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544000

Sigma-Aldrich

5-Hexynoic acid

97%

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Linear Formula:
CH≡C(CH2)3CO2H
CAS Number:
Molecular Weight:
112.13
Beilstein:
1743192
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.449 (lit.)

bp

224-225 °C (lit.)

density

1.016 g/mL at 25 °C (lit.)

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

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1 of 4

This Item
442879464929311278
5-Hexynoic acid 97%

Sigma-Aldrich

544000

5-Hexynoic acid

6-Heptynoic acid 90%

Sigma-Aldrich

442879

6-Heptynoic acid

5-Hexenoic acid 98%

Sigma-Aldrich

464929

5-Hexenoic acid

refractive index

n20/D 1.449 (lit.)

refractive index

n20/D 1.451 (lit.)

refractive index

n20/D 1.435 (lit.)

refractive index

-

bp

224-225 °C (lit.)

bp

93-94 °C/1 mmHg (lit.)

bp

105 °C/15 mmHg (lit.)

bp

-

density

1.016 g/mL at 25 °C (lit.)

density

0.997 g/mL at 25 °C (lit.)

density

0.961 g/mL at 25 °C (lit.)

density

-

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Schirrmacher E, et al.
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Cobalt-catalyzed cocyclizations of isocyanato alkynes: a regiocontrolled entry into 5-indolizinones. Application to the total synthesis of camptothecin.
Earl RA and Vollhardt KPC.
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Synthesis of 5, 8, 11-dodecatriynoic acid and its use in the synthesis of arachidonic acid and related acids.
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The Journal of Organic Chemistry, 40(3), 348-350 (1975)

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