Indol-3-ylessigsure

Bezeichnung:Indol-3-ylessigsure

CAS-Nr87-51-4

Englisch Name:Indole-3-acetic acid

CBNumberCB8783347

SummenformelC10H9NO2

Molgewicht175.18

MOL-Datei87-51-4.mol

Synonyma

Indol-3-ylessigsure

Indol-3-ylessigsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	165-169 °C (lit.)
Siedepunkt	306.47°C (rough estimate)
Dichte	1.1999 (rough estimate)
Brechungsindex	1.5460 (estimate)
Flammpunkt	171°C
storage temp.	-20°C
Löslichkeit	DMSO:30.0(Max Conc. mg/mL);171.25(Max Conc. mM)
Aggregatzustand	crystalline
pka	4.75(at 25℃)
Farbe	off-white to tan
Wasserlöslichkeit	Soluble in ethanol (50 mg/ml), methanol, DMSO, and chloroform (sparingly). Insoluble in water.
Decomposition	167 ºC
Sensitive	Light Sensitive
Merck	14,4964
BRN	143358
Stabilität	Stable. Incompatible with strong oxidizing agents. Light sensitive.
LogP	1.410
CAS Datenbank	87-51-4(CAS DataBase Reference)
NIST chemische Informationen	Indole-3-acetic acid(87-51-4)
EPA chemische Informationen	Indole-3-acetic acid (87-51-4)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	22-24/25
WGK Germany	3
RTECS-Nr.	NL3150000
F	8-10-23
Hazard Note	Irritant
TSCA	Yes
HS Code	29339990
Toxizität	LD50 intraperitoneal in mouse: 150mg/kg

Gefahreninformationscode (GHS)

Indole-3-acetic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
white to tan crystals
Verwenden
It is applied as plant growth hormone. is an inducer of plant cell elongation and division shown to cause uncontrolled growth.
Verwenden
Plant growth regulator.
Definition
ChEBI: A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group.
Biosynthese
3-Indolylacetic acid is biosynthesised in plants from tryptophan by two pathways, the indolylpyruvic acid pathway being quantitatively the more important. Experiments with tomato shoots have shown the existence of a tryptophan transaminase, which catalyses the formation of indolylpyruvic acid, and a tryptophan decarboxylase, which catalyses the formation of tryptamine. The decarboxylation of indolylpyruvic acid is catalysed by indolylpyruvate decarboxylase, while indolylacetaldehyde dehydrogenase catalyses the oxidation of indolylacetaldehyde to indolylacetic acid.

The biosynthesis of 3-indolylacetic acid
Biologische Funktion
3-Indolylacetic acid (indole-3-acetic acid, IAA) is one of the auxins, which together with the gibberellins and abscisic acid, cyto- kinins and ethylene are hormones regulating the growth and development of plants. IAA is a ubiquitous constituent of higher plants and the most important auxin. Some other, non-indolic compounds, including phenyl- acetic acid biosynthesised in plants from phenylalanine, have similar properties and synthetic auxins have also been prepared.
In the plant, IAA conjugates with many compounds, including glucose and other sugars, and with aspartic and glutamic acids. This is probably a way of storing the hormone for future use.
IAA initiates many growth effects in plants, including geotropism and phototropism, development of the ovary, division of cells, enlargement in callus tissue, root formation and apical dominance. When fed to plants, the hormone causes growth up to a maximum, which depends on the type of tissue being fed, and thereafter inhibits further growth, probably through the formation of ethylene, which is growth-inhibitory. Stern tissues tolerate the highest levels of IAA and root tissues the lowest. In the plant, the most active sites of IAA synthesis are the young, expanding leaves.
Allgemeine Beschreibung
3-Indoleacetic acid is a highly effective, growth promotor in lower plant life, formed by a variety of fungi, including yeast and has been isolated from Aspergillus niger and Rhizopus sp. It is commonly employed in horticulture and industry.
Landwirtschaftliche Anwendung
Indoleacetic acid (IAA), synthesized in the plant shoot tips, is a naturally occurring auxin. It is a plant growth promoter.
Lager
Store at -20°C
läuterung methode
Recrystallise heteroauxin from EtOH/water [James & Ware J Phys Chem 89 5450 1985]. [Beilstein 22 III/IV 65.] Alternatively recrystallise 30g of the acid with 10g of charcoal in 1L of hot water, filter and cool when 22g of colourless acid separate. Dry it and store it in a dark bottle away from direct sunlight [Johnson & Jacoby Org Synth Coll Vol V 654 1973]. The picrate has m 178-180o. [Beilstein 22 H 66, 22 I 508, 22 II 50, 22 III/IV 1088.] It is a plant growth substance.

Indole-3-acetic acid Upstream-Materialien And Downstream Produkte

Indol-3-ylessigsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

87-51-4, Indole-3-acetic acid Verwandte Suche:

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