6-Heptynoic acid

Name: 6-Heptynoic acid
Brand: ALDRICH
Price: 52.2 USD
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About This Item

Linear Formula:

HC≡C(CH₂)₄COOH

CAS Number:

30964-00-2

Molecular Weight:

126.15

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24868034

MDL number:

MFCD00239430

Beilstein/REAXYS Number:

1747024

Assay:

90%

Key Documents

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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

200

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Show Differences

1 of 4

This Item	333603	358940	399361
Sigma-Aldrich 442879 6-Heptynoic acid	Sigma-Aldrich 333603 6-Phenylhexanoic acid	Sigma-Aldrich 358940 6-Heptenoic acid	Sigma-Aldrich 399361 6-Oxoheptanoic acid
assay 90%	assay 98%	assay 99%	assay 90%
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 100
density 0.997 g/mL at 25 °C (lit.)	density 1.022 g/mL at 25 °C (lit.)	density 0.946 g/mL at 25 °C (lit.)	density 1.059 g/mL at 25 °C (lit.)
refractive index n20/D 1.451 (lit.)	refractive index n20/D 1.51 (lit.)	refractive index n20/D 1.439 (lit.)	refractive index -
bp 93-94 °C/1 mmHg (lit.)	bp 201-202 °C/24 mmHg (lit.)	bp 222-224 °C (lit.)	bp 158-162 °C/9 mmHg (lit.)
functional group carboxylic acid	functional group -	functional group allyl, carboxylic acid	functional group carboxylic acid, ketone

Application

6-Heptynoic acid may be used for the following syntheses:

alkyne functionalized Boradiazaindacenes (BODIPY)dyes[1]
natural products epothilone B and D[2]
hymenialdisine (HMD) and aldisine (AD) affinity resins[3]
alkynyl esters[4]

General description

6-Heptynoic acid is an alkynoic acid with an acetylene bond.[5] It undergoes condensation with various pyrroles to afford optical diverse fluorescent dyes with a terminal alkyne.[1]

pictograms

GHS05

signalword

Danger

hcodes

H314

pcodes

P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405

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

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A crotonyl-CoA reductase-carboxylase independent pathway for assembly of unusual alkylmalonyl-CoA polyketide synthase extender units.

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

Synthesis and target identification of hymenialdisine analogs.

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)

Synthesis and antiproliferative activity of some novel triazole derivatives from dehydroabietic acid.

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

Acetylene functionalized BODIPY dyes and their application in the synthesis of activity based proteasome probes.

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.

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