442879
6-Heptynoic acid
90%
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About This Item
Linear Formula:
HC≡C(CH2)4COOH
CAS Number:
Molecular Weight:
126.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1747024
Assay:
90%
InChI
1S/C7H10O2/c1-2-3-4-5-6-7(8)9/h1H,3-6H2,(H,8,9)
SMILES string
OC(=O)CCCCC#C
InChI key
OFCPMJGTZUVUSM-UHFFFAOYSA-N
assay
90%
refractive index
n20/D 1.451 (lit.)
bp
93-94 °C/1 mmHg (lit.)
density
0.997 g/mL at 25 °C (lit.)
functional group
carboxylic acid
Quality Level
Related Categories
General description
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.
Application
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
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
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Yongqin Wan et al.
Chemistry & biology, 11(2), 247-259 (2004-05-05)
Hymenialdisine (HMD) is a sponge-derived natural product kinase inhibitor with nanomolar activity against CDKs, Mek1, GSK3beta, and CK1 and micromolar activity against Chk1. In order to explore the broader application of the pyrrolo[2,3-c]azepine skeleton of HMD as a general kinase
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)
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
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
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