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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:
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.

Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

64.4 °F - closed cup

Flash Point(C)

18 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The Journal of Organic Chemistry, 58, 7782-7782 (1993)
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)
Propargylmagnesium Bromide
Godson C and Nwokogu
e-EROS Encyclopedia of Reagents for Organic Synthesis (2001)
Tetrahedron Letters, 48, 1927-1927 (2007)

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