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B56412

Bromoacetyl bromide

≥98%

Synonym(s):

α-Bromoacetyl bromide, 2-Bromoacetyl bromide, Monobromoacetyl bromide

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Pack SizeSKUAvailabilityPrice
5 g

Available to ship TODAYfromMILWAUKEE

$52.80
$39.60
100 g

Available to ship TODAYfromMILWAUKEE

$76.80
500 g

Available to ship TODAYfromMILWAUKEE

$176.00

About This Item

Linear Formula:
BrCH2COBr
CAS Number:
Molecular Weight:
201.84
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-923-5
Beilstein/REAXYS Number:
605440
MDL number:
Assay:
≥98%
Form:
liquid

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vapor pressure

3.8 mmHg ( 25 °C)

Quality Segment

assay

≥98%

form

liquid

refractive index

n20/D 1.547 (lit.)

bp

147-150 °C (lit.)

density

2.317 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

BrCC(Br)=O

InChI

1S/C2H2Br2O/c3-1-2(4)5/h1H2

InChI key

LSTRKXWIZZZYAS-UHFFFAOYSA-N

General description

Bromoacetyl bromide is employed as an acylating reagent and in the production of heterocyclic compounds.

Application

Bromoacetyl bromide can be used to convert:
  • Amines to azido acetamides.
  • p-Arsanilic acid to 4-(2-bromoacetylamino)benzenearsonic acid, a precursor to 4-(N-(S-penicillaminylacetyl)amino)phenylarsonous acid (PENAO), a metal-based drug.
  • 3,5-Dimethylphenol to 3,5-dimethylphenyl 2-bromoacetate.
  • Cystamine dihydrochloride to N,N′-bis(bromoacetyl) cystamine, a bifunctional quaternizing agent.

It can also be used as a reagent to synthesize imidazolium or piridinium based ionic liquids.

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This Item
382310243965446882
assay

≥98%

assay

98%

assay

98%

assay

98%

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

refractive index

n20/D 1.547 (lit.)

refractive index

-

refractive index

-

refractive index

n20/D 1.3 (lit.)

bp

147-150 °C (lit.)

bp

-

bp

107-108 °C/15 mmHg (lit.)

bp

97 °C (lit.)

density

2.317 g/mL at 25 °C (lit.)

density

-

density

-

density

1.871 g/mL at 25 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-


signalword

Danger

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

flash_point_f

221.0 °F - closed cup

flash_point_c

105 °C - closed cup

ppe

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

pictograms

CorrosionExclamation mark

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1



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Site-Selective Conversion of Azido Groups at Carbonyl ?-Positions to Diazo Groups in Diazido and Triazido Compounds.
Yokoi T, et al.
The Journal of Organic Chemistry, 83(19), 12103-12121 (2018)
Direct Polymerization of the Arsenic Drug PENAO to Obtain Nanoparticles with High Thiol-Reactivity and Anti-Cancer Efficiency.
Noy JM, et al.
Bioconjugate Chemistry, 29(2), 546-558 (2018)
Aggregation behavior and antimicrobial activity of ester-functionalized imidazolium-and pyridinium-based ionic liquids in aqueous solution.
Garcia MT, et al.
Langmuir, 29(8), 2536-2545 (2013)



Global Trade Item Number

SKUGTIN
B56412-500G04061833433973
B56412-5G04061837378096
B56412-100G04061833433966

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

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  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

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