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Merck

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. [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]

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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Synthetic Communications, 24, 2159-2159 (1994)
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)
Propargylmagnesium Bromide
Godson C and Nwokogu
e-EROS Encyclopedia of Reagents for Organic Synthesis (2001)
Tetrahedron Letters, 48, 1927-1927 (2007)
The Journal of Organic Chemistry, 58, 7782-7782 (1993)

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