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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:
53293-00-8
Molecular Weight:
112.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24878284
MDL number:
MFCD00066346
Beilstein/REAXYS Number:
1743192
Assay:
97%
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Quality Level

100

assay

97%

refractive index

n20/D 1.449 (lit.)

bp

224-225 °C (lit.)

density

1.016 g/mL at 25 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)CCCC#C

InChI

1S/C6H8O2/c1-2-3-4-5-6(7)8/h1H,3-5H2,(H,7,8)

InChI key

VPFMEXRVUOPYRG-UHFFFAOYSA-N

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

pictograms

Exclamation mark
GHS07

signalword

Warning

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW7473
MKCX0392
MKCT8337
MKCQ8308
MKCP5205

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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)
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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Global Trade Item Number

SKUGTIN
544000-25G04061837377594
544000-5G04061832567563