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P51001

Sigma-Aldrich

Propargyl bromide solution

80 wt. % in toluene, contains 0.3% magnesium oxide as stabilizer

Synonym(s):

3-Bromo-1-propyne

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50 G
$89.00
125 G
$187.00
625 G
$894.00
5 KG
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About This Item

Linear Formula:
HC≡CCH2Br
CAS Number:
Molecular Weight:
118.96
Beilstein/REAXYS Number:
605309
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$89.00


Estimated to ship onMay 10, 2025


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assay

13-27 %

Quality Level

form

liquid

contains

0.3% magnesium oxide as stabilizer

concentration

80 wt. % in toluene

refractive index

n20/D 1.494

bp

88-90 °C

density

1.335 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

BrCC#C

InChI

1S/C3H3Br/c1-2-3-4/h1H,3H2

InChI key

YORCIIVHUBAYBQ-UHFFFAOYSA-N

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General description

Propargyl bromide solution is used to prepare Grignard reagent and in the synthesis of propargylated lignin. [1] [2]

Application

Used to make propargylic amines employed in enyne metathesis.[3]
Employed in the propargylation of spiro ketones,[4] allylic alcohols,[5] and enone complexes.[6]

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3

target_organs

Central nervous system, Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

64.4 °F - closed cup

flash_point_c

18 °C - closed cup

ppe

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


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The Journal of Organic Chemistry, 58, 7782-7782 (1993)
Propargylmagnesium Bromide
Godson C and Nwokogu
e-EROS Encyclopedia of Reagents for Organic Synthesis (2001)
Tetrahedron Letters, 48, 1927-1927 (2007)
Renewable Thiol--yne ?Click? Networks Based on Propargylated Lignin for Adhesive Resin Applications
Monika J A et al.
ACS applied polymer materials, 4, 2544-2552 (2022)
Synthetic Communications, 24, 2159-2159 (1994)

Questions

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  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/449/386/product-dating-information-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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