3-[(dimethoxyphosphoryl)oxy]-N-methylbut-2-enamide

• ChemBase ID: 128441
• Molecular Formular: C7H14NO5P
• Molecular Mass: 223.163521
• Monoisotopic Mass: 223.06095918
• SMILES: O=P(O/C(=C/C(=O)NC)/C)(OC)OC
• Canonical SMILES: CNC(=O)/C=C(/OP(=O)(OC)OC)\C
• InChI: InChI=1S/C7H14NO5P/c1-6(5-7(9)8-2)13-14(10,11-3)12-4/h5H,1-4H3,(H,8,9)
• InChIKey: KRTSDMXIXPKRQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(dimethoxyphosphoryl)oxy]-N-methylbut-2-enamide; (2E)-3-[(dimethoxyphosphoryl)oxy]-N-methylbut-2-enamide
• IUPAC Traditional name: 3-[(dimethoxyphosphoryl)oxy]-N-methylbut-2-enamide; monocrotophos
• Synonyms: Monocrotophos solution; Monocrotophos; Monocrotophos; Phosphoric Acid Dimethyl (1E)-1-Methyl-3-(methylamino)-3-oxo-1-propenyl Ester; 3-Hydroxy-N-methyl-cis-crotonamide Dimethyl Phosphate; Apadrin; Azodrin; Azodrin 202R; Azodrin 60; C 1414; Corophos; Croton 36; Kadett 36; Monicil; Monocil 40; Monocos; Monocron; Monodhan; Monokrotofos; Monostar; Nuvacron; Nuvacron 36SL; Parryfos; SD 9129; Sufos; 久效磷 溶液; 久效磷

Database IDs

• CAS Number: 6923-22-4
• EC Number: 230-042-7; 200-835-2
• MDL Number: MFCD00055291
• Beilstein Number: 8415832
• PubChem SID: 162222748
• PubChem CID: 5371562
• CHEBI ID: 38728
• Chemspider ID: 4522053
• KEGG ID: C18663
• Wikipedia Title: Monocrotophos

CALCULATED PROPERTIES

• Acid pKa: 15.726248
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.4663406
• LogD (pH = 7.4): -0.4663361
• Log P: -0.46633604
• Molar Refractivity: 51.6446 cm^3
• Polarizability: 20.145319 Å^3
• Polar Surface Area: 73.86 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 55 °C
• Boiling Point: 120 °C at .0005 mmHg
• Flash Point: 2 °C; 35.6 °F
• Density: 1.33 g/cm3

Safety Information

• RTECS: TC4375000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Highly toxic (T+); Harmful (Xn)
• UN Number: 1648; 2811
• German water hazard class: 2; 3
• Hazard Class: 3; 6.1
• Packing Group: 2
• Risk Statements: 11-20/21/22-36; 24-26/28-50/53-68
• Safety Statements: 16-36/37; 36/37-45-60-61
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H312-H319-H332; H300 + H330-H311-H341-H410
• GHS Precautionary statements: P210-P280-P305 + P351 + P338; P260-P264-P273-P280-P284-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1648 3/PG 2; UN 2811 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Concentration: 100 ng/μL in acetonitrile
• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 250 mg
• Empirical Formula (Hill Notation): C7H14NO5P

DETAILS

Sigma Aldrich - 36173

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

Sigma Aldrich - 46159

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

Toronto Research Chemicals - M526050

Monocrotophos is an organophosphorous insecticide. Monocrotophos is used mainly against cotton pests but it is also used in the protection of citrus, rice, potatoes, vegetables and other crops.

REFERENCES

• Patel, I. et al.: Ind. J. Agric. Sci., 67, 83 (1997)
• Rao, V.L. et al.: Ind. J. Agric. Sci., 54, 209 (1997)
• Kinzer, R.E. et al.: J, Econ. Entomol., 69, 697 (1997)