4-chlorobenzene-1-carbothioamide

• ChemBase ID: 85652
• Molecular Formular: C7H6ClNS
• Molecular Mass: 171.64724
• Monoisotopic Mass: 170.99094788
• SMILES: S=C(c1ccc(cc1)Cl)N
• Canonical SMILES: NC(=S)c1ccc(cc1)Cl
• InChI: InChI=1S/C7H6ClNS/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H2,9,10)
• InChIKey: OKPUICCJRDBRJT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chlorobenzene-1-carbothioamide
• IUPAC Traditional name: 4-chlorobenzenecarbothioamide
• Synonyms: Palladium; 4-CHLOROTHIOBENZAMIDE; 4-Chlorobenzene-1-carbothioamide; 4-Chlorothiobenzamide; 钯; 4-氯硫代苯甲酰胺

Database IDs

• CAS Number: 7440-05-3; 2521-24-6
• EC Number: 231-115-6
• MDL Number: MFCD00011167; MFCD00040956
• Beilstein Number: 606603
• Merck Index: 146989
• PubChem SID: 162072768
• PubChem CID: 2734826

CALCULATED PROPERTIES

• Acid pKa: 12.372848
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 2.3178005
• LogD (pH = 7.4): 2.3178046
• Log P: 2.3178003
• Molar Refractivity: 47.9321 cm^3
• Polarizability: 18.392427 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 123-129°C; 127-129 °C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Flammable (F); X; Harmful (Xn)
• UN Number: UN1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: III
• Risk Statements: 11; 22; 22-43
• Safety Statements: 33; 36; 36/37
• TSCA Listed: 否; 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H228; H302; H302-H317
• GHS Precautionary statements: P210-P241-P280-P240-P370+P378A; P264-P270-P301+P312-P330-P501A; P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 10% on carbon, Type 487, dry; 90%; 97%; 98%
• Empirical Formula (Hill Notation): C7H6ClNS

DETAILS

Sigma Aldrich - 684767

Packaging
5, 25 g in glass bottle

REFERENCES

• Used in low-pressure hydrogenolysis of N-benzylamines: Org. Synth. Coll., 7, 152 (1990). Reduction of oximes to amines: Org. Synth. Coll., 5, 376 (1973). Widely used along with hydrogen donors such as Ammonium formate, A10699, Sodium formate, A17813, Formic acid, A13285, Cyclohexene, A11359, or Hydrazine monohydrate, A14005, for catalytic transfer hydrogenation reactions. In combination with Sodium borohydride, 13432, promotes the reduction of nitro-compounds to amines, where borohydride alone is ineffective: Synthesis, 713 (1987).
• Hydrogenation catalyst, which may be preferred where deactivation by the reaction products is possible: