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Sigma-Aldrich

6-Heptynoic acid

90%

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About This Item

Fórmula linear:
HC≡C(CH2)4COOH
Número CAS:
30964-00-2
Peso molecular:
126.15
Beilstein:
1747024
Número MDL:
MFCD00239430
Código UNSPSC:
12352100
ID de substância PubChem:
24868034
NACRES:
NA.22

Ensaio

90%

índice de refração

n20/D 1.451 (lit.)

pb

93-94 °C/1 mmHg (lit.)

densidade

0.997 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

OC(=O)CCCCC#C

InChI

1S/C7H10O2/c1-2-3-4-5-6-7(8)9/h1H,3-6H2,(H,8,9)

chave InChI

OFCPMJGTZUVUSM-UHFFFAOYSA-N

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Descrição geral

6-Heptynoic acid is an alkynoic acid with an acetylene bond. It undergoes condensation with various pyrroles to afford optical diverse fluorescent dyes with a terminal alkyne.

Aplicação

6-Heptynoic acid may be used for the following syntheses:
  • alkyne functionalized Boradiazaindacenes (BODIPY)dyes
  • natural products epothilone B and D
  • hymenialdisine (HMD) and aldisine (AD) affinity resins
  • alkynyl esters

Pictogramas

Corrosion
GHS05

Palavra indicadora

Danger

Frases de perigo

H314

Classificações de perigo

Skin Corr. 1B

Código de classe de armazenamento

8A - Combustible corrosive hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

235.4 °F - closed cup

Ponto de fulgor (°C)

113 °C - closed cup

Equipamento de proteção individual

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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A novel catalyst with a cuboidal PdMo3S4 core for the cyclization of alkynoic acids to enol lactones.
Wakabayashi T, et al.
Angewandte Chemie (International Edition in English), 35(18), 2123-2124 (1996)
R E Taylor et al.
Organic letters, 3(14), 2221-2224 (2001-07-07)
[reaction: see text] A highly convergent total synthesis of the natural products epothilone B and D is described. The route is highlighted by efficient generation of a C12-C13 trisubstituted olefin which exploits a sequential Nozaki-Hiyama-Kishi coupling and a stereoselective thionyl
Mariano Walter Pertino et al.
Molecules (Basel, Switzerland), 19(2), 2523-2535 (2014-02-26)
Dehydroabietic acid (DHA) is a naturally occurring diterpene with different and relevant biological activities. Previous studies have shown that some DHA derivatives display antiproliferative activity. However, the reported compounds did not include triazole derivatives. Starting from DHA (8,11,13-abietatrien-18-oic acid), and
Martijn Verdoes et al.
Bioorganic & medicinal chemistry letters, 17(22), 6169-6171 (2007-09-25)
The synthesis of three acetylene functionalized BODIPY dyes is described. These dyes are used to fluorescently modify an azido functionalized epoxomicin analogue employing the Huisgen 1,3-dipolar cycloaddition, resulting in a panel of fluorescent epoxomicin derived proteasome probes.
Lauren Ray et al.
Nature communications, 7, 13609-13609 (2016-12-22)
Type I modular polyketide synthases assemble diverse bioactive natural products. Such multienzymes typically use malonyl and methylmalonyl-CoA building blocks for polyketide chain assembly. However, in several cases more exotic alkylmalonyl-CoA extender units are also known to be incorporated. In all
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