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2-Dimethylamino ethanethiol hydrochloride
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Name

2-Dimethylamino ethanethiol hydrochloride

 EINECS N/A
CAS No. 13242-44-9 Density g/cm3
PSA 42.04000 LogP 1.27980
Solubility N/A Melting Point 150-160 °C(lit.)
Formula C4H11 N S . Cl H Boiling Point 121.9°Cat760mmHg
Molecular Weight 141.665 Flash Point 27.5°C
Transport Information N/A Appearance white to off-white crystalline powder
Safety Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Cl−, SOx, and NOx. Risk Codes 36/37/38
Molecular Structure Molecular Structure of 13242-44-9 (2-DIMETHYLAMINOETHANETHIOL HYDROCHLORIDE) Hazard Symbols
Synonyms

Ethanethiol,2-(dimethylamino)-, hydrochloride (6CI,7CI,8CI,9CI);(2-Mercaptoethyl)dimethylammonium chloride; 1-(Dimethylamino)-2-mercaptoethanehydrochloride; 2-(Dimethylamino)ethanethiol hydrochloride;2-(Dimethylamino)ethyl mercaptan hydrochloride;2-(N,N-Dimethylamino)ethanethiol hydrochloride; Captamine hydrochloride; MEDA;N,N-Dimethyl-2-aminoethanethiol hydrochloride; N,N-Dimethylcysteaminehydrochloride; N-(2-Mercaptoethyl)dimethylamine hydrochloride; NSC 45463;Thiofluor

Article Data 2

2-Dimethylamino ethanethiol hydrochloride Synthetic route

4584-46-7

(2-chloroethyl)dimethylamine hydrochloride

13242-44-9

2-(N,N-dimethylamino)ethylthiol hydrochloride

Conditions
ConditionsYield
Stage #1: (2-chloroethyl)dimethylamine hydrochloride With sodium thiosulfate In water for 10h; Heating;
Stage #2: With hydrogenchloride at 85℃; for 2h; Further stages.;
13242-44-9

2-(N,N-dimethylamino)ethylthiol hydrochloride

199983-80-7

1-(Chloromethyl-dimethyl-silanyl)-2-{tris-[2-(chloromethyl-dimethyl-silanyl)-ethyl]-silanyl}-ethane

[2-({Dimethyl-[2-(tris-{2-[(2-dimethylamino-ethylsulfanylmethyl)-dimethyl-silanyl]-ethyl}-silanyl)-ethyl]-silanyl}-methylsulfanyl)-ethyl]-dimethyl-amine

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 80℃; for 9.5h;99%
13242-44-9

2-(N,N-dimethylamino)ethylthiol hydrochloride

10027-07-3

suberoyl chloride

143434-02-0

(2-thiosuberoyloxydiethyl)-bis(dimethylamine) dihydrochloride

Conditions
ConditionsYield
In dichloromethane for 24h; Heating;98.6%
7787-60-2

bismuth(III) chloride

13242-44-9

2-(N,N-dimethylamino)ethylthiol hydrochloride

Bi(3+)*3Cl(1-)*SC2H4NH(CH3)2=BiCl3SC2H4NH(CH3)2

Conditions
ConditionsYield
In tetrahydrofuran; ethanol pptn.; recrystn. (water); elem. anal.;97%
7787-60-2

bismuth(III) chloride

13242-44-9

2-(N,N-dimethylamino)ethylthiol hydrochloride

200342-37-6

BiCl3(SCH2CH2N(CH3)2H)

Conditions
ConditionsYield
In tetrahydrofuran; ethanol (N2); elem. anal.;97%

8-dioxane-3-cobalt bis(dicarbollide)

13242-44-9

2-(N,N-dimethylamino)ethylthiol hydrochloride

C10H28B9NO2S(1-)*Co*C2H9B9*Na(1+)

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; toluene; mineral oil Heating;95%
13242-44-9

2-(N,N-dimethylamino)ethylthiol hydrochloride

118646-39-2

2-(dimethylamino)ethane-1-sulfonyl chloride hydrochloride

Conditions
ConditionsYield
With chlorine In methanol; water at -5 - 0℃; for 1.5h;94%
20350-15-6

