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2-Benzyl-2-thiopseudourea hydrochloride

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Name

2-Benzyl-2-thiopseudourea hydrochloride

EINECS 208-688-6
CAS No. 538-28-3 Density N/A
PSA 75.17000 LogP 3.41530
Solubility 250 g/L (15 ºC) Melting Point 177-179 °C
Formula C8H10N2S.HCl Boiling Point 283.2 °C at 760 mmHg
Molecular Weight 202.708 Flash Point 125.1 °C
Transport Information UN 2811 6.1/PG 2 Appearance off-white to light beige crystalline powder
Safety 36/37/39-45-28A Risk Codes 25
Molecular Structure Molecular Structure of 538-28-3 (2-Benzyl-2-thiopseudourea hydrochloride) Hazard Symbols ToxicT
Synonyms

Carbamimidothioicacid, phenylmethyl ester, monohydrochloride (9CI);Pseudourea, 2-benzyl-2-thio-,hydrochloride (7CI);Pseudourea, 2-benzyl-2-thio-, monohydrochloride (8CI);2-Benzyl-2-thiopseudourea hydrochloride;BTKh;Benzituron;Benzylisothioureahydrochloride;Benzylisothiouronium chloride;Benzylisothiuronium chloride;S-Benzylisothiourea hydrochloride;S-Benzylisothiouronium chloride;S-Benzylisothiouronium hydrochloride;S-Benzylisothiuronium chloride;S-Benzylthioformamidine hydrochloride;S-Benzylthiopseudourea hydrochloride;S-Benzylthiourea hydrochloride;S-Benzylthiouronium chloride;S-Benzylthiuronium chloride;U 19451A;

Article Data 27

2-Benzyl-2-thiopseudourea hydrochloride Synthetic route

100-44-7

benzyl chloride

17356-08-0

thiourea

538-28-3

S-benzylisothiourea hydrochloride

Conditions
ConditionsYield
for 24h; Heating;97%
In ethanol at 95℃; for 2h;86%
In ethanol for 4h; Heating;85%
100-39-0

benzyl bromide

17356-08-0

thiourea

538-28-3

S-benzylisothiourea hydrochloride

Conditions
ConditionsYield
Stage #1: thiourea With hydrogenchloride In ethanol; water for 0.5h;
Stage #2: benzyl bromide In methanol; ethanol; water
93%
17356-08-0

thiourea

100-51-6

benzyl alcohol

538-28-3

S-benzylisothiourea hydrochloride

Conditions
ConditionsYield
With hydrogenchloride 2.) MeOH; Multistep reaction;
hydrogencarbonate of S-benzyl-isothiourea

hydrogencarbonate of S-benzyl-isothiourea

538-28-3

S-benzylisothiourea hydrochloride

Conditions
ConditionsYield
With hydrogenchloride
100-51-6

benzyl alcohol

(+-)-6-methyl-2-oxo-tetrahydro-pyran-3-carbaldehyde

(+-)-6-methyl-2-oxo-tetrahydro-pyran-3-carbaldehyde

538-28-3

S-benzylisothiourea hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / pyridine / Ambient temperature
2: 85 percent / ethanol / 4 h / Heating
View Scheme
109-65-9

1-bromo-butane

538-28-3

S-benzylisothiourea hydrochloride

5184-47-4

benzyl butyl sulfide

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In benzene for 0.666667h; Ambient temperature;98%
111-83-1

1-bromo-octane

538-28-3

S-benzylisothiourea hydrochloride

85293-39-6

octyl benzyl sulfide

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In benzene for 0.666667h; Ambient temperature;96.7%
538-28-3

S-benzylisothiourea hydrochloride

1939-99-7

benzenesulfonyl chloride

Conditions
ConditionsYield
With tert-butylhypochlorite In water; acetonitrile at 0 - 20℃;96%
With hydrogenchloride; sodium chlorite In acetonitrile at 10 - 20℃; for 0.5h; Solvent; Time; Green chemistry;82%
With hydrogenchloride; iodosylbenzene for 0.0833333h;65%
538-28-3

S-benzylisothiourea hydrochloride

70-11-1

α-bromoacetophenone

2408-88-0

2-benzylsulfanyl-1-phenylethanone

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In benzene for 0.666667h; Ambient temperature;96%
538-28-3

S-benzylisothiourea hydrochloride

107-05-1

3-chloroprop-1-ene

6937-97-9

allyl(benzyl)sulfide

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In benzene for 0.666667h; Ambient temperature;96%

2-Benzyl-2-thiopseudourea hydrochloride Chemical Properties

Molecular Formula: C8H11ClN2S
Molar mass: 202.7 g/mol
EINECS: 208-688-6
Flash Point: 125.1 °C
Boiling Point: 283.2 °C at 760 mmHg
Vapour Pressure: 0.0032 mmHg at 25°C 
Melting point: 172-177 °C
Water solubility: 250 g/L (15 ºC)
Sensitive: Hygroscopic
Appearance: Off-white to light beige crystalline powder
Product categories:  Sulphur Derivatives
Structure of Benzylisothiourea hydrochloride (538-28-3):

H-Bond Donor: 3
H-Bond Acceptor: 2
Systematic Name:Benzylsulfanylformamidine hydrochloride 
SMILES: Cl.S(C(=[N@H])N)Cc1ccccc1 
InChI: InChI=1/C8H10N2S.ClH/c9-8(10)11-6-7-4-2-1-3-5-7;/h1-5H,6H2,(H3,9,10);1H 
InChIKey: WJAASTDRAAMYNK-UHFFFAOYAY 
Std. InChI: InChI=1S/C8H10N2S.ClH/c9-8(10)11-6-7-4-2-1-3-5-7;/h1-5H,6H2,(H3,9,10);1H 
Std. InChIKey: WJAASTDRAAMYNK-UHFFFAOYSA-N

2-Benzyl-2-thiopseudourea hydrochloride Toxicity Data With Reference

1.    

orl-rat LD50:150 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 90 (1947),260.
2.    

ipr-mus LD50:50 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
3.    

scu-mus LDLo:80 mg/kg

    NDRC**    National Defense Research Committee, Office of Scientific Research and Development, Progress Report No. 9-4-1-9,43 .
4.    

ivn-mus LD50:32 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#00167 .

2-Benzyl-2-thiopseudourea hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

2-Benzyl-2-thiopseudourea hydrochloride Safety Profile

Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. When heated to decomposition it emits very toxic fumes of HCl, SOx, and NOx.
 

Hazard Codes: T
Risk Statements:
25:  Toxic if swallowed
Safety Statements:
28A     After contact with skin, wash immediately with plenty of water.
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

2-Benzyl-2-thiopseudourea hydrochloride Specification

 Benzylisothiourea hydrochloride (538-28-3) also can be called Pseudourea, 2-benzyl-2-thio-, hydrochloride ; Pseudourea, 2-benzyl-2-thio-, monohydrochloride ; Carbamimidothioic Acid Phenylmethyl Ester Monohydrochloride ; S-Benzylthiouronium chloride ; S-Benzylthiopseudourea hydrochloride ;Pseudourea, 2-thio-2-benzyl-, hydrochloride ; S-Benzylthiuronium chloride ;and 2-Benzyl-2-thiopseudourea hydrochloride .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.
In addition, Benzylisothiourea hydrochloride (538-28-3) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials.And also prevent it to broken down into hazardous decomposition products: hydrogen chloride, nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide.

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