3-indoleacetic acid
Structural formula
| Business number | 01Y2 |
|---|---|
| Molecular formula | C10H9NO2 |
| Molecular weight | 175 |
| label |
indoleacetic acid, Indole-3-acetic acid, Indyl acetic acid, mixed auxin, Heteroauxin, IAA, Indole-3-acetic acid, Plant Growth Regulator |
Numbering system
CAS number:87-51-4
MDL number:MFCD00005636
EINECS number:201-748-2
RTECS number:NL3150000
BRN number:143358
PubChem number:24896015
Physical property data
1. Appearance: White crystalline powder
2. Density (g/mL, 25/4℃): Undetermined
3. Relative vapor density (g/mL , air=1): Undetermined
4. Melting point (ºC): 168~170
5. Boiling point (ºC, normal pressure): Undetermined
6. Boiling point (ºC, 5.2kPa): Not determined
7. Refractive index: Undetermined
8. Flash point (ºC): 171°C
9. Specific rotation (º): Undetermined
10. Autoignition point or ignition temperature (ºC): Undetermined
11. Vapor pressure (kPa, 25ºC) : Undetermined
12. Saturated vapor pressure (kPa, 60ºC): Undetermined
13. Heat of combustion (KJ/mol): Undetermined
14 . Critical temperature (ºC): Undetermined
15. Critical pressure (KPa): Undetermined
16. Log value of oil-water (octanol/water) partition coefficient: Undetermined
17. Explosion upper limit (%, V/V): Undetermined
18. Explosion lower limit (%, V/V): Undetermined
19 . Solubility: Easily soluble in ethanol, soluble in acetone and ether, slightly soluble in chloroform, insoluble in water.
Toxicological data
1. Acute toxicity
Mouse abdominal LD50: 150mg/kg;
Rat caliber LD50: >500mg/kg;
2. Chronic Toxicity/carcinogenicity:
Mouse subcutaneous TDL0: 2000 mg/kg/20W-I;
3. Teratogenicity
Aspergillus: 1150 umol /L
Salmon sperm: 250 umol/L
Human leukocytes: 100nmol/L; human lymphocytes: 250 umol/L
Ecological data
None yet
Molecular structure data
1. Molar refractive index: 49.64
2. Molar volume (cm3/mol): 129.3
3. Isotonic specific volume (90.2K): 369.1
4. Surface tension (dyne/cm): 66.3
5. Polarizability (10-24cm3): 19.67
Compute chemical data
1. Reference value for hydrophobic parameter calculation (XlogP): None
2. Number of hydrogen bond donors: 2
3. Number of hydrogen bond acceptors: 2
4. Number of rotatable chemical bonds: 2
5. Number of tautomers: none
6. Topological molecule polar surface area 53.1
7. Number of heavy atoms: 13
8. Surface charge: 0
9. Complexity: 205
10. Number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 0
12. Uncertain number of atomic stereocenters: 0
13. Determine the number of chemical bond stereocenters: 0
14. Number of uncertain chemical bond stereocenters: 0
15. Number of covalent bond units: 1
Properties and stability
Its aqueous solution can be decomposed by ultraviolet light, but is stable to visible light.
Storage method
Seal the package and store in a cool, dry place away from light.
Synthesis method
1. Obtained from the reaction of indole and glycolic acid. In a 3L stainless steel autoclave, add 270g (4.1mol) 85% potassium hydroxide, 351g (3mol) indole, and then slowly add 360g (3.3mol) 70% glycolic acid aqueous solution. Sealed and heated to 250°C, stirred for 18 hours. Cool to below 50°C, add 500ml of water, and stir at 100°C for 30 minutes to dissolve indole 3-potassium acetate. Cool to 25°C, pour the contents of the autoclave into water, and add water until the total volume is 3L. Extract with 500 ml of diethyl ether, separate the aqueous layer, acidify with hydrochloric acid at 20-30°C, and precipitate indole-3-acetic acid. Filter, wash with cold water, and dry in the dark to obtain 455-490g of product.
2.React from indole and glycolic acid, filter, wash with cold water and dry.
Purpose
1. Used as plant growth stimulant and analytical reagent. 3-Indoleacetic acid and 3-indoleacetaldehyde, 3-indoleacetonitrile, ascorbic acid and other auxin substances naturally exist in nature. The precursor of 3-Indoleacetic acid biosynthesized in plants is tryptophan. The basic function of auxin is to regulate the growth of plants. It not only promotes growth, but also inhibits growth and organ building. Auxin not only exists in a free state in plant cells, but can also exist as bound auxin that is firmly bound to biopolymers, etc. There are also auxins that form conjugates with special substances, such as indole acetyl asparagine. , indole acetate apentose and indole acetyl glucose, etc. This may be a way of storing auxin within cells and a way of detoxifying excess auxin.
2. Used as plant growth stimulant and analytical reagent.
