2,5-Dimethyl-1H-indole
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Basic information
- CAS
1196-79-8- Standard SMILES
Cc1ccc2[nH]c(C)cc2c1- InChIKey
ZFLFWZRPMDXJCW-UHFFFAOYSA-N- Molecular formula
- C10H11N
- Average molar mass
- 145.2 g/mol
- Monoisotopic mass
- 145.08914935
Names & identifiers
- Preferred name
- 2,5-Dimethyl-1H-indole
- IUPAC
- 2,5-dimethyl-1H-indole
- English name
- 2,5-Dimethylindole
- Molecular formula
- C10H11N
- Molecular weight
- 145.2
Names & synonyms
2,5-Dimethyl-1H-indole2,5-Dimethylindole1196-79-8ETU94V283MEINECS 214-816-1DTXSID30152521RefChem:444510DTXCID1075012214-816-11H-Indole, 2,5-dimethyl-Indole, 2,5-dimethyl-MFCD00005621
Show more names
2,5-Dimethylindole>Indole, 2,5-dimethyl-2,5-Dimethylindole 97%2,5-Dimethylindole,97%8. 2,5-Dimethylindole -
UNII-ETU94V283M2,5-dimethyl indoleSCHEMBL755812,5-Dimethyl-1H-indole #BIDD:GT02992,5-Dimethyl-Indole2,5-Dimethylindole, 97%orb3030183
Database identifiers
- CAS
1196-79-8- PubChem CID
- 70965
- DTXSID
DTXSID30152521- UNII
- ETU94V283M
- EC Number
- 214-816-1
- Nikkaji
- J45.615B
Properties
Computed structural propertiesFilling in
- XLogP
- 2.9
- Topological polar surface area
- 15.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 144
Experimental & physicochemical properties
LogP3.02
Physicochemical properties
- Melting point
- 112 · 112-113 °C (lit.)
- Boiling point
- 254.33 °C · 254.33°C (rough estimate)
- Density
- 1.0353 · 1.0353 (rough estimate)
- refractive index
- 1.5 · 1.5000 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- soluble in Methanol
- form
- Solid
- pka
- 17.75 · 17.75±0.30(Predicted)
- color
- Off-white to pale pink or light brown
- InChI
- 1S/C10H11N/c1-7-3-4-10-9(5-7)6-8(2)11-10/h3-6,11H,1-2H3
- InChIKey
- ZFLFWZRPMDXJCW-UHFFFAOYSA-N
- SMILES
- Cc1ccc2[nH]c(C)cc2c1
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
Danger
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- hs_code
- 29339900
- risk_code
- 37/38-41
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-39
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H318-H335
- Hazard Classifications
- Eye Dam. 1Skin Irrit. 2STOT SE 3
- Precautionary statements
- P280-P302+P352-P305+P351+P338+P310
Chemistry & industry
Applications
Description2, 5-Dimethylindole is a kind of carbazole-system derived indole compound, which is valuable in the manufacturing of perfume. It is also a useful chemical intermediate. It is usually used as reactant in the following reaction: stereoselective synthesis of indolines via palladium-catalyzed asymmetric hydrogenation of unprotected indoles; stereoselective preparation of substituted indoles via rhodium-catalyzed enantioselective coupling reaction of indoles with diazo compounds; enantioselective synthesis of fluorene derivatives via Friedel-Crafts reactions; preparation of bis-indolyldihydroxybenzoquinones by addition indoles to dichlorobenzoquinone promoted by Bronsted acid; Reaction with hydroxypyrazolines.
UsesReactant in stereoselective preparation of substituted indoles via rhodium-catalyzed enantioselective coupling reaction of indoles with diazo compoundsReactant in stereoselective synthesis of indolines via palladium-catalyzed asymmetric hydrogenation of unprotected indolesReactant in enantioselective synthesis of fluorene derivatives via Friedel-Crafts reactionsReactant in preparation of bis-indolyldihydroxybenzoquinones by addition indoles to dichlorobenzoquinone promoted by Bronsted acidReactant in reaction with hydroxypyrazolines
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
35 records
Compound notes
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