3,5-dichloro-N-(2-methylbut-3-yn-2-yl)benzamide

• ChemBase ID: 70774
• Molecular Formular: C12H11Cl2NO
• Molecular Mass: 256.12784
• Monoisotopic Mass: 255.02176934
• SMILES: C(=O)(c1cc(cc(c1)Cl)Cl)NC(C#C)(C)C
• Canonical SMILES: C#CC(NC(=O)c1cc(Cl)cc(c1)Cl)(C)C
• InChI: InChI=1S/C12H11Cl2NO/c1-4-12(2,3)15-11(16)8-5-9(13)7-10(14)6-8/h1,5-7H,2-3H3,(H,15,16)
• InChIKey: PHNUZKMIPFFYSO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dichloro-N-(2-methylbut-3-yn-2-yl)benzamide
• IUPAC Traditional name: pronamide
• Synonyms: 3,5-Dichloro-N-(1,1-dimethylpropynyl)benzamide; 3,5-Dichloro-N-(1,1-dimethyl-2-propyn-1-yl)benzamide; 3,5-Dichloro-N-(1,1-dimethylpropynyl)benzamide; Kerb; Kerb 50W; N-(1,1-Dimethylpropynyl)-3,5-dichlorobenzamide; RH 315; Propyzamide; Propyzamide; Pronamide (Kerb); Pronamide; Propyzamide; 拿草特; 拿草特（快敌蜱）; 戊炔草胺; 拿草特

Database IDs

• CAS Number: 23950-58-5
• EC Number: 245-951-4
• MDL Number: MFCD00055346
• Beilstein Number: 882391
• PubChem SID: 24899191; 162036484; 24869182; 24868006
• PubChem CID: 32154

CALCULATED PROPERTIES

• Acid pKa: 14.207431
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.1808863
• LogD (pH = 7.4): 3.1808863
• Log P: 3.1808863
• Molar Refractivity: 66.2799 cm^3
• Polarizability: 25.048582 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 153-155°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• RTECS: CV3460000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 40-50/53
• Safety Statements: 36/37-60-61
• TSCA Listed: false
• GHS Pictograms: GHS08; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H351-H410
• GHS Precautionary statements: P273-P281-P501
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 95+%
• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 100 mg; ampule of 1000 mg
• Empirical Formula (Hill Notation): C12H11Cl2NO

DETAILS

Sigma Aldrich - 45645

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - P838400

Selective pre-emergence herbicide.

REFERENCES

• Viste, K.L., et al.: Science, 167, 280 (1970)
• Yoshii, K., et al.: J. Agric. Food Chem., 48, 2502 (1970)
• Paya, P., et al.: Anal. Bioanal. Chem., 389, 1697 (1970)