Indole-3-acetic acid

Indole-3-acetic acid

Chembox new
ImageFile=Indol-3-ylacetic acid2.svg
ImageSize=
IUPACName=2-(1H-indol-3-yl)acetic acid
OtherNames=Indole-3-acetic acid,
indolylacetic acid,
indoleacetic acid,
heteroauxin,
IAA
Section1= Chembox Identifiers
CASNo=87-51-4
PubChem=802
ChemSpiderID = 780
SMILES=C1=CC=C2C(=C1) C(=CN2)CC(=O)O

Section2= Chembox Properties
Formula=C10H9NO2
MolarMass=175.184
Appearance=
Density=
MeltingPt=168-170 °C (441-443 K)
BoilingPt=
Solubility=

Section3= Chembox Hazards
MainHazards=
FlashPt=
Autoignition=

Indole-3-acetic acid, also known as IAA, is a member of the group of phytohormones called auxins. IAA is generally considered to be the most important native auxin.

Auxin

It is produced in cells in the apex (bud) and young leaves of a plant. Plant cells synthesize IAA from tryptophan. It has many different effects, as all auxins do, such as inducing cell elongation and cell division with all subsequent results for plant growth and development.There are less expensive and metabolically stable synthetic auxin analogs on the market for use in horticulture, such as indole-3-butyric acid (IBA) and 1-naphthaleneacetic acid (NAA).

Studies of IAA in the 1940s led to the development of the phenoxy herbicides 2,4-dichlorophenoxyacetic acid (2,4-D) and 2,4,5-trichlorophenoxyacetic acid (2,4,5-T). Like IBA and NAA, 2,4-D and 2,4,5-T are metabolically and environmentally more stable analogs of IAA. However, when sprayed on broad-leaf dicot plants, they induce rapid, uncontrolled growth, eventually killing them. First introduced in 1946, these herbicides were in widespread use in agriculture by the middle of the 1950s.

Chemical properties of IAA

IAA can be produced by the reaction of indole with potassium glycolate at 250 C, but this compound is chemically unstable in particular when exposed to light or changing temperature.

See also

* Auxin
* Phytohormone
* Indole
* Acetic acid


=Additional

External links


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Look at other dictionaries:

  • indole-3-acetic acid — indolilacto rūgštis statusas T sritis augalininkystė apibrėžtis Natūralus augaluose randamas hormonas. atitikmenys: angl. IAA; indole 3 acetic acid rus. индолилуксусная кислота; ИУК ryšiai: sinonimas – IAR …   Žemės ūkio augalų selekcijos ir sėklininkystės terminų žodynas

  • Indole-3-butyric acid — Chembox new Name = Indole 3 butyric acid ImageFile=Indole 3 butyric acid structure.svg IUPACName = 1H Indole 3 butanoic acid OtherNames = indole 3 butyric acid 3 indolebutyric acid indolebutyric acid IBA Section1 = Chembox Identifiers SMILES =… …   Wikipedia

  • indole acetic acid — indole acetic acid. См. гетероауксин. (Источник: «Англо русский толковый словарь генетических терминов». Арефьев В.А., Лисовенко Л.А., Москва: Изд во ВНИРО, 1995 г.) …   Молекулярная биология и генетика. Толковый словарь.

  • indole acetic acid — The most common naturally occurring auxin. Promotes growth in excised plant organs, induces adventitious roots, inhibits axillary bud growth, regulates gravitropism …   Dictionary of molecular biology

  • indole acetic acid — noun an important plant growth hormone …   Australian-English dictionary

  • 4-Chloroindole-3-acetic acid — IUPAC name 2 (4 chloro 1H indol 3 yl)acetic acid …   Wikipedia

  • Indole — Chembox new Name = Indole ImageFile = Indole chemical structure.png ImageSize = 280px ImageName = Chemical structure of indole IUPACName = Indole OtherNames = 2,3 Benzopyrrole, ketole, 1 benzazole Section1 = Chembox Identifiers SMILES = C1(NC=C2) …   Wikipedia

  • 1-Naphthaleneacetic acid — IUPAC name 2 (1 Naphthyl)acetic acid …   Wikipedia

  • Phenylacetic acid — Chembox new Name = Phenylacetic acid ImageFile = 2 phenylacetic acid.png ImageName = Phenylacetic acid IUPACName = Phenylacetic acid Section1 = Chembox Identifiers CASOther = 103 82 2 SMILES = c1ccccc1CC(=O)O Section2 = Chembox Properties Formula …   Wikipedia

  • indoleacetic acid — in dole*a*cet ic ac id ([i^]n d[=o]l), n. (Chem., Bot.) A plant hormone ({C10H9NO2}) recognized as the principle growth regulator in higher plants; called also {heteroauxin}. Abbreviated {IAA}. Chemically it is 1H indole 3 acetic acid. [PJC] …   The Collaborative International Dictionary of English

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