Acetamidiniumchlorid

Bezeichnung:Acetamidiniumchlorid

CAS-Nr124-42-5

Englisch Name:Acetamidine hydrochloride

CBNumberCB0399289

SummenformelC2H7ClN2

Molgewicht94.54

MOL-Datei124-42-5.mol

Synonyma

Acetamidiniumchlorid

Acetamidiniumchlorid physikalisch-chemischer Eigenschaften

Schmelzpunkt	165-170 °C(lit.)
Siedepunkt	129.78°C (rough estimate)
Dichte	1.0596 (rough estimate)
Brechungsindex	1.5500 (estimate)
storage temp.	Inert atmosphere,Room Temperature
pka	pK1: 1.60(+1) (25°C)
Aggregatzustand	Crystalline Powder, Crystals and/or Chunks
Farbe	White to cream
Wasserlöslichkeit	1 g/mL
Sensitive	Hygroscopic
Merck	14,44
BRN	3591762
InChIKey	WCQOBLXWLRDEQA-UHFFFAOYSA-N
CAS Datenbank	124-42-5(CAS DataBase Reference)
EPA chemische Informationen	Ethanimidamide, monohydrochloride (124-42-5)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38-36/38
S-Sätze:	26-37/39
WGK Germany	3
F	3
TSCA	Yes
HS Code	29252000

Gefahreninformationscode (GHS)

Acetamidine hydrochloride Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R36/38:Reizt die Augen und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
WHITE FINE CRYSTALLINE POWDER
Verwenden
Acetamidine hydrochloride was used in the preparation of decarboxyectoine. It was also used in the synthesis of ethyl 4-(4-hydroxyphenyl)methylidene-2-methyl-5-oxo-1-imidazolacetate.
Application
Acetamidine hydrochloride can be used as an organic synthesis reactant for the preparation of other compounds such as 2-aminopyridine derivatives. Nucleophilic substitution and hydrolysis of 2-fluoropyridine and acetamidine hydrochloride can be used to synthesise 2-aminopyridine derivatives under catalyst-free conditions^[1]. This amination reaction has the advantages of high yield, high chemoselectivity and wide substrate adaptability using acetamidine hydrochloride as the ammonia source. In addition, an efficient heterogeneous copper-catalysed cascade reaction of aryl iodides with acetamidine hydrochloride produces primary amines^[2].
Allgemeine Beschreibung
Acetamidine hydrochloride is an amidine salt and its conversion to 2,4,6-trimethyl-sym-triazine has been studied.
läuterung methode
The hydrochlorde can be recrystallised from small volumes of EtOH. Alternatively it is dissolved in EtOH, filtered, Et2O is added; filter the crystalline salt off under N2 and dry it in a vacuum desiccator over H2SO4. The salt is deliquescent and should be stored in a tightly stoppered container. Its solubility in H2O is 10% at room temperature and it is soluble in Me2CO. The free base reacts strongly alkaline in H2O. It has max 224nm ( 4000) in H2O. The picrate has m 252o (sintering at ~245o). [Dox Org Synth Coll Vol I 5 1941, Davies & Parsons Chem Ind (London) 628 1958, Barnes et al. J Am Chem Soc 62 1286 1940 give m 177-178o, Beilstein 2 H 185, 2 I 85, 2 II 183, 2 III 416, 2 IV 428.]
Einzelnachweise
[1] YIBIAO LI . Transition-metal-free access to 2-aminopyridine derivatives from 2-fluoropyridine and acetamidine hydrochloride1[J]. Organic & Biomolecular Chemistry, 2018, 16 41: Pages 7564-7567. DOI:10.1039/c8ob02129e.
[2] XUE HUANG. A highly efficient heterogeneous copper-catalysed cascade reaction of aryl iodides with acetamidine hydrochloride leading to primary arylamines[J]. Journal of Chemical Research-s, 2017, 46 1: 315-320. DOI:10.3184/174751917X14931195075580.

Acetamidine hydrochloride Upstream-Materialien And Downstream Produkte

Acetamidiniumchlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

124-42-5, Acetamidine hydrochloride Verwandte Suche:

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