- 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
phytohormone s calledauxin s. 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 aplant . Plant cells synthesize IAA fromtryptophan . It has many different effects, as all auxins do, such as inducing cell elongation andcell division with all subsequent results for plant growth and development.There are less expensive and metabolically stable syntheticauxin analogs on the market for use inhorticulture , such asindole-3-butyric acid (IBA) and 1-naphthaleneacetic acid (NAA).Studies of IAA in the 1940s led to the development of the
phenoxy herbicide s2,4-dichlorophenoxyacetic acid (2,4-D) and2,4,5-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 inagriculture by the middle of the1950s .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
=AdditionalExternal links
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