2-Methylindole
- CAS No.
- 95-20-5
- Chemical Name:
- 2-Methylindole
- Synonyms
- 2-METHYL-1H-INDOLE;1H-INDOLE, 2-METHYL-;NSC 7514;AURORA 15496;METHYLKETOLE;a-Methylindol;-Methylindole;2-METHYLINDOLE;2-methyl-indol;METHYLINDOLE(2-)
- CBNumber:
- CB1711727
- Molecular Formula:
- C9H9N
- Molecular Weight:
- 131.17
- MOL File:
- 95-20-5.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/26 17:49:17
| Melting point | 57-59 °C (lit.) |
|---|---|
| Boiling point | 273 °C (lit.) |
| Density | 1,07 g/cm3 |
| refractive index | 1.6070 (estimate) |
| Flash point | 141 °C |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | Chloroform (Sparingly), Methanol (Slightly) |
| pka | 17.57±0.30(Predicted) |
| form | Crystals, Flakes, or Crystalline Powder |
| color | Yellow to reddish-purple or brown |
| Odor | at 0.10 % in dipropylene glycol. animal indole fresher than skatole with no fecal odor |
| Odor Type | animal |
| Water Solubility | Insoluble in water. |
| Sensitive | Light Sensitive |
| BRN | 109781 |
| InChIKey | BHNHHSOHWZKFOX-UHFFFAOYSA-N |
| LogP | 2.530 |
| CAS DataBase Reference | 95-20-5(CAS DataBase Reference) |
| NIST Chemistry Reference | 1H-Indole, 2-methyl-(95-20-5) |
| EPA Substance Registry System | 1H-Indole, 2-methyl- (95-20-5) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P264-P270-P301+P312-P501 | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 20/21/22-41 | |||||||||
| Safety Statements | 36/37-24/25-39-26 | |||||||||
| RIDADR | 3335 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | NM0345000 | |||||||||
| F | 8-10-13-23 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29339990 | |||||||||
| NFPA 704 |
|
2-Methylindole price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | M51407 | 2-Methylindole 98% | 95-20-5 | 25G | ₹1948.5 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | M51407 | 2-Methylindole 98% | 95-20-5 | 100G | ₹3593.9 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 41069 | 2-Methylindole analytical standard | 95-20-5 | 100MG | ₹6765.63 | 2022-06-14 | Buy |
| TCI Chemicals (India) | M0346 | 2-Methylindole min. 99.0 % | 95-20-5 | 25G | ₹3800 | 2022-05-26 | Buy |
| TCI Chemicals (India) | M0346 | 2-Methylindole min. 99.0 % | 95-20-5 | 100G | ₹9600 | 2022-05-26 | Buy |
2-Methylindole Chemical Properties,Uses,Production
Chemical Properties
Colorless needle or yellow to reddish-purple or brown crystals, flakes. Has an animal type odor.Soluble in ethanol and ether, insoluble in water.
Uses
2-Methylindole is an intermediate in the synthesis of indole derivative with potential antifungal activities. It can be used as a raw material for the preparation of deacetylase (HDAC) inhibitor panobinostat.
Definition
ChEBI: 2-Methylindole is a methylindole that is 1H-indole substituted by a methyl group at position 2. It derives from a hydride of a 1H-indole.
Application
2-Methylindole is used as a reactant Reactant for:
Regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition reaction
Friedel-Crafts alkylation reactions
Preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
Preparation of plant-growth inhibitors
Michael addition reactions
Synthesis of cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors
Preparation
2-Methylindole was synthesized from 2-Acetamidotoluene by the following procedure. 2-Acetamidotoluene was added to the mixture of anhydrous ether and sodium amide, heated to 240-260°C under the protection of nitrogen flow, kept for 10min, a large amount of gas was generated in the reaction, and the reaction ended when the gas stopped escaping, and cooled. Ethanol and warm water were added and heated to decompose the sodium derivative of 2-Methylindole and excess sodium amide. After cooling, it was extracted with ether. The extract was concentrated and then distilled, and the fractions at 119-126°C (0.4-0.53kPa) were collected to obtain 2-Methylindole with a yield of 80%-83%. The product can be purified by methanol recrystallization.
Purification Methods
Crystallise it from *benzene. It has also been purified by zone melting. The picrate has m 139o (from Et2O or Et2O/MeOH). [Cohen et al. J Am Chem Soc 82 2184 1960, Beilstein 20 III/IV 3202, 20/7 V 59.]
2-Methylindole Preparation Products And Raw materials
Raw materials
1of2
chevron_rightPreparation Products
1of3
chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Shree Sidhdhanath Industries | +91-9427163341 +91-9427163341 | Gujarat, India | 21 | 58 | Inquiry |
| Real Pharmachem | +91-9016098071 +91-9016098071 | Gujarat, India | 1 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| Otto Chemie Pvt Ltd | +91-2222070099 +91-2266382599 | Maharashtra, India | 429 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| SynZeal Research Pvt Ltd | +1 226-802-2078 | Gujarat, India | 6522 | 58 | Inquiry |
| Central Drug House(P) Ltd. | 91-11-49404040 | New Delhi, India | 6160 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| Shree Sidhdhanath Industries | 58 |
| Real Pharmachem | 58 |
| JSK Chemicals | 58 |
| Otto Chemie Pvt Ltd | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| A.J Chemicals | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| Alfa Aesar | 58 |
| SynZeal Research Pvt Ltd | 58 |
| Central Drug House(P) Ltd. | 58 |