CAS 10294-33-4|Tribromoborane|BORON BROMIDE|BORON TRIBROMIDE|tribromoborane|boron tribromide|Boron tribromide|三溴化硼|Boron tribromide solution|三溴化硼溶液|Tribromoboron|Boron tribromide, 1M soln...

BORON BROMIDETribromoboraneBORON TRIBROMIDE三溴化硼Boron tribromide三溴化硼溶液Boron tribromide solutionTribromoboronBoron tribromide, 1M soln. in dichloromethane三溴化硼,1M在二氯甲烷溶剂中

IUPAC name

tribromoborane

IUPAC Traditional name

boron tribromide

Names and Identifiers

Registration numbers

PubChem CID

Wikipedia Title

Chemspider ID

CAS Number

EC Number

PubChem SID

248520482485379924866111248526612485266224865221162093474

MDL Number

MFCD00011312

Merck Index

141347

Registration numbers

Properties

Safety Information

Corrosive (C)

Properties

Related Proteins

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Molecular Spectra

No Data Available

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Molecule Details

Wikipedia

Boron_tribromide

Sigma Aldrich

202207

Application
Used to cleave aryl methyl ethers in a syntheses of a benzopyranobenzopyran from a coumarin scaffold11 and ladder-type conjugated polymers.12
Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA1
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties2
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction3
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities4
• Micrometer-sized organic molecule-DNA hybrid structures5
• Borane complexes via electrophilic aromatic borylation reactions6
• A 5-HT2C receptor agonist7
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease8
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit9
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides10
Packaging
100, 250 g in Sure/Seal™
2 kg in Sure/Seal™
25 g in ampule
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

419508

Application
Used to cleave aryl methyl ethers in a synthesis of a benzopyranobenzopyran from a coumarin scaffold.11
Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA1
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties2
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction3
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities4
• Micrometer-sized organic molecule-DNA hybrid structures5
• Borane complexes via electrophilic aromatic borylation reactions6
• A 5-HT2C receptor agonist7
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease8
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit9
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides10
Packaging
4×25, 100, 500 g in Sure/Seal™
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

230367

Packaging
5, 25, 100 g in ampule
Application
Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA1
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties2
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction3
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities4
• Micrometer-sized organic molecule-DNA hybrid structures5
• Borane complexes via electrophilic aromatic borylation reactions6
• A 5-HT2C receptor agonist7
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease8
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit9
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides10
With alkynes forms 2-alkenyldibromoboranes, which show reversed regiochemistry in Diels-Alder reactions as compared to BBN. Intermediates generated from 1-alkynes couple to alkyl halides providing trisubstituted alkenes. Reacts with chiral sulfonamides to provide precursors of chiral glycidol esters, acetate diols, β-hydroxy esters, and amino acid esters. Useful for the synthesis of precursors to group 13-15 semiconductor materials.

211230

Packaging
100 mL in Sure/Seal™
Application
Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA1
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties2
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction3
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities4
• Micrometer-sized organic molecule-DNA hybrid structures5
• Borane complexes via electrophilic aromatic borylation reactions6
• A 5-HT2C receptor agonist7
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease8
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit9
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides10

403857

Packaging
100 mL in Sure/Seal™
Application
Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA1
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties2
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction3
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities4
• Micrometer-sized organic molecule-DNA hybrid structures5
• Borane complexes via electrophilic aromatic borylation reactions6
• A 5-HT2C receptor agonist7
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease8
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit9
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides10

211222

Application
Used to cleave aryl methyl ethers in a synthesis of a benzopyranobenzopyran from a coumarin scaffold.11
Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA1
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties2
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction3
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities4
• Micrometer-sized organic molecule-DNA hybrid structures5
• Borane complexes via electrophilic aromatic borylation reactions6
• A 5-HT2C receptor agonist7
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease8
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit9
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides10
Packaging
10 mL in glass bottle
2 L in Sure/Seal™
2.5 L in glass bottle
4×25, 100, 800 mL in Sure/Seal™

15690

Application
Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA1
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties2
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction3
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities4
• Micrometer-sized organic molecule-DNA hybrid structures5
• Borane complexes via electrophilic aromatic borylation reactions6
• A 5-HT2C receptor agonist7
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease8
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit9
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides10

15692

Application
Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA1
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties2
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction3
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities4
• Micrometer-sized organic molecule-DNA hybrid structures5
• Borane complexes via electrophilic aromatic borylation reactions6
• A 5-HT2C receptor agonist7
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease8
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit9
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides10

MP Biomedicals

05202333

colorless to amber liquid

Molecule Details

References

PubChem Literature

From Data Sources

• Reagent for cleavage of ethers: Synthesis, 249 (1983). Converts alcohols to alkyl bromides under mild conditions: Tetrahedron Lett., 35, 1051 (1994). Cleavage of N-methoxymethyl: Tetrahedron Lett., 42, 8633 (2001), or N-benzyl: Tetrahedron Lett., 45, 4093 (2004) protecting groups can also be achieved under mild conditions. Alkynes undergo bromoboration; the products can be transformed, e.g. to trisubstituted alkenes: Tetrahedron Lett., 29, 1811 (1988), or enyne-allenes: Tetrahedron Lett., 35, 1829 (1994).

• Reagent for cleavage of ethers. For a brief feature of uses of the reagent in organic synthesis, see: Synlett, 1636 (2005). See also preceding entry.

References

Bioactivity

PubChem BioAssay

Bioactivity

Molecule

ID:107043