2-Methylindoline
Basic information
- CAS
6872-06-6- Standard SMILES
CC1Cc2ccccc2N1- InChIKey
QRWRJDVVXAXGBT-UHFFFAOYSA-N- Molecular formula
- C9H11N
- Average molar mass
- 133.19 g/mol
- Monoisotopic mass
- 133.08914936
Overview
2-Methylindoline is a member of indoles.
Names & identifiers
- Preferred name
- 2-Methylindoline
- IUPAC
- 2-methyl-2,3-dihydro-1H-indole
- English name
- 2-Methylindoline
- Molecular formula
- C9H11N
- Molecular weight
- 133.19
Names & synonyms
2-Methylindoline6872-06-62-methyl-2,3-dihydro-1H-indole2,3-Dihydro-2-methylindole1H-Indole, 2,3-dihydro-2-methyl-2-Methyl-2,3-dihydroindoleIndoline, 2-methyl-Dihydroindole, 2-methyl-alpha-Methyldihydroindole2,3-DIHYDRO-2-METHYL-1H-INDOLE5GAL2SM4VVPE-11
Show more names
2-methyl-indolin2-Methylindoline>2-Methyl-1H-indolineα-Methyldihydroindolea-Methyldihydroindole
NSC 65598EINECS 229-971-0NSC-65598BRN 0081505DTXSID708843395-20-06-00344 (Beilstein Handbook Reference)RefChem:476094DTXCID90835247
Database identifiers
- CAS
6872-06-6- PubChem CID
- 23305
- DTXSID
DTXSID70884339- ChEBI
CHEBI:166548- UNII
- 5GAL2SM4VV
- EC Number
- 229-971-0
- Nikkaji
- J8.853F
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 12 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 122
Physicochemical properties
- Melting point
- -51 °C · -51 °C
- Boiling point
- 228 · 228-229 °C (lit.)
- Density
- 1.023 g/mL · 1.023 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.569(lit.)
- Flash point
- 200 °F · 200 °F
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Chloroform, Methanol
- form
- Liquid
- pka
- 5.26 · 5.26±0.40(Predicted)
- Specific Gravity
- 1.02 · 1.02
- color
- Clear yellow to brown
- optical activity
- -2.455 ° · -2.4550° (C=1.0 g/100ml, MEOH, 20°C, 589nm)
- Water Solubility
- negligible
- InChI
- 1S/C9H11N/c1-7-6-8-4-2-3-5-9(8)10-7/h2-5,7,10H,6H2,1H3
- InChIKey
- QRWRJDVVXAXGBT-UHFFFAOYSA-N
- SMILES
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 21.1% (16 of 76) of reports.
Warning
H302 (22.4%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 76 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1H-Indole, 2,3-dihydro-2-methyl-
REACH registered substance: 2-methylindoline (EC: 229-971-0)
Hazard Classes and CategoriesAcute Tox. 4 (22.4%)
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- NM1926350
- hs_code
- 29349990
- risk_code
- 36/37/38-52/53-22
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS09
- hazard_code
- Xi,Xn
- hazard_note
- Irritant
- safety_code
- 26-36/37/39-60-57
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1H-Indole, 2,3-dihydro-2-methyl-: INACTIVE
Applications
Uses2-Methylindoline is an intermediate in the production of various indole derivatives
UsesReactant for preparation of:Inhibitors of NOD1-induced nuclear factor-κB activationRed fluorescent dyes for organic light-emitting diodesNorepinephrine reuptake inhibitorsMT2-selective melatonin receptor antagonistsProtease-activated receptor-1 antagonistsDiuretic agent indapamideDopamine D2/D4 receptor antagonistsAntitumor agents
Preparation methods
Preparation2-Methylindoline is prepared through the transformation of 1-(2-aminophenyl)propan-2-ol using acidic catalysts[1]. 2-Methylindoline is also produced by the hydrogenation of 2-methylindole in toluene[2].
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
43 records
Compound notes
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