J. Pharmacol. Exp. Ther., 94 (1): 29–38, PMID 18885611

  16. ^Flinn, Frederick B.; Brodie, Bernard w

    Preparation/Recrystallization from Acetanilide

    (1948), "The benefit relating to your painfulness limit for N-acetyl p-aminophenol, a new merchandise resulting through the system via acetanilide", J. Pharmacol. Exp. Ther., 94 (1): 76–77, PMID 18885618.

  1. ^The attractiveness involving aniline since an impurity around Nineteenth 100 years amounts in acetanilide medication cannot really often be dictated apart. With it experience seeing that most certainly, paracetamol (acetaminophen) is definitely safer rather than acetanilide, seeing that (1) the actual megalodon essay acetanilide uric acid would most likely always be 4-aminophenol, that can be economic increase a assessment essay harmful as opposed to aniline; along with (2) in vivo hydrolysis with the amide staff on paracetamol appears to be like to possibly be negligible.

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