(+)-brefeldin A

13242-44-9

2-(N,N-dimethylamino)ethylthiol hydrochloride

(E)-(2S,3aR,4S,5R,9S,14aS)-5-(2-Dimethylamino-ethylsulfanyl)-2,4-dihydroxy-9-methyl-1,2,3,3a,4,5,6,9,10,11,12,14a-dodecahydro-8-oxa-cyclopentacyclotridecen-7-one

Conditions
ConditionsYield
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In methanol; water for 2h; Ambient temperature;94%

C27H52O2Si3

13242-44-9

2-(N,N-dimethylamino)ethylthiol hydrochloride

C43H96N4O2S4Si3*4ClH

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 4h; Irradiation; regioselective reaction;93%
13242-44-9

2-(N,N-dimethylamino)ethylthiol hydrochloride

79-11-8

chloroacetic acid

1415981-68-8

2-((2-(dimethylamino)ethyl)thio)acetic acid hydrochloride

Conditions
ConditionsYield
Stage #1: 2-(N,N-dimethylamino)ethylthiol hydrochloride; chloroacetic acid With potassium methanolate In methanol at 40℃; for 2h; Inert atmosphere;
Stage #2: With hydrogenchloride In isopropyl alcohol pH=2;		93%

2-Dimethylamino ethanethiol hydrochloride Chemical Properties

Molecular Structure of 2-Dimethylamino ethanethiol hydrochloride (CAS NO.13242-44-9):

EINECS: 236-221-6
IUPAC Name: 2-(Dimethylamino)ethanethiol hydrochloride 
Molecular Formula: C4H12ClNS
Molecular Weight: 141.662780 g/mol
H-Bond Donor: 1
H-Bond Acceptor: 1
Canonical SMILES: CN(C)CCS.Cl
InChI: InChI=1S/C4H11NS.ClH/c1-5(2)3-4-6;/h6H,3-4H2,1-2H3;1H
InChIKey: NRVFDGZJTPCULU-UHFFFAOYSA-N
Flash Point: 27.5 °C
Enthalpy of Vaporization: 35.99 kJ/mol
Boiling Point: 121.9 °C at 760 mmHg
Vapour Pressure: 14.3 mmHg at 25 °C
Melting Point: 150-160 °C(lit.)
Storage Temp.: Refrigerator (+4°C)

2-Dimethylamino ethanethiol hydrochloride Toxicity Data With Reference

1.    

ipr-mus LD50:280 mg/kg

     YKKZAJ    Yakugaku Zasshi. Journal of Pharmacy. 93 (1973),25.

2-Dimethylamino ethanethiol hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

2-Dimethylamino ethanethiol hydrochloride Safety Profile

Safety Information of 2-Dimethylamino ethanethiol hydrochloride (CAS NO.13242-44-9):
Hazard Codes: Xi Irritant
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36:Wear suitable protective clothing
WGK Germany: 3
RTECS: KJ1051000
F: 3-10-13-23
Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Cl−, SOx, and NOx.

2-Dimethylamino ethanethiol hydrochloride Specification

  2-Dimethylamino ethanethiol hydrochloride with CAS registry number of 13242-44-9 is white to off-white crystalline powder, also known as Captamine hydrochloride [USAN] ; (2-Mercaptoethyl)dimethylammonium chloride ; (Dimethylamino)ethanethiol hydrochloride ; 1-(Dimethylamino)-2-thioethane hydrochloride ; 2-(Dimethylamino)ethanethiol hydrochloride ; 2-Dimethylamino ethanethiol hydrochloride ; Captamine HCl ; Captamine hydrochloride ; MEDA ; N,N-Dimethyl-2-aminoethanethiol hydrochloride ; N,N-Dimethylcysteamine hydrochloride ; N-(2-Mercaptoethyl)dimethylamine hydrochloride ; N-Dimethylcysteamine hydrochloride ; NSC 45463 ; NSC-45463 ; UNII-M43AX41U87 ; Ethanethiol, 2-(dimethylamino)-, hydrochloride ; Ethanethiol, 2-(dimethylamino)-, hydrochloride (1:1) . It is incompatible with strong oxidizing agents. When heated to decomposition, it yields Hydrogen chloride , Carbon monoxide , oxides of Nitrogen , oxides of sulfur, Carbon dioxide , Hydrogen sulfide .

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