1-bromo-2-fluorobenzene

• ChemBase ID: 6900
• Molecular Formular: C6H4BrF
• Molecular Mass: 174.9983632
• Monoisotopic Mass: 173.94804035
• SMILES: c1ccc(c(c1)Br)F
• Canonical SMILES: Fc1ccccc1Br
• InChI: InChI=1S/C6H4BrF/c7-5-3-1-2-4-6(5)8/h1-4H
• InChIKey: IPWBFGUBXWMIPR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-bromo-2-fluorobenzene
• IUPAC Traditional name: 1-bromo-2-fluorobenzene
• Synonyms: 1-Bromo-2-fluorobenzene; 1-Bromo-2-fluorobenzene; 2-Bromofluorobenzene; 2-Fluorobromobenzene; 1-Bromo-2-fluorobenzene; 2-Fluorobromobenzene 99%; o-BROMOFLUOROBENZENE; 1-溴-2-氟苯

Database IDs

• CAS Number: 1072-85-1
• EC Number: 214-018-3
• MDL Number: MFCD00000282
• Beilstein Number: 1071819
• PubChem SID: 160970207; 24891930
• PubChem CID: 61259

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.8847003
• LogD (pH = 7.4): 2.8847003
• Log P: 2.8847003
• Molar Refractivity: 33.8972 cm^3
• Polarizability: 12.950201 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -8°C; -8°C
• Boiling Point: 155-157°C; 155-157°C; 156°C; 78-82 °C/50 mmHg
• Flash Point: 118.4 °F; 43°C; 43°C(109°F); 48 °C
• Density: 1.601; 1.601 g/mL at 25 °C(lit.)
• Refractive Index: 1.5339; 1.534; 1.5340; n20/D 1.534; n20/D 1.534(lit.)

Safety Information

• Storage Warning: Flammable/Harmful/Irritant/Light Sensitive; IRRITANT, FLAMMABLE
• RTECS: DA1050000
• European Hazard Symbols: X; Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-22-36; 10-36/37/38; R:36
• Safety Statements: 26-36; S:26
• TSCA Listed: true; 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H302-H319; H226-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280F-P305+P351+P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

Product Information

• Purity: ≥98.0% (GC); 98%; 99%
• Grade: purum
• Linear Formula: BrC6H4F

DETAILS

MP Biomedicals - 05205345

MP Biomedicals Rare Chemical collection

Sigma Aldrich - B66809

Packaging
25, 100 g in glass bottle

REFERENCES

• On treatment with Mg: J. Org. Chem., 49, 4518 (1984), or n-BuLi: Tetrahedron, 48, 4379 (1992), benzyne is generated, which undergoes [4+2] cycloadditions with furans or pyrroles.
• Whereas n-BuLi effects bromine-metal exchange, lithiation with LDA at -75^o results in deprotonation ortho to F; subsequent reaction with electrophiles provides access to mixed dihalo derivatives such as 3-bromo-2-fluorobenzoic acid: Tetrahedron Lett., 36, 881 (1995). Improved yields are obtained by the use of lithium 2,2,6,6-tetramethylpiperidide (LTMP) as base: Tetrahedron Lett., 37, 6551 (1996).