N-(butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)acetamide

• ChemBase ID: 126283
• Molecular Formular: C17H26ClNO2
• Molecular Mass: 311.84684
• Monoisotopic Mass: 311.16520676
• SMILES: ClCC(=O)N(c1c(cccc1CC)CC)COCCCC
• Canonical SMILES: CCCCOCN(c1c(CC)cccc1CC)C(=O)CCl
• InChI: InChI=1S/C17H26ClNO2/c1-4-7-11-21-13-19(16(20)12-18)17-14(5-2)9-8-10-15(17)6-3/h8-10H,4-7,11-13H2,1-3H3
• InChIKey: HKPHPIREJKHECO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)acetamide
• IUPAC Traditional name: machette
• Synonyms: N-(Butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)acetamide; 2-Chloro-2',6'-diethyl-N-(butoxymethyl)acetanilide; NSC 221683; 2',6'-Diethyl-N-butoxymethyl-2-chloroacetanilide; Bilchlor; Butaclor; CP 53619; N-(Butoxymethyl)-2-chloro-2',6'-diethylacetanilide; Delchlor 5G; Hiltachlor; Machet; Machete (herbicide); Butachlor (>90%); Butachlor; Butachlor; 丁草胺

Database IDs

• CAS Number: 23184-66-9
• EC Number: 245-477-8
• MDL Number: MFCD00072426
• Beilstein Number: 2873811
• PubChem SID: 24863591; 162220622
• PubChem CID: 31677
• CHEMBL: 1399036
• Chemspider ID: 29376
• KEGG ID: C10931
• Unique Ingredient Identifier: 94NU90OO5K
• Wikipedia Title: Butachlor

CALCULATED PROPERTIES

• Acid pKa: 16.603292
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.9153705
• LogD (pH = 7.4): 4.9153705
• Log P: 4.9153705
• Molar Refractivity: 87.8011 cm^3
• Polarizability: 34.135387 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 20 mg/L (20 °C) in water; Chloroform; Methanol
• Apperance: Light yellow oil; Yellow Oil
• Flash Point: 100 °C; 212 °F
• Density: 1.0695 g/cm^3

Safety Information

• Storage Condition: -20°C Freezer, Under inert atmosphere
• RTECS: AE1200000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3082
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-50/53; R22 R50/53
• Safety Statements: 60-61; S60 S61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• LD50: 1740 mg/kg (oral, rat)
• GHS Hazard statements: H302-H400
• GHS Precautionary statements: P273
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3082 9/PG 3

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C17H26ClNO2

DETAILS

Sigma Aldrich - 37887

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

Toronto Research Chemicals - B689925

Butachlor is a pre-emergent chloroacetanalide herbicide. Butachlor is commonly used for weed control in rice as well as cotton, maize, wheat and other crops.

REFERENCES

• De Datta, S.K. et al.: Weed Res., 11, 41 (1971)
• Nadagoudar, B.S. et al.: Ind. J. Weed Sci., 13, 129 (1971)
• Yu, Y. et al.: Tur. Xueb., 39, 575 (1971)