2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline

• ChemBase ID: 94236
• Molecular Formular: C13H16F3N3O4
• Molecular Mass: 335.2790496
• Monoisotopic Mass: 335.10929067
• SMILES: N(c1c(cc(cc1[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-])(CCC)CCC
• Canonical SMILES: CCCN(c1c(cc(cc1[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-])CCC
• InChI: InChI=1S/C13H16F3N3O4/c1-3-5-17(6-4-2)12-10(18(20)21)7-9(13(14,15)16)8-11(12)19(22)23/h7-8H,3-6H2,1-2H3
• InChIKey: ZSDSQXJSNMTJDA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline
• IUPAC Traditional name: tristar; 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline
• Synonyms: 2,6-Dinitro-N,N-dipropyl-4-trifluoromethylaniline; Trifluralin; Trifluralin solution; 2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline; Trifluralin; Agreflan; Agriflan 24; Olitref; Treflan; Trigard; Tristar; 2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)benzenamine; α,α,α-Trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine; 2,6-Dinitro-4-(trifluoromethyl)-N,N-dipropylaniline; 2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline; Agriflan; Bayonet; Biobarrier; Brassix; Elancolan; L 36352; Nitran; Tefralin; Trefanocide; Trifloran; Triflurex; Triflurom; Triflurotox; Trifsan; Trilan; Zeltoxone; 2,6-二硝基-N,N-二丙基-4-三氟甲基苯胺; 氟乐灵; 氟乐灵 溶液

Database IDs

• CAS Number: 1582-09-8
• EC Number: 200-835-2; 216-428-8
• MDL Number: MFCD00055241
• Beilstein Number: 1893555
• PubChem SID: 24869268; 162080891; 24899216; 24869513; 24867686
• PubChem CID: 5569
• CHEMBL: 31970
• Chemspider ID: 5368
• KEGG ID: C14343
• Unique Ingredient Identifier: C8BX46QL7K
• Wikipedia Title: Trifluralin

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.597767
• LogD (pH = 7.4): 4.5977674
• Log P: 4.5977674
• Molar Refractivity: 79.6549 cm^3
• Polarizability: 27.656332 Å^3
• Polar Surface Area: 94.88 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.0024 g/100 mL in water
• Apperance: Yellow crystals
• Melting Point: 46-47 °C
• Boiling Point: 139-140 °C (@ 4.2 mmHg)
• Flash Point: 100 °C; 2 °C; 212 °F; 35.6 °F
• Hydrophobicity(logP): 5.323

Safety Information

• RTECS: XU9275000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Harmful (Xn)
• UN Number: 1648; 2811
• German water hazard class: 2
• Hazard Class: 3; 6.1
• Packing Group: 2; 3
• Risk Statements: 11-20/21/22-36; 40-43-50/53
• Safety Statements: 16-36/37; 36/37-46-60-61
• GHS Pictograms: GHS02; GHS07; GHS08; GHS09
• GHS Signal Word: Danger; Warning
• LD50: 500 mg/kg (rat, oral)
• GHS Hazard statements: H225-H302-H312-H319-H332; H317-H351-H410
• GHS Precautionary statements: P210-P280-P305 + P351 + P338; P273-P280-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; 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 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Mechanism of Action: Reported to bind specifically to Leishmania tubulin; Reported to inhibit selectively differentiation of Leishmania mexicana amazonensis in-vitro; Selective inhibitor of proliferation of Leishmania mexicana amazonensis in-vitro

Product Information

• Purity: 95%
• Concentration: 100 ng/μL in acetonitrile
• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 1000 mg; ampule of 250 mg
• Suitability: suitable for 627 per US EPA
• Application(s): Selective preemergent herbicide
• Empirical Formula (Hill Notation): C13H16F3N3O4

DETAILS

Sigma Aldrich - 32061

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

Sigma Aldrich - 45913

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

Toronto Research Chemicals - T793550

Pre-emergence herbicide used for grass control in crops.

REFERENCES

• Goldenthal, et al.: Toxicol. Appl. Pharmacol., 18, 185 (1971)
• Robens, J.F., et al.: Vet. Hum. Toxicol., 22, 328 (1971)
• U.S. Pat., 1962, 3 257 190; CA, 65, 13606f
• Dolan, J.W. et al., Anal. Chem., 1977, 49, 326, (hplc)
• Droppa, M. et al., Z. Naturforsch., C, 1981, 36, 853, (activity)
• Erkog, F.U. et al., J. Agric. Food Chem., 1985, 33, 1061, (metab)
• Dangerous Prop. Ind. Mater. Rep., 1990, 10, 74, (rev, tox)
• Pesticide Manual, 9th edn., 1991, No. 12120
• Agrochemicals Handbook, 3rd edn., Royal Society of Chemistry, 1992, A412
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DUV600