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Acetamidine hydrochloride

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Acetamidine hydrochloride Basic information

Product Name:
Acetamidine hydrochloride
Synonyms:
  • ACETAMIDINIUM CHLORIDE
  • ACEDIAMINE HYDROCHLORIDE
  • Ethaneamidinehydrochloride
  • ethanimidamide,monohydrochloride
  • Ethylamidinehydrochloride
  • Acetalmidine hydrochioride
  • Acetamidine
  • ACECAMIDINE HYDROCHLORIDE
CAS:
124-42-5
MF:
C2H7ClN2
MW:
94.54
EINECS:
204-700-9
Product Categories:
  • straight chain compounds
  • Miscellaneous Reagents
  • Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives
  • pharmacetical
  • Aliphatics
  • Imines/Amidines
  • Pharmaceutical Intermediates
  • Nitrogen Compounds
  • Organic Building Blocks
  • 124-42-5
Mol File:
124-42-5.mol
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Acetamidine hydrochloride Chemical Properties

Melting point:
165-170 °C(lit.)
Boiling point:
129.78°C (rough estimate)
Density 
1.0596 (rough estimate)
refractive index 
1.5500 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
pka
pK1: 1.60(+1) (25°C)
form 
Crystalline Powder, Crystals and/or Chunks
color 
White to cream
Water Solubility 
1 g/mL
Sensitive 
Hygroscopic
Merck 
14,44
BRN 
3591762
InChIKey
WCQOBLXWLRDEQA-UHFFFAOYSA-N
CAS DataBase Reference
124-42-5(CAS DataBase Reference)
EPA Substance Registry System
Ethanimidamide, monohydrochloride (124-42-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-36/38
Safety Statements 
26-37/39
WGK Germany 
3
3
TSCA 
Yes
HS Code 
29252000

MSDS

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Acetamidine hydrochloride Usage And Synthesis

Uses

Acetamidine Hydrochloride is a compound useful in organic synthesis.

Chemical Properties

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Uses

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.

General Description

Acetamidine hydrochloride is an amidine salt and its conversion to 2,4,6-trimethyl-sym-triazine has been studied.

Purification Methods

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.]

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