544000
5-Hexynoic acid
97%
Synonym(s):
4-Ethynylbutyric acid, 5-Hexyn-1-oic acid
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About This Item
Linear Formula:
CH≡C(CH2)3CO2H
CAS Number:
Molecular Weight:
112.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1743192
Assay:
97%
InChI
1S/C6H8O2/c1-2-3-4-5-6(7)8/h1H,3-5H2,(H,7,8)
SMILES string
OC(=O)CCCC#C
InChI key
VPFMEXRVUOPYRG-UHFFFAOYSA-N
assay
97%
Quality Level
bp
224-225 °C (lit.)
density
1.016 g/mL at 25 °C (lit.)
functional group
carboxylic acid
Related Categories
General description
5-Hexynoic acid is an alkynoic acid. It undergoes gold-catalyzed cyclization to form the corresponding methylene lactones.
Application
5-Hexynoic acid may be used in the preparation of:
- 5-hexynoic acid methyl ester
- 5,6-dicarba-closo-dodecaboranyl hexynoic acid
- 5,8,11-dodecatriynoic acid
- 5-isocyanato-1-pentyne
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Juan M Castro et al.
Scientific reports, 9(1), 165-165 (2019-01-19)
The self-reproduction of supramolecular assemblies based on the synthesis and self-assembly of building blocks is a critical step towards the construction of chemical systems with autonomous, adaptive, and propagation properties. In this report, we demonstrate that giant vesicles can grow
A mild access to ?-or ?-alkylidene lactones through gold catalysis.
Harkat H, et al.
Tetrahedron Letters, 47(35), 6273-6276 (2006)
Synthesis of a Tyr3-octreotate conjugated closo-carborane [HC2B10H10]: a potential compound for boron neutron capture therapy.
Schirrmacher E, et al.
Tetrahedron Letters, 44(51), 9143-9145 (2003)
Synthesis of 5, 8, 11-dodecatriynoic acid and its use in the synthesis of arachidonic acid and related acids.
Fryer RI, et al.
The Journal of Organic Chemistry, 40(3), 348-350 (1975)
Cobalt-catalyzed cocyclizations of isocyanato alkynes: a regiocontrolled entry into 5-indolizinones. Application to the total synthesis of camptothecin.
Earl RA and Vollhardt KPC.
Journal of the American Chemical Society, 105(23), 6991-6993 (1983)
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