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4-Hydroxythiobenzamide

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Name

4-Hydroxythiobenzamide

EINECS 674-712-0
CAS No. 25984-63-8 Density 1.339 g/cm3
PSA 78.34000 LogP 1.72670
Solubility N/A Melting Point 181-185℃
Formula C7H7NOS Boiling Point 320.394 °C at 760 mmHg
Molecular Weight 153.205 Flash Point 147.57 °C
Transport Information N/A Appearance Grey white powder
Safety 26-36/37/39 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 25984-63-8 (4-Hydroxythiobenzamide) Hazard Symbols Xi
Synonyms

Benzamide,p-hydroxythio- (8CI);4-Hydroxybenzenecarbothioamide;4-Hydroxybenzenethiocarboxamide;

Article Data 30

4-Hydroxythiobenzamide Synthetic route

767-00-0

4-cyanophenol

25984-63-8

4-hydroxythiobenzamide

Conditions
ConditionsYield
Stage #1: 4-cyanophenol With sodium hydrogensulfide In water at 20℃; for 0.5h;
Stage #2: With hydrogen sulfide at 70℃; under 2068.65 - 2896.11 Torr; for 5.91667 - 6h;
97.57%
With sodium monohydrogen sulfide x-hydrate; ammonium chloride In water; N,N-dimethyl-formamide at 40℃; for 22h; Product distribution / selectivity;94%
With sodium hydrogen sulfide; triethylamine hydrochloride; triethylamine In ethanol at 5 - 50℃; for 12h; Reagent/catalyst; Solvent; Temperature;92%
699-06-9, 60221-52-5, 60221-53-6

4-hydroxybenzaldehyde oxime

25984-63-8

4-hydroxythiobenzamide

Conditions
ConditionsYield
With tetraphosphorus decasulfide In toluene at 80 - 85℃; Reagent/catalyst; Temperature; Beckmann Rearrangement;91.3%

diethylthiophosphoric acid

767-00-0

4-cyanophenol

25984-63-8

4-hydroxythiobenzamide

Conditions
ConditionsYield
In water; ethyl acetate87%
619-57-8

p-hydroxybenzamide

25984-63-8

4-hydroxythiobenzamide

Conditions
ConditionsYield
With Lawessons reagent In tetrahydrofuran at 20℃; for 6h;87%
With Lawessons reagent In 2-methyltetrahydrofuran at 0 - 30℃; for 12h;
767-00-0

4-cyanophenol

298-06-6

O,O-Diethyl hydrogen phosphorodithioate

25984-63-8

4-hydroxythiobenzamide

Conditions
ConditionsYield
In water at 80℃; for 1h;78%
16890-86-1

thiocarbamoyl chloride

108-95-2

phenol

25984-63-8

4-hydroxythiobenzamide

767-00-0

4-cyanophenol

62-55-5

thioacetamide

25984-63-8

4-hydroxythiobenzamide

Conditions
ConditionsYield
With polyphosphoric acid In water at 40 - 80℃;
With hydrogenchloride In water at 60℃; for 2h; Time; Temperature; Green chemistry;
123-08-0

4-hydroxy-benzaldehyde

25984-63-8

4-hydroxythiobenzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydroxylamine hydrochloride; formic acid; sodium formate / 2 h / 105 °C / Green chemistry
2: hydrogenchloride / water / 2 h / 60 °C / Green chemistry
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide; hydroxylamine hydrochloride / water; methanol / 20 - 25 °C
2: tetraphosphorus decasulfide / toluene / 80 - 85 °C
View Scheme
25984-63-8

4-hydroxythiobenzamide

41104-10-3

acetic acid 4-(2-bromoacetyl)phenyl ester

acetic acid 4-[2-(4-hydroxyphenyl)-1,3-thiazol-4-yl]phenyl ester

Conditions
ConditionsYield
In acetonitrile for 1h; Reflux;99%
25984-63-8

4-hydroxythiobenzamide

609-15-4

ethyl 2-chloro-3-oxo-butyrate

161797-99-5

(2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester)

Conditions
ConditionsYield
In ethanol at 65 - 70℃; for 3h;98%
In spirit at 60 - 65℃; for 2.5h;90.7%
In isopropyl alcohol at 55 - 85℃; for 3h;58%

4-Hydroxythiobenzamide Chemical Properties

IUPAC Name: 4-[Amino(sulfanyl)methylidene]cyclohexa-2,5-dien-1-one
Synonyms of 4-Hydroxythiobenzamide (CAS NO.25984-63-8): 4-Hydroxybenzene-1-carbothioamide
CAS NO: 25984-63-8
Molecular Formula: C7H7NOS
Molecular Weight: 153.20
Molecular Structure:
H bond acceptors: 2
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 78.34 Å2
Index of Refraction: 1.702
Molar Refractivity: 44.325 cm3
Molar Volume: 114.433 cm3
Surface Tension: 76.294 dyne/cm
Density: 1.339 g/cm3
Flash Point: 147.57 °C
Enthalpy of Vaporization: 58.443 kJ/mol
Boiling Point: 320.394 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
SMILES: S=C(N)c1ccc(O)cc1
InChI: InChI=1/C7H7NOS/c8-7(10)5-1-3-6(9)4-2-5/h1-4,9H,(H2,8,10)
InChIKey: VDTNKXSVUGXUOJ-UHFFFAOYAV
Std. InChI: InChI=1S/C7H7NOS/c8-7(10)5-1-3-6(9)4-2-5/h1-4,9H,(H2,8,10)
Std. InChIKey: VDTNKXSVUGXUOJ-UHFFFAOYSA-N

4-Hydroxythiobenzamide Safety Profile

Safety Information about 4-Hydroxythiobenzamide (CAS NO.25984-63-8):
Risk Statements: 20/21/22-36/37/38
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.

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