ChemicalBook--->CAS DataBase List--->124-42-5

124-42-5

124-42-5 Structure

124-42-5 Structure
IdentificationMore
[Name]

Acetamidine hydrochloride
[CAS]

124-42-5
[Synonyms]

A-AMINO-A-IMINOETHANE HYDROCHLORIDE
ACEDIAMINE HYDROCHLORIDE
ACETAMIDINE HCL
ACETAMIDINE HYDROCHLORIDE
ACETAMIDINIUM CHLORIDE
ETHANAMIDINE HYDROCHLORIDE
ETHANIMIDAMIDE HYDROCHLORIDE
ETHENYLAMIDINE HYDROCHLORIDE
Ethaneamidinehydrochloride
ethanimidamide,monohydrochloride
Ethylamidinehydrochloride
Acetalmidine hydrochioride
Acetamidine
ACECAMIDINE HYDROCHLORIDE
Acetamidine hydrochloride, 98+%
ethanamidine
Acetoamidine hydrochloride
Methylamidine hydrochloride
[EINECS(EC#)]

204-700-9
[Molecular Formula]

C2H7ClN2
[MDL Number]

MFCD00013016
[Molecular Weight]

94.54
[MOL File]

124-42-5.mol
Chemical PropertiesBack Directory
[Appearance]

WHITE FINE CRYSTALLINE POWDER
[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
[form ]

Crystalline Powder, Crystals and/or Chunks
[pka]

pK1: 1.60(+1) (25°C)
[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]

124-42-5(EPA Substance)
Questions And AnswerBack Directory
[Uses]

Acetamidine Hydrochloride is a compound useful in organic synthesis.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R36/38:Irritating to eyes and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[F ]

3
[TSCA ]

Yes
[HS Code ]

29252000
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrochloric acid-->Methanol-->Ammonia-->Ammonium chloride-->Acetonitrile-->Phosphoric acid-->Chlorosulfonic acid-->Ethyl methyl ether-->ethyl acetimidate-->N'-Hydroxyethanimidamide hydrochloride
[Preparation Products]

2,4-Dimethyl-pyrimidine-5-carboxylic acid-->4-Chloro-2-methylpyrimidine-->Thiamine nitrate-->Thiamine hydrochloride-->4-(Trifluoromethyl)-2-methylpyrimidine-5-carboxylic acid-->4,6-Dihydroxy-2-methyl-pyrimidine-5-carbaldehyde-->5-Acetamidomethyl-4-Amino-2-Methyl pyrimidine-->5-Bromo-4-hydroxy-2-methylpyrimidine-->4-Hydroxy-2-methyl-pyrimidine-5-carboxylic acid ethyl ester-->Phosazetim-->4-Amino-5-aminomethyl-2-methylpyrimidine-->Acetamiprid-->4,6-Dihydroxy-2-methylpyrimidine-->4-Hydroxy-2-methyl-6-trifluoromethylpyrimidine-->4-Hydroxy-2-methylpyrimidine-->4-Amino-2-methyl-pyrimidine-5-carboxylic acid-->4(1H)-Pyrimidinone, 2-methyl- (8CI,9CI)-->4-Amino-2-methylpyrimidine-5-carbonitrile
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Acetamidine hydrochloride(124-42-5).msds
Hazard InformationBack Directory
[Chemical Properties]

WHITE FINE CRYSTALLINE POWDER
[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].
[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.]
[References]

[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Acetamidine hydrochloride(124-42-5)MS
Acetamidine hydrochloride(124-42-5)1HNMR
Acetamidine hydrochloride(124-42-5)13CNMR
Acetamidine hydrochloride(124-42-5)IR1
Acetamidine hydrochloride(124-42-5)IR2
Acetamidine hydrochloride(124-42-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Acetamidine hydrochloride, 98+%(124-42-5)
[Alfa Aesar]

Acetamidine hydrochloride, 97%(124-42-5)
[Sigma Aldrich]

124-42-5(sigmaaldrich)
[TCI AMERICA]

Acetamidine Hydrochloride,>94.0%(T)(124-42-5)
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