3D Mol Similar

Indole-3-acetic acid

: Iupac Name：2-(1H-indol-3-yl)acetic acid; CAS No.: 87-51-4; Molecular Weight：175.187; Modify Date.: 2022-10-31 05:15; Introduction: Indole-3-acetic acid (3-Indoleacetic acid; IAA) is the most common natural plant growth hormone of the auxin class. It can be added to cell culture medium to induce plant cell elongation and division. View more+

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1. Names and Identifiers

: 1.1 Name; Indole-3-acetic acid; 1.2 Synonyms; (1H-INDOL-3-YL)ACETIC ACID (1H-indol-3-yl)-acetic acid (INDOL-3-YL)ACETIC ACID [3H]-Indoleacetic acid 1-(4-FLUOROPHENYL)ETHAN-1-ONE 1H-indol-3-acetic acid 1H-Indol-3-ylacetic acid 1H-Indole-3-acetic acid 2-(1H-INDOL-3-YL)ACETIC ACID 2-(3-Indolyl)acetic acid 3-(Carboxymethyl)Indole 3-INDOLE ACETIC ACID 3-Indoleacetic Acid 3-INDOLEACETIC ACID,INDOLE-3-ACETIC ACID 3-INDOLEACETICACID 3-Indolylacetic Acid 3-Indolyl-acetic acid Acetic acid, indolyl- a-Iaa alpha-Indol-3-yl-acetic acid alpha-indol-3-yl-aceticacid b-Iaa EINECS 201-748-2 Gap Heterauxin heteroauxin IAA INDOL-3-YLACETIC ACID indole-3-acetate INDOLE3ACETICACID Indole-3-aceticacid INDOLE-3-BUTYRICACID indoleacetic acid INDOLEACETIC ACID,OFF-WHITE SOLID INDOLEI-3-ACETIC ACID INDOLYL 3-ACETIC ACID JAA MFCD00005636 Noclosan RHIZOPIN T56 BMJ D1VQ α-Indol-3-yl-acetic acid Β-indoleacetic acid; View all

1.3 CAS No.: 87-51-4

1.4 CID: 802

1.5 EINECS(EC#): 201-748-2

1.6 Molecular Formula: C10H9NO2 (isomer)

1.7 Inchi: InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)

1.8 InChIkey: SEOVTRFCIGRIMH-UHFFFAOYSA-N

1.9 Canonical Smiles: C1=CC=C2C(=C1)C(=CN2)CC(=O)O

1.10 Isomers Smiles: C1=CC=C2C(=C1)C(=CN2)CC(=O)O

2. Properties

2.1 Density: 1.354

2.1 Melting point: 165-169℃

2.1 Boiling point: 415 °C at 760 mmHg

2.1 Refractive index: 1.568

2.1 Flash Point: 171℃

2.1 Precise Quality: 175.06300

2.1 PSA: 53.09000

2.1 logP: 1.79500

2.1 Appearance: white to tan crystals

2.2 Storage: Keep Cold. Light Sensitive.

2.3 Chemical Properties: white to tan crystals

2.4 Color/Form: off-white to tan

2.5 Physical: Solid

2.6 pKa: 4.75(at 25℃)

2.7 Water Solubility: insoluble in water

2.8 Stability: Stable. Incompatible with strong oxidizing agents. Light sensitive.

2.9 StorageTemp: ?20°C

3. Use and Manufacturing

3.1 Agricultural Uses: Indoleacetic acid (IAA), synthesized in the plant shoot tips, is a naturally occurring auxin. It is a plant growth promoter.

3.2 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.

3.3 GHS Classification: Signal: Warning
GHS Hazard Statements
Aggregated GHS information provided by 15 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria by 4 of 15 companies. For more detailed information, please visit ECHA C&L website

Of the 5 notification(s) provided by 11 of 15 companies with hazard statement code(s):

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (72.73%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501; View all

3.4 Purification Methods: 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 Preparation Products And Raw materials Raw materials

3.5 Usage: Plant growth regulator.

4. Safety and Handling

4.1 Hazard Codes: Xi

4.1 Risk Statements: R36/37/38

4.1 Safety Statements: S24/25

4.1 Packing Group: II

4.1 RIDADR: 25kgs

4.1 WGK Germany: 3

4.1 RTECS: NL3150000

4.1 Report: Reported in EPA TSCA Inventory.

4.2 Safety: Hazard Codes:?Xi
Risk Statements: 36/37/38?
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25?
S22:Do not breathe dust.?
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: NL3150000
F: 8-10-23
Hazard Note: Irritant
HS Code: 29339990
A poison by intraperitoneal route. Questionable carcinogen with experimental tumorigenic and teratogenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.??????????????????????????????????????????????????????????????
?

