2-Methylindoline

HCID 23305CAS 6872-06-6
Substructure searchFind similar structures

Basic information

Standard SMILES
CC1Cc2ccccc2N1
InChIKey
QRWRJDVVXAXGBT-UHFFFAOYSA-N
Molecular formula
C9H11N
Average molar mass
133.19 g/mol
Monoisotopic mass
133.08914936

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

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

Safety & regulation

GHS classification

GHS Classification · 6 items

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]；H315 (57.9%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (59.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (56.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H411 (11.8%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

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.；Reported as not meeting GHS hazard criteria per 16 of 76 reports by companies.；There are 12 notifications provided by 60 of 76 reports by companies with hazard statement code(s).；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. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 2 items

Chemical: 1H-Indole, 2,3-dihydro-2-methyl-

Status: Active Update: 18-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/21863

Hazard Classes and CategoriesAcute Tox. 4 (22.4%)；Skin Irrit. 2 (57.9%)；Eye Irrit. 2 (59.2%)；STOT SE 3 (56.6%)；Aquatic Chronic 2 (11.8%)

Regulatory information

Regulatory Information · 2 items

Chemical: 1H-Indole, 2,3-dihydro-2-methyl-

Status: Active Update: 18-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/21863

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

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1H-Indole, 2,3-dihydro-2-methyl-: INACTIVE
Applications · 2 items

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

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

Additional notes

DefinitionChEBI: 2-Methylindoline is a member of indoles.

Related reactions

43 records
New reaction record

Linked notes

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