4'-Nitroacetanilid

Bezeichnung:4'-Nitroacetanilid

CAS-Nr104-04-1

Englisch Name:4'-Nitroacetanilide

CBNumberCB1191136

SummenformelC8H8N2O3

Molgewicht180.16

MOL-Datei104-04-1.mol

Synonyma

4'-Nitroacetanilid

4'-Nitroacetanilid physikalisch-chemischer Eigenschaften

Schmelzpunkt	213-215 °C(lit.)
Siedepunkt	312.97°C (rough estimate)
Dichte	1.340
Brechungsindex	1.6180 (estimate)
storage temp.	Store below +30°C.
Löslichkeit	2.2g/l
pka	13.91±0.70(Predicted)
Aggregatzustand	Solid
Farbe	Yellow to green-yellow or green-brown
Wasserlöslichkeit	2.2g/L(room temperature)
Merck	14,6581
BRN	2211962
Stabilität	Stable. Combustible. Incompatible with strong oxidizing agents.
CAS Datenbank	104-04-1(CAS DataBase Reference)
EPA chemische Informationen	Acetamide, N-(4-nitrophenyl)- (104-04-1)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	AE5075000
TSCA	Yes
HS Code	29242990
Toxizität	rat,LDLo,intraperitoneal,500mg/kg (500mg/kg),National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 10, 1953.

Gefahreninformationscode (GHS)

4'-Nitroacetanilide Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
solid
Verwenden
4-Nitroacetanilide was used as a test substrate and its hydrolysis was determined by UV spectroscopic measurements. It was also used to prepare 4-aminoacetanilide.
Verwenden
Manufacture of nitraniline.
synthetische
Preparation of 4'-Nitroacetanilide from acetanilide.
Principle: Aromatic compounds can be conveniently nitrated by the use of the nitrating mixture, which is normally a mixture of concentrated nitric acid and concentrated sulphuric acid. The function of sulphuric acid is to convert nitric acid into a highly reactive, electrophilic, nitronium ion, NO2+, which is the effective nitrating agent. Nitration of activated aromatic compounds is carried out under milder condition whereas deactivated rings require drastic conditions. Activating groups are o, p-directing, while deactivating groups are m-directing for electrophilic substitution.
Reaction:

Procedure: Take 0.5 g acetanilide in 0.6 ml glacial acetic acid and add 1 ml conc. H2SO4 in a beaker. Cool the mixture in ice salt bath (5-10°C). To this add a mixture of 0.2 ml conc. H2SO4 and 0.25 ml conc. HNO3 dropwise. Maintain the temperature below 10°C during addition. After addition is over allow the mixture to attain room temperature and leave it for 30 minutes. Pour the mixture on to crushed ice (20 g) with stirring. Filter the separated product and wash with cold water. Dry the product, record the practical yield and re-crystallize it.
Re-crystallization: Dissolve the crude product in minimum amount of ethyl alcohol in a beaker by heating on a water bath. Filter the hot solution and cool the filtrate. The crystals of the product separate out. Filter, dry and record the melting point and TLC (using toluene as solvent).
Synthesis Reference(s)
Journal of the American Chemical Society, 75, p. 5905, 1953 DOI: 10.1021/ja01119a037
Tetrahedron Letters, 28, p. 1669, 1987 DOI: 10.1016/S0040-4039(00)95389-9
läuterung methode
Precipitate the anilide from 80% H2SO4 by adding ice, then wash with water, and crystallise from aqueous EtOH. Dry it in air. [Beilstein 12 IV 1632.]

4'-Nitroacetanilide Upstream-Materialien And Downstream Produkte

4'-Nitroacetanilid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

104-04-1, 4'-Nitroacetanilide Verwandte Suche:

Send Inquriy