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1-Bromo-2-fluorobenzene
CAS: 1072-85-1
SKU: S1180
1-Bromo-2-fluorobenzene | SKU: S1180
synonyms: 2-Bromofluorobenzene; o-Bromofluorobenzene; 2-Fluorobromobenzene; o-Fluorobromobenzene; 1-Fluoro-2-bromobenzene
1-Bromo-2-fluorobenzene
1-Bromo-2-fluorobenzene, also known as 2-bromofluorobenzene or o-bromofluorobenzene, is a halogenated aromatic liquid in which a bromine and a fluorine atom sit on adjacent carbons of a benzene ring. Sarchem Labs supplies it at 99% purity as a colourless to yellow liquid in glass bottles. The two halogens behave very differently, and that difference is the value of the molecule. The carbon–bromine bond undergoes oxidative addition, magnesium insertion and lithium–halogen exchange readily, giving access to Suzuki, Sonogashira, Buchwald–Hartwig and Grignard chemistry, while the carbon–fluorine bond stays intact and carries a fluorine atom into the final molecule. Because the fluorine is ortho to the reactive position, 1-bromo-2-fluorobenzene is also the textbook precursor for generating benzyne. It is widely purchased by pharmaceutical, agrochemical and electronic-materials teams that build fluorinated biaryls, heterocycles and liquid-crystal or OLED intermediates. Each lot from Sarchem Labs is accompanied by a Certificate of Analysis and Safety Data Sheet.
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Specifications

Boiling Point155–157°C
Density1.601 g/mL at 25°C (lit.)
Specific Gravity Approx1.6
Flash Point43°C
CAS Min %98.5
CAS Max %100.0
ColorColourless to yellow
Infrared SpectrumAuthentic
Assay Percent Range99%
Linear FormulaBrC6H4F
Formula Weight175
percent purity99%
Physical FormLiquid
Chemical Name or Material2-Bromofluorobenzene, 99%
SMILES StringFc1ccccc1Br
Solubility InformationSolubility in water: insoluble in water
Refractive Indexn20/D 1.534 (lit.)
Fieser01,77
Assay99%
SolubilityInsoluble in water
Specific Gravity~1.6
CAS Number1072-85-1
EC Number214-018-3
NACRESNA.22
PubChem Substance ID24891930
UNSPSC Code12352100
MDL NumberMFCD00000282
InChI1S/C6H4BrF/c7-5-3-1-2-4-6(5)8/h1-4H
InChI KeyIPWBFGUBXWMIPR-UHFFFAOYSA-N
PubChem CID61259
Beilstein/REAXYS Number1071819
Quality Level200
Functional GroupsBromo, fluoro
FormLiquid
ApplicationsPalladium-catalysed cross-coupling: the bromide couples with boronic acids, alkynes, amines and organozincs to give 2-fluorinated biaryls, arylalkynes and anilines, leaving the fluorine for later steps or for the final target.

Applications

Palladium-catalysed cross-coupling: the bromide couples with boronic acids, alkynes, amines and organozincs to give 2-fluorinated biaryls, arylalkynes and anilines, leaving the fluorine for later steps or for the final target.
Grignard and organolithium chemistry: forms 2-fluorophenylmagnesium bromide or 2-fluorophenyllithium for nucleophilic addition to carbonyls, nitriles and electrophilic heteroatoms.
Benzyne generation: treatment with magnesium or strong base eliminates the halogens to generate benzyne, which is trapped in Diels–Alder reactions with furans and dienes.
Pharmaceutical and agrochemical intermediates: installs the 2-fluorophenyl group found in numerous active ingredients, where fluorine can improve metabolic stability and binding.
Electronic materials: a building block for fluorinated aromatics used in liquid-crystal, OLED and organic-semiconductor research.
Reference material: halogenated aromatics of this type are used as internal standards and GC/MS test compounds in environmental and analytical laboratories.
Palladium-catalysed cross-coupling: the bromide couples with boronic acids, alkynes, amines and organozincs to give 2-fluorinated biaryls, arylalkynes and anilines, leaving the fluorine for later steps or for the final target.

