3-indoleacetic acid

Structural formula

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

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.