5-Chloro-2-methylindole

Base Information

• Chemical Name: 5-Chloro-2-methylindole
• CAS No.: 1075-35-0
• Molecular Formula: C9H8ClN
• Molecular Weight: 165.622
• Hs Code.: 29339990
• European Community (EC) Number: 214-052-9
• NSC Number: 402577
• UNII: R53P7RYF43
• DSSTox Substance ID: DTXSID50148067
• Nikkaji Number: J217.194E
• Wikidata: Q72454108
• Mol file: 1075-35-0.mol

Synonyms:5-Chloro-2-methylindole;1075-35-0;5-Chloro-2-methyl-1H-indole;2-Methyl-5-chloroindole;1H-Indole, 5-chloro-2-methyl-;C9H8ClN;MFCD00005619;Indole, 5-chloro-2-methyl-;2-Methyl-5-chloro-1H-indole;R53P7RYF43;EINECS 214-052-9;NSC-402577;5-chloro-2-methyl-indole;NSC402577;UNII-R53P7RYF43;C9-H8-Cl-N;5-chlor-2-methyl-1H-indole;SCHEMBL266816;5-Chloro-2-methylindole, 97%;DTXSID50148067;5-Chloro-2-methyl-1H-indole #;KUC106616N;KSC-09-215E;STK504171;AKOS000265372;CS-W000797;NSC 402577;SB15293;DS-12052;SY036807;BB 0261263;C1761;FT-0633304;C-5160;EN300-116113;Z1203162600

Chemical Property of 5-Chloro-2-methylindole

Chemical Property:

• Appearance/Colour: light pink to beige-pale brown crystalline powder
• Vapor Pressure: 0.00175mmHg at 25°C
• Melting Point: 112-118 °C
• Refractive Index: 1.663
• Boiling Point: 302.7 °C at 760 mmHg
• PKA: 16.66±0.30(Predicted)
• Flash Point: 165.3 °C
• PSA: 15.79000
• Density: 1.273 g/cm³
• LogP: 3.12970
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 165.0345270
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methyl-5-chloroindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(N1)C=CC(=C2)Cl
• Uses: 2-Methyl-5-chloroindole has been shown to depress brainstem and telencephalon serotonin for 3 days after 24 hours of being administered intraventricularly.Dyes and metabolites.

Technology Process of 5-Chloro-2-methylindole

There total 16 articles about 5-Chloro-2-methylindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

5-chloro-2-nitrophenyl acetone (81327-26-6) → 5-chloro-2-methylindole (1075-35-0)

Guidance literature:

With carbon monoxide; cyclopentadienyl iron(II) dicarbonyl dimer; In toluene; at 120 ℃; for 5h;

Reference yield: 74.0%

(±)-5-chloro-2-methylindoline → 5-chloro-2-methylindole (1075-35-0)

Guidance literature:

With C₅₅H₄₉N₄OP₂Ru; In o-xylene; at 140 ℃; for 48h; under 750.075 Torr; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1021/acs.organomet.7b00902

Reference yield: 71.0%

N-(4-chlorophenyl)-1-methylethenesulfinamide → 5-chloro-2-methylindole (1075-35-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -30 ℃; for 4h;

upstream raw materials:

Acetone (4-Chlorophenyl)hydrazone

1-benzenesulfonyl-5-chloro-2-methyl-1H-indole

triisopropanolamine

4-chloro-aniline

Downstream raw materials:

methyl 4-[2-(5-chloro-2-methyl-1H-indol-3-yl)ethoxy]benzoate

methyl 4-[2-[[2-(5-chloro-2-methyl-1H-indol-3-yl)ethyl]thio]ethyl]benzoate

methyl 2-(5-chloro-2-methyl-1H-indol-3-yl)acetate

methyl 4-[3-(5-chloro-2-methyl-1H-indol-3-yl)propyl]benzoate

Refernces

• 1、 Wang, Qingfu,Chai, Huining,Yu, Zhengkun. "Acceptorless Dehydrogenation of N-Heterocycles and Secondary Alcohols by Ru(II)-NNC Complexes Bearing a Pyrazoyl-indolyl-pyridine Ligand". . p. 584 - 591. Retrieved 2018/03/08.
• 2、 Ferretti, Francesco,El-Atawy, Mohamed A.,Muto, Stefania,Hagar, Mohamed,Gallo, Emma,Ragaini, Fabio. "Synthesis of Indoles by Palladium-Catalyzed Reductive Cyclization of β-Nitrostyrenes with Carbon Monoxide as the Reductant". supporting information. p. 5712 - 5715. Retrieved 2015/09/15.