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2-(Methylthio)ethylamine

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2-(Methylthio)ethylamine Basic information
Synthesis
Product Name:2-(Methylthio)ethylamine
Synonyms:1-Amino-2-(methylthio)ethane;1-Aza-4-thiapentane;2-(Methylthio)ethanamine;2-Aminoethylmethylsulphide;2-Methylsulfanyl-ethylamine;Ethanamine,2-(methylthio)-;Methylthio)ethylaMin;EthanaMine,2-(Methylthio)- (9CI)
CAS:18542-42-2
MF:C3H9NS
MW:91.18
EINECS:242-412-5
Product Categories:Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfides/Disulfides;Sulfur Compounds
Mol File:18542-42-2.mol
2-(Methylthio)ethylamine Structure
2-(Methylthio)ethylamine Chemical Properties
Boiling point 146-149 °C(lit.)
density 0.98 g/mL at 20 °C(lit.)
refractive index n20/D 1.495(lit.)
Fp 119 °F
storage temp. Flammables area
form Crystalline Powder
pkapK1:9.18(+1) (30°C)
Specific Gravity0.974
color Off-white to light brown
Water Solubility Soluble in water.
Sensitive Air Sensitive
BRN 1731099
InChI1S/C3H9NS/c1-5-3-2-4/h2-4H2,1H3
InChIKeyCYWGSFFHHMQKET-UHFFFAOYSA-N
SMILESCSCCN
CAS DataBase Reference18542-42-2(CAS DataBase Reference)
Safety Information
Hazard Codes C,F,Xi
Risk Statements 10-34
Safety Statements 26-36/37/39-45
RIDADR UN 2734 8/PG 2
WGK Germany 3
F 10-13-23
Hazard Note Corrosive/Highly Flammable
TSCA T
HazardClass 3
PackingGroup III
HS Code 29309090
Storage Class3 - Flammable liquids
Hazard ClassificationsFlam. Liq. 3
Skin Corr. 1B
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
2-(Methylthio)ethylamine Usage And Synthesis
SynthesisReports on the synthesis of thioetheramines are scarce. Literature reports the synthesis of thioetheramines by reacting ethyl bromide with metallic sodium in an ethanol solvent with hexamethylene mercaptan. However, the distillation temperature during separation and purification is as high as 200-220℃, the reaction is vigorous, difficult to control, and costly. The synthetic principle is as follows: ethyl bromide hydrochloride reacts with triethylamine in a hexanol solvent to produce chloroethylamine. Hexamethylene mercaptan reacts with sodium hydride in an ethylene glycol diethyl ether solvent to obtain sodium hexamethylene mercaptan. Sodium hexamethylene mercaptan reacts with 2-chloroethylamine to synthesize thioetheramines, with disulfides as the main byproduct. This paper uses ethylene glycol diethyl ether as a solvent and iodomethane, sodium hydride, and aminoethanethiol as raw materials to synthesize thioetheramines. The reaction conditions are mild, the process is simple, easy to operate, and the cost is low. The synthetic reaction formula for 2-(METHYLTHIO)ETHYLAMINE is shown in the figure below:

Synthesis of 18542-42-2

Figure 1 Synthetic reaction formula for 2-(METHYLTHIO)ETHYLAMINE

Chemical PropertiesClear colorless liquid
Uses2-(Methylthio)ethylamine is a pharmaceutical intermediate.
2-(Methylthio)ethylamine Preparation Products And Raw materials
Preparation Products2-Aminoethylmethylsulfone hydrochloride
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