3,5-dibromo-4-hydroxybenzonitrile

• ChemBase ID: 126262
• Molecular Formular: C7H3Br2NO
• Molecular Mass: 276.91282
• Monoisotopic Mass: 274.85813772
• SMILES: Brc1cc(C#N)cc(Br)c1O
• Canonical SMILES: N#Cc1cc(Br)c(c(c1)Br)O
• InChI: InChI=1S/C7H3Br2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11H
• InChIKey: UPMXNNIRAGDFEH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dibromo-4-hydroxybenzonitrile
• IUPAC Traditional name: sabre
• Synonyms: Bromoxynil; 3,5-Dibromo-4-hydroxybenzonitrile; 3,5-Dibromo-4-hydroxybenzonitrile; 1-Cyano-3,5-dibromo-4-hydroxybenzene; 2,6-Dibromo-4-cyanophenol; 4-Cyano-2,6-dibromophenol; 4-Hydroxy-3,5-dibromobenzonitrile; Brominal; Brominil; Broxynil; Labuctril; Labuctril 25; ME 4 Brominal; Pardner; S 2132; Sabre; Toplan; Bromoxynil; Bromoxynil; 3,5-DibroMo-4-hydroxybenzonitrile; 溴苯腈; 3,5-二溴-4-羟基苄腈; 溴苯腈

Database IDs

• CAS Number: 1689-84-5
• EC Number: 216-882-7
• MDL Number: MFCD00002153
• Beilstein Number: 2364039
• PubChem SID: 24868822; 162220601; 24853945
• PubChem CID: 15531
• CHEBI ID: 17192
• CHEMBL: 453905
• Chemspider ID: 14775
• KEGG ID: C04178
• Wikipedia Title: Bromoxynil

CALCULATED PROPERTIES

• Acid pKa: 5.1129975
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.5357175
• LogD (pH = 7.4): 1.1908317
• Log P: 3.063282
• Molar Refractivity: 49.0061 cm^3
• Polarizability: 18.786266 Å^3
• Polar Surface Area: 44.02 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 189-191 °C(lit.)

Safety Information

• RTECS: DI3150000
• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 63-25-26-43-50/53
• Safety Statements: 27-28-36/37-45-60-61-63
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H317-H330-H361d-H410
• GHS Precautionary statements: P260-P273-P280-P284-P301 + P310-P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges; 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
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 98%
• Grade: PESTANAL®, analytical standard
• Linear Formula: Br2C6H2(OH)CN

DETAILS

Sigma Aldrich - 45355

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

Toronto Research Chemicals - B689175

Bromoxynil is a nitrile herbicide. Bromoxynil is effective in post-emergent control of broad leaf weeds in cereal, corn, sorghum, onions, flax, mint, turf, and on non-cropland.

REFERENCES

• Bhattacharya, S.P. et al.: Pesticides, 22, 7 (1988)
• Culpepper, A.S. et al.: Weed Technol., 12, 554 (1988)
• Rosales-Robles, E. et al.: Weed Technol., 19, 385 (1988)