Skip to Content
MilliporeSigma

124168

2-Bromothiophene

98%

Synonym(s):

2-Thienyl bromide

Sign In to View Organizational & Contract Pricing.

Select a Size

10 G

$45.60

50 G

$79.50

250 G

$124.00

$45.60


Available to ship TODAYDetails


Request a Bulk Order

About This Item

Empirical Formula (Hill Notation):
C4H3BrS
CAS Number:
Molecular Weight:
163.04
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
213-699-4
Beilstein/REAXYS Number:
104663
MDL number:
Assay:
98%
Form:
liquid

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

TUCRZHGAIRVWTI-UHFFFAOYSA-N

InChI

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

SMILES string

Brc1cccs1

assay

98%

form

liquid

refractive index

n20/D 1.586 (lit.)

bp

149-151 °C (lit.)

density

1.684 g/mL at 25 °C (lit.)

functional group

bromo

storage temp.

2-8°C

Quality Level

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
242659144711106224
assay

98%

assay

97%

assay

≥97%

assay

97%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

density

1.684 g/mL at 25 °C (lit.)

density

1.573 g/mL at 25 °C (lit.)

density

-

density

1.74 g/mL at 25 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

form

liquid

form

liquid

form

solid

form

-

refractive index

n20/D 1.586 (lit.)

refractive index

n20/D 1.635 (lit.)

refractive index

-

refractive index

n20/D 1.591 (lit.)

General description

2-Bromothiophene undergoes metalation-alkylation reaction with various electrophiles to form various 5-alkylated 2-bromo products[1]. It undergoes coupling with 4-bromo allyl phenyl ether to form allyl phenyl thiophene ether, which is a novel potential dielectric material for organic thin film transistors[2].

Application

2-Bromothiophene has been used in electrochemical reduction of a number of mono- and dihalothiophenes at carbon cathodes in dimethylformamide containing tetramethylammonium perchlorate by cyclic voltammetry and controlled-potential electrolysis[3].

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Eye Dam. 1 - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

125.6 °F - closed cup

flash_point_c

52 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

R A Ingle et al.
The Journal of chemical physics, 147(1), 013914-013914 (2017-07-10)
The ultraviolet photochemistry of 2-bromothiophene (C
First example of base-promoted tandem alkylation-bromination of 2-bromothiophene via halogen dance process: a remarkable temperature effect.
Peyron C, et al.
Tetrahedron Letters, 46(19), 3315-3318 (2005)
Novel self assembled monolayers of allyl phenyl thiophene ether as potential dielectric material for organic thin film transistors.
Sathyapalan A, et al
Thin Solid Films, 516(16), 5645-5648 (2008)
Mohammad S. Mubarak et al.
The Journal of organic chemistry, 61(23), 8074-8078 (1996-11-15)
Cyclic voltammetry and controlled-potential electrolysis have been employed to probe the electrochemical reduction of a number of mono- and dihalothiophenes at carbon cathodes in dimethylformamide containing tetramethylammonium perchlorate. Reduction of 2-bromo-, 3-bromo-, 2-chloro-, 3-chloro-, and 2-iodothiophene gives rise to a
Synlett, 974-974 (2007)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service