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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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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

contains

0.3% magnesium oxide as stabilizer

Quality Level

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.

Application

Used to make propargylic amines employed in enyne metathesis.
Employed in the propargylation of spiro ketones, allylic alcohols, and enone complexes.

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

target_organs

Central nervous 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


Certificates of Analysis (COA)

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Synlett, 297-297 (1994)
The Journal of Organic Chemistry, 58, 7782-7782 (1993)
Tetrahedron Letters, 48, 1927-1927 (2007)
Synthetic Communications, 24, 2159-2159 (1994)
Francesco Alessandrini et al.
International immunopharmacology, 29(1), 105-109 (2015-06-03)
The involvement of muscarinic receptors in cancer has been reported. Recently we have demonstrated that the activation of M2 muscarinic receptors, through arecaidine propargyl ester, arrests cell proliferation and induces apoptosis in primary and established glioblastoma cell lines. Considering the

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