Skip to Content
MilliporeSigma

Skip To

157449

β-Bromostyrene

97%

Synonym(s):

beta-Bromostyrene, 1-Bromo-2-phenylethylene

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Size/SKUAvailabilityPrice
5 g

Available to ship TODAYfromMILWAUKEE

$80.10

About This Item

Linear Formula:
C6H5CH=CHBr
CAS Number:
Molecular Weight:
183.05
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-131-3
Beilstein/REAXYS Number:
2038495
MDL number:
Assay:
97%
Form:
liquid

$80.10


Available to ship TODAYDetails


​
Request a Custom Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


Quality Segment

assay

97%

form

liquid

refractive index

n20/D 1.607 (lit.)

bp

110-112 °C/20 mmHg (lit.)

mp

7 °C (lit.)

density

1.427 g/mL at 25 °C (lit.)

functional group

bromo, phenyl

storage temp.

2-8°C

SMILES string

Br\C=C\c1ccccc1

InChI

1S/C8H7Br/c9-7-6-8-4-2-1-3-5-8/h1-7H/b7-6+

InChI key

YMOONIIMQBGTDU-VOTSOKGWSA-N

General description

β-Bromostyrene is an α,β-unsaturated aromatic halide. It can be synthesized by catalytic Hunsdiecker reaction (CHR) of cinnamic acid. It is commonly utilized as a precursor for preparing substituted alkenes, corresponding acetylenes and also in the total synthesis of natural compounds and antibiotics.

Application

β-Bromostyrene was used in the one-pot method for the preparation of cinnamonitriles. It was also used in the preparation of pure ethyl Z- and E-α,α-difluoro-4-phenyl-3-butenoate and 1,3-diphenyl-1-butene. It may be used in the synthesis of β-tert-butylstyrene via cross coupling reaction with tert-butylmagnesium chloride in the presence of dichloro[1,1′-bis(diphenylphosphino)ferrocene]nickel(II) catalyst. It may also be used to prepare γ-but-2-enolactone by reacting with nickel carbonyl in the presence of alkynes.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
292273124141132683
description

97%

description

technical grade, 90%

description

contains 0.05% 3,5-di-tert-butylcatechol as inhibitor, 97%

description

contains 0.1% 3,5-di-tert-butylcatechol as inhibitor, 97%

assay

97%

assay

90%

assay

97%

assay

97%

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

200

density

1.427 g/mL at 25 °C (lit.)

density

1.41 g/mL at 25 °C (lit.)

density

1.4 g/mL at 25 °C (lit.)

density

1.46 g/mL at 25 °C (lit.)

refractive index

n20/D 1.607 (lit.)

refractive index

n20/D 1.588 (lit.)

refractive index

n20/D 1.594 (lit.)

refractive index

n20/D 1.592 (lit.)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

bp

110-112 °C/20 mmHg (lit.)

bp

67-70 °C/4 mmHg (lit.)

bp

89 °C/16 mmHg (lit.)

bp

102-104 °C/22 mmHg (lit.)


Pictograms

Exclamation mark

Signal Word

Warning

Hazard Codes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

215.6 °F - closed cup

Flash Point (°C)

102 °C - closed cup

PPE (personal protective equipment)

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



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

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

Visit the Document Library



Questions

1–4 of 4 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?

  3. WHAT IS THE STEREOCHEMISTRY OF THIS COMPOUND?

    1 answer
    1. The entire product is likely planar due to the conjugated effect between the aromatic ring and C=C double bond.

      Helpful?

  4. is there any possibility for decreacing the purity of the compound with out innert gases storage???

    1 answer
    1. Yes, the purity of may decline over time if exposed to atmospheric oxygen. Storing the compound under inert gas, such as nitrogen or argon, prevents decomposition. Please see the link below to review additional information regarding the breakdown reaction published to PubChem:
      https://pubchem.ncbi.nlm.nih.gov/compound/5314126#section=Non-Human-Toxicity-Values

      Helpful?

Reviews

No rating value

Active Filters