CAS 106-96-7|3-Bromoprop-1-yne|Propargyl bromide, 80% solution in toluene|1-propyne, 3-bromo-|3-bromoprop-1-yne|Propargyl bromide solution|3-溴-1-丙炔|3-Bromo-1-propyne|炔丙基溴溶液|Bromopropyne|1-...

General Information

Structure

Molecular Formula

C₃H₃Br

Molecular Mass

118.95992

Exact Mass

117.9418121

Charge

InChI

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

InChIKey

YORCIIVHUBAYBQ-UHFFFAOYSA-N

Canonic Smiles

BrCC#C

Isomeric Smiles

BrCC#C

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.2495931

LogD (pH = 7.4)

1.2495931

Log P

1.2495931

Molar Refractivity

21.876

Polarizability

8.031745

Polar Surface Area

0.0

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

3-Bromoprop-1-ynePropargyl bromide, 80% solution in toluenePropargyl bromide solution3-Bromo-1-propyne炔丙基溴溶液3-溴-1-丙炔Propargyl bromide2-Propynyl bromidePropynyl bromide1-Bromo-2-propyne Gamma-bromoallylenegamma-Bromoallylene1-Bromo-2-propyneBromopropyne1-Brom-2-propiePropargyl bromide炔丙基溴Propargyl bromide溴丙炔

IUPAC name

3-bromoprop-1-yne

IUPAC Traditional name

1-propyne, 3-bromo-

Names and Identifiers

Registration numbers

Wikipedia Title

PubChem CID

CAS Number

Chemspider ID

MDL Number

EC Number

Beilstein Number

PubChem SID

1620384272487774624898595

Registration numbers

Properties

Product Information

Contains

0.3% magnesium oxide as stabilizer

~0.3% magnesium oxide light as stabilizer

Concentration

80 wt. % in toluene

80 wt. % in xylene

~80% in toluene

Linear Formula

HC≡CCH2Br

purum

80% in toluene, stab. with MgO

97%, 80% w/w in toluene

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Apollo Scientific

OR01606

Stabilised with MgO

Wikipedia

Propargyl_bromide

Sigma Aldrich

P51001

Packaging
5, 25 kg in steel drum
50, 125, 625 g in Sure/Seal™
Application
Used to make propargylic amines employed in enyne metathesis.1Employed in the propargylation of spiro ketones,2 allylic alcohols,3 and enone complexes.4

530409

Packaging
50, 125 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• With Mg in ether, generates allenylmagnesium bromide which can be coupled with a further molecule of propargyl bromide to give the bis-allene 1,2,4,5-hexatetraene: Org. Synth. Coll., 7, 485 (1990). Diels-Alder reaction of the product with Dimethyl acetylenedicarboxylate, A11437 leads to a para-cyclophane.

• Barbier-type reaction with aldehydes in aqueous THF gives the secondary alcohols in moderate to good yields: Synth. Commun., 25, 2923 (1995); partial rearrangement to the allene could occur; cf Allyl bromide, A11766, for similar reactions. For reaction with aldehydes in the presence of Zn in THF, and transformation of the resulting secondary alcohols into pyruvate esters, see: J. Chem. Chem. Commun ., 1289 (1991).

• For conversion to dimethyl-2-propynylsulfonium bromide and condensation with 2,4-pentanedione and other active methylene compounds in a versatile, high-yield synthesis of substituted furans, see: J. Chem. Soc., Perkin 1, 65 (1973); Org. Synth. Coll ., 6, 31 (1988).

• For diastereoselective propargylation of ɑ -alkoxy aldehydes and application in the synthesis of oxygenated acyclic natural products, see: J. Org. Chem., 60, 3257 (1995).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC name

3-bromoprop-1-yne

IUPAC Traditional name

1-propyne, 3-bromo-

Registration numbers

Wikipedia Title

PubChem CID

CAS Number

Chemspider ID

MDL Number

EC Number

Beilstein Number

PubChem SID

1620384272487774624898595

Molecule Details

Apollo Scientific

OR01606

Stabilised with MgO

Wikipedia

Propargyl_bromide

Sigma Aldrich

P51001

530409

Packaging
50, 125 g in glass bottle

References

PubChem Literature

From Data Sources

• For diastereoselective propargylation of ɑ -alkoxy aldehydes and application in the synthesis of oxygenated acyclic natural products, see: J. Org. Chem., 60, 3257 (1995).

Bioactivity

PubChem BioAssay

Properties

Product Information

Contains

0.3% magnesium oxide as stabilizer

~0.3% magnesium oxide light as stabilizer

Concentration

80 wt. % in toluene

80 wt. % in xylene

~80% in toluene

Linear Formula

HC≡CCH2Br

purum

80% in toluene, stab. with MgO

97%, 80% w/w in toluene

Molecule

ID:73508