1-[(2,4-dichlorophenyl)carbamoyl]cyclopropane-1-carboxylic acid

• ChemBase ID: 157227
• Molecular Formular: C11H9Cl2NO3
• Molecular Mass: 274.10006
• Monoisotopic Mass: 272.99594851
• SMILES: c1cc(c(cc1Cl)Cl)NC(=O)C1(CC1)C(=O)O
• Canonical SMILES: Clc1ccc(c(c1)Cl)NC(=O)C1(CC1)C(=O)O
• InChI: InChI=1S/C11H9Cl2NO3/c12-6-1-2-8(7(13)5-6)14-9(15)11(3-4-11)10(16)17/h1-2,5H,3-4H2,(H,14,15)(H,16,17)
• InChIKey: GLWWLNJJJCTFMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2,4-dichlorophenyl)carbamoyl]cyclopropane-1-carboxylic acid
• IUPAC Traditional name: 1-[(2,4-dichlorophenyl)carbamoyl]cyclopropane-1-carboxylic acid
• Synonyms: 1-[(2,4-Dichlorophenyl)aminocarbonyl]-1-cyclopropanecarboxylic acid; Cyclanilide; 1-[[(2,4-Dichlorophenyl)amino]carbonyl]cyclopropanecarboxylic Acid; RPA 90946; Cyclanilide; 1-(2,4-二氯苯氨基羰基)环丙羧酸; 环丙酸酰胺

Database IDs

• CAS Number: 113136-77-9
• EC Number: 419-150-7
• MDL Number: MFCD03792791
• PubChem SID: 162251364
• PubChem CID: 11097730

CALCULATED PROPERTIES

• Acid pKa: 3.3910275
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.85039705
• LogD (pH = 7.4): -0.45862046
• Log P: 2.9465487
• Molar Refractivity: 64.148 cm^3
• Polarizability: 24.44154 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-51/53
• Safety Statements: 61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H411
• GHS Precautionary statements: P273
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C11H9Cl2NO3

DETAILS

Sigma Aldrich - 32871

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

Toronto Research Chemicals - C987765

Cyclanilide is a plant growth regulator that functions by interactting with auxin-regulated processes. Cyclanilide is commonly used on cotton plants to either suppress vegetative growth or accelerate senescence. Cyclanilide is also used as a bioregulator

REFERENCES

• Burton, J. et al.: Proc. Plant Growth Reg. Soc. Am., 36, 56 (2009)
• Burton, J. et al.: J. Plant Growth Reg., 27, 342 (2009)
• Elfving, D.C. et al.: Act Horticul., 884, 159 (2009)