4.3 Sensitive: Light Sensitive

4.4 Specification: ? Indole-3-acetic acid (CAS NO.87-51-4) is also named as 1H-Indole-3-acetic acid (9CI) ; 3-(Carboxymethyl)indole ; 3-Iaa ; 3-Indoleacetic acid ; AI3-24131 ; Acetic acid, indolyl- ; CCRIS 1014 ; EPA Pesticide Chemical Code 128915 ; Heteroauxin ; Heteroauxinhexteroauxiniaa ; Hexteroauxin ; IAA ; Indol-3-ylacetic acid ; Indoleacetic acid (VAN) ; Kyselina 3-indolyloctova ; Kyselina 3-indolyloctova [Czech] ; NSC 3787 ; Rhizopin ; Rhizopon A ; beta-Indoleacetic acid ; beta-Indolylacetic acid ; omega-Skatole carboxylic acid?.? Indole-3-acetic acid (CAS NO.87-51-4) is?white to tan crystals. It is soluble in acetone and ether, slightly soluble in chloroform, insoluble in water.

4.5 Toxicity

1.	???	mrc-asn 1150 μmol/L	???	CRNGDP ?? Carcinogenesis. 4 (1983),1409.
2.	???	sln-asn 1150 μmol/L
3.	???	?	???	CRNGDP ?? Carcinogenesis. 4 (1983),1409.
4.	???	dnd-sal:spr 250 μmol/L	???	PYTCAS ?? Phytochemistry. An International Journal of Plant Biochemistry. 11 (1972),3135.
5.	???	dnd-mam:lym 250 μmol/L	???	PYTCAS ?? Phytochemistry. An International Journal of Plant Biochemistry. 11 (1972),3135.
6.	???	ipr-mus LD50:150?mg/kg	???	NTIS** ?? National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 .

View all

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)	No symbol.
Signal word	No signal word.
Hazard statement(s)	none
Precautionary statement(s)
Prevention	none
Response	none
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

13C NMR : in DMSO-d6

13C NMR : Predict

1H NMR : 400 MHz in DMSO-d6

1H NMR : Predict

Predict 1H proton NMR

IR : KBr disc

IR : nujol mull

Mass

Mass spectrum (electron ionization)

7. Synthesis Route

87-51-4Total: 48 Synthesis Route

54-12-6 177 Suppliers

87-51-4 408 Suppliers

Literatures:
Archives of Biochemistry, , vol. 81, p. 480,483
Yield: null

73-22-3 635 Suppliers

87-51-4 408 Suppliers

Literatures:
Russian Journal of Physical Chemistry A, , vol. 81, # 7 p. 1046 - 1053
Yield: null

87-51-4 408 Suppliers

Literatures:
Journal of Physical Chemistry, , vol. 96, # 16 p. 6674 - 6679
Yield: null

View all

8. Precursor and Product

precursor:

6908-73-2

392-12-1

771-51-7

2591-98-2

120-72-9

5457-31-8

778-82-5

879-37-8

1477-49-2

54-12-6

59-88-1

2776-06-9

133-32-4

526-55-6

1912-33-0

73-22-3

87-52-5

87-51-4

100-63-0

View all

product :

1912-48-7

7774-14-3

15832-21-0

2591-98-2

778-82-5

41944-83-6

487-89-8

526-32-9

6954-19-4

526-55-6

2971-31-5

1201-26-9

69261-17-2

87-51-4

5448-47-5

2468-21-5

4363-93-3

1861-29-6

879-37-8

22314-94-9

1912-33-0

41799-71-7

56999-30-5

52190-18-8

50624-64-1

View all

9. Other Information

9.0 Usage: It is applied as plant growth hormone. is an inducer of plant cell elongation and division shown to cause uncontrolled growth.

9.1 Merck: 14,4964

9.2 BRN: 143358

9.3 Chemical Properties: white to tan crystals

9.4 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.

9.5 Uses: Plant growth regulator.

9.6 Purification Methods: 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.

10. Computational chemical data

Molecular Weight: 175.187g/mol
Molecular Formula: C₁₀H₉NO₂
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 175.063328530
Monoisotopic Mass: 175.063328530
Complexity: 205
Rotatable Bond Count: 2
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 2
Topological Polar Surface Area: 53.1
Heavy Atom Count: 13
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccByMAAAAAAAAAAAAAAAAAAAAWAAAAAwAAAAAAAAAFgB8AAAHgAQCAAADAjBngQ8yPLJkgCoAzT3TACCgCAxAiAI2aE4ZJgIIPLAlZGEYAhk0AHIyAe82eOegAAAAAACAAAAAAAAAAQAAAAAAAAAAA==

11. Question & Answer

What is Indole-3-acetic acid and how is it used in plant growth? Feb 04 2023
Indole-3-acetic acid, also known as auxin, is a common plant growth regulator that promotes flowering, induces the development of unisexual fruits, and delays fruit ripening. Synthesis Indole-3-acetic..
What are the effects and methods of using indole-3-acetic acid for plant growth? May 09 2021
Indole-3-acetic acid is a plant growth hormone used to promote plant growth. While many farmers purchase and use it, most people are not very familiar with indole-3-acetic acid. Let's take a detailed ..

12. Recommended Suppliers

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98% Indolylacetic acid (IAA) EINECS 201-748-2

Purity:99%Packing: 200kg/bag FOB
Price: 200 USD/kg
Time: 2023/10/03

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