232211
4-Pentynoic acid
95%
Synonym(s):
Propargylacetic acid
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About This Item
Linear Formula:
CH≡CCH2CH2COOH
CAS Number:
Molecular Weight:
98.10
Beilstein:
1742047
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
95%
form
solid
bp
110 °C/30 mmHg (lit.)
mp
54-57 °C (lit.)
functional group
carboxylic acid
storage temp.
2-8°C
SMILES string
OC(=O)CCC#C
InChI
1S/C5H6O2/c1-2-3-4-5(6)7/h1H,3-4H2,(H,6,7)
InChI key
MLBYLEUJXUBIJJ-UHFFFAOYSA-N
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General description
4-Pentynoic acid undergoes copper-catalyzed intramolecular cyclizations to form enol lactones. It also reacts with 1-bromo-1-alkynes in the presence of a Pd catalyst to yield biologically active ynenol lactones.
Application
4-Pentynoic acid was used:
- as building block for the synthesis of library of eight sequence-defined model oligomers
- in one-pot synthesis of the complex polycyclic heterocycles benzo[4,5]imidazo[1,2-c]pyrrolo[1,2-a]quinazolinone derivatives
- in the synthesis of various allenenols lactones [5(E)-(2-allenylidene)-tetrahydro-2-furanones]
- in the synthesis of a cyctotoxic macrolide by ring-closing metathesis of a bis acetylene
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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