CAS 1003-09-4|2-Bromothiophene 98%|2-bromothiophene|2-bromothiophene|2-Bromothiophene|2-噻吩基溴|2-Bromothiophene|2-Thienyl bromide|2-溴噻吩|NSC 4456

General Information

Structure

Molecular Formula

C₄H₃BrS

Molecular Mass

163.03562

Exact Mass

161.9138831

Charge

InChI

InChI=1S/C4H3BrS/c5-4-2-1-3-6-4/h1-3H

InChIKey

TUCRZHGAIRVWTI-UHFFFAOYSA-N

Canonic Smiles

Brc1cccs1

Isomeric Smiles

c1ccsc1Br

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

2.6884363

LogD (pH = 7.4)

2.6884363

Log P

2.6884363

Molar Refractivity

29.9465

Polarizability

11.968581

Polar Surface Area

0.0

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

2-Bromothiophene 98%2-Bromothiophene2-Thienyl bromide2-溴噻吩2-Bromothiophene2-噻吩基溴NSC 4456

IUPAC name

2-bromothiophene

IUPAC Traditional name

2-bromothiophene

Names and Identifiers

Registration numbers

CAS Number

PubChem CID

PubChem SID

MDL Number

Beilstein Number

EC Number

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

124168

Application
2-Thienyl esters are readily prepared from the derived Grignard reagents on treatment with CuBr-LiBr couple and chloroformates.1
Packaging
10, 50, 250 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• The bromo-substituent can be readily displaced by methoxide in methanol in the presence of a Cu(I) catalyst: Synth. Commun., 20, 213 (1990). For coupling reaction with Thiophene-2-thiol, B22642, in the presence of Cu₂O, to give 2,2'-dithienyl sulfide, see: Org. Synth. Coll., 6, 558 (1988).

• Allylic alcohols are thienylated by means of a Heck-type, Pd-catalyzed coupling reaction; the products are ketones formed by rearrangement: Chem. Lett., 423 (1977). Coupling with iodoarenes can be induced at the 5-position by the use of a palladium(II) catalyst in the presence of silver nitrate and potassium fluoride, providing access to 5-aryl-2-bromothiophene derivatives, which may be further elaborated by reaction with the available 2-bromo-substituent: Org. Lett., 7, 5083 (2005).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

2-Bromothiophene 98%2-Bromothiophene2-Thienyl bromide2-溴噻吩2-Bromothiophene2-噻吩基溴NSC 4456

IUPAC name

2-bromothiophene

IUPAC Traditional name

2-bromothiophene

Registration numbers

CAS Number

PubChem CID

PubChem SID

MDL Number

Beilstein Number

EC Number

Molecule Details

124168

Application
2-Thienyl esters are readily prepared from the derived Grignard reagents on treatment with CuBr-LiBr couple and chloroformates.1
Packaging
10, 50, 250 g in glass bottle

References

PubChem Literature

From Data Sources

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:8512