Product Description

What is 1-Bromo-2-fluorobenzene?

1-Bromo-2-fluorobenzene is a benzene ring substituted with bromine and fluorine in an ortho (1,2) relationship. Its formula is C6H4BrF (linear BrC6H4F) and its molecular weight is 175.00 g/mol. At room temperature it is a dense liquid, with a density of 1.601 g/mL at 25 °C and a refractive index near 1.534, and it is insoluble in water.

Sigma-Aldrich classifies it as a Category 3 flammable liquid (H226) with a flash point of about 43–48 °C (closed cup). The listing carries no health-hazard pictogram, but the usual precautions for volatile halogenated aromatics still apply.

Uses of 1-Bromo-2-fluorobenzene

In medicinal and agrochemical chemistry, the 2-fluorophenyl group is a common structural motif, and 1-bromo-2-fluorobenzene is one of the most direct ways to install it. A Suzuki coupling with an aryl or heteroaryl boronic acid gives 2-fluorobiaryls, and a Buchwald–Hartwig amination gives 2-fluoroanilines that can be cyclised onto adjacent positions to build benzimidazoles, quinolines and carbazoles.

In physical-organic and methodology research, the compound is used to explore benzyne chemistry and nucleophilic aromatic substitution, because the fluorine activates the ring toward certain nucleophiles and the bromine allows orthogonal metalation.

Buying and Handling Considerations

Check that the purity and colour specification suit the downstream step: lightly yellow material is normal, but organometallic formation is sensitive to water, so request moisture data when you need strictly anhydrous reagent. Store in tightly closed glass bottles in a cool, ventilated flammables cabinet, away from strong oxidisers and alkali metals. Use the flash-point figure on your site’s SDS (reported values are about 43–48 °C) when classifying storage.

Safety Information

Based on Sigma-Aldrich’s verified classification (B66809).
Pictogram / Signal Word: GHS02 (flame) | Warning
Hazard Statement: H226 (flammable liquid and vapour)
Hazard Classification: Flam. Liq. 3
Precautionary Statements: P210, P233, P240, P241, P242, P243
Storage Class: 3 – Flammable liquids | Flash Point: 43°C
PPE: Eyeshields, faceshields, gloves, type ABEK (EN14387) respirator filter
Keep away from heat, sparks, open flames and hot surfaces, ground containers during transfer, use explosion-proof equipment, and work in a well-ventilated area or fume hood.

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FAQs: 1-Bromo-2-fluorobenzene

It is mainly used as an aryl halide building block: the bromine takes part in Suzuki, Sonogashira, Buchwald–Hartwig and Grignard chemistry while the fluorine is retained in the product. It is also a classic benzyne precursor and an intermediate for pharmaceuticals, agrochemicals and electronic materials.

Yes. 2-Bromofluorobenzene, o-bromofluorobenzene and 1-bromo-2-fluorobenzene all name the same compound, CAS 1072-85-1, formula C6H4BrF.

Molecular weight 175.00 g/mol; density 1.601 g/mL at 25 °C; refractive index n20/D 1.534; liquid form; boiling range about 155–157 °C; insoluble in water.

Yes. It is a Category 3 flammable liquid (H226). Its flash point is about 43–48 °C (closed cup), so store it in a flammables cabinet and avoid ignition sources.

The carbon–bromine bond is much more reactive toward palladium, magnesium and lithium than the carbon–fluorine bond, so chemists can functionalise the bromine position selectively and keep the fluorine as a permanent substituent that tunes the properties of the final molecule.

Treating 1-bromo-2-fluorobenzene with magnesium (or with a strong base) forms the ortho-metalated species, which eliminates metal fluoride to give benzyne. The benzyne is then trapped in situ, for example with furan in a Diels–Alder reaction.

Yes. For SKU S1180, a Certificate of Analysis and Safety Data Sheet come with each lot, and quotations cover laboratory through bulk quantities.