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3-methylindole

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Identification
Molecular formula
C9H9N
CAS number
83-34-1
IUPAC name
3-methyl-1H-indole
State
State
At room temperature, 3-methylindole is a liquid. It crystallizes at temperatures below its melting point.
Melting point (Celsius)
95.00
Melting point (Kelvin)
368.15
Boiling point (Celsius)
273.00
Boiling point (Kelvin)
546.15
General information
Molecular weight
131.18g/mol
Molar mass
131.1750g/mol
Density
1.0769g/cm3
Appearence
3-Methylindole is a pale yellow, oily liquid that can appear as crystals at lower temperatures due to its melting point. It has a strong, disagreeable fecal odor, characteristic of skatole compounds.
Comment on solubility

Solubility of 3-methyl-1H-indole

3-methyl-1H-indole, also known as 3-methylindole, exhibits intriguing solubility characteristics that are worth noting.

Solubility Profile

This compound is generally considered:

  • Soluble in organic solvents: 3-methyl-1H-indole shows good solubility in many organic solvents such as ethanol, methanol, and dichloromethane. This property is attributed to its non-polar characteristics, enhanced by the presence of the methyl group.
  • Insoluble in water: Due to its hydrophobic nature, which is typical of indole derivatives, 3-methyl-1H-indole has a low solubility in water. This can be linked to the limited interaction between the compound and polar solvents.

Factors Affecting Solubility

The solubility of 3-methyl-1H-indole can be influenced by several factors, including:

  • Temperature: Increasing temperature typically enhances solubility in organic solvents.
  • Solvent polarity: The choice of solvent can greatly affect solubility; more polar solvents may improve solubility, but not to a significant extent compared to non-polar solvents.

In summary, while 3-methyl-1H-indole is soluble in organic solvents, its hydrophobic nature renders it poorly soluble in aqueous environments. As a consequence, when working with this compound, it is crucial to choose appropriate solvents that will facilitate effective solubilization and experimentation.

Interesting facts

Exploring 3-methyl-1H-indole

3-methyl-1H-indole, a fascinating organic compound, is part of the indole family, which is notable for its rich history and diverse applications in various fields. Here are some intriguing aspects to consider:

Natural Occurrences

  • 3-methyl-1H-indole occurs naturally in several plant species and is often associated with the aroma of certain flowers.
  • This compound is a metabolic byproduct in the human body, contributing to various biological processes.

Chemical Behavior

  • As a weak base, it can engage in protonation reactions, making it interesting for organic synthesis.
  • The presence of the methyl group enhances its reactivity and affects its electronic properties.

Applications in Science

  • 3-methyl-1H-indole is studied for its potential as a pharmaceutical building block, particularly in developing new drugs.
  • It plays a role in the synthesis of various dyes and agrochemicals, showcasing its versatility.

Ecological Importance

This compound is also known to attract pollinators in certain plants, illustrating its role in ecological interactions:

  • It can serve as a signaling molecule, enhancing the reproductive success of flowering plants.
  • Understanding its ecological functions can provide insights into plant-animal relationships.

In summary, 3-methyl-1H-indole stands out as an excellent example of how a simple organic compound can possess multiple layers of significance, ranging from ecological roles to potential industrial applications. It invites a deeper exploration into both its chemical properties and its environmental impact.

Synonyms
3-METHYLINDOLE
3-Methyl-1H-indole
Skatole
83-34-1
Scatole
Skatol
1H-Indole, 3-methyl-
beta-Methylindole
Indole, 3-methyl-
3-MI
3-methyl indole
3-Methyl-4,5-benzopyrrole
FEMA No. 3019
CCRIS 8961
NSC 122024
HSDB 3511
EINECS 201-471-7
MFCD00005627
.beta.-Methylindole
UNII-9W945B5H7R
SKATOLUM
CHEBI:9171
DTXSID8021775
AI3-24372
9W945B5H7R
NSC-122024
DTXCID601775
3-methylindole (skatole)
NCGC00167540-01
16alpha-Hydroxycortisol
Skatole, >=98%
3 Methylindole
CAS-83-34-1
SMR000677925
b-Methylindole
3-methyl-indole
U 34908; 16a,17-Dihydroxy-corticosterone; 11ss,16a,17,21-Tetrahydroxy-pregn-4-ene-3,20-dione; 11ss,16a,17,21-Tetrahydroxypregn-4-ene-3,20-dione
Skatole (Standard)
3-methyl-1H-indol
SKATOLUM [HPUS]
3-Methylindole, 98%
SKATOLE [FHFI]
SKATOLE [MI]
bmse000516
SCHEMBL5396
MLS001332537
MLS001332538
WLN: T56 BMJ D1
3-METHYLINDOLE [HSDB]
CHEMBL1329793
HMS2233B05
HMS3371O13
3-Methylindole, analytical standard
BCP00912
HY-W007355R
Tox21_112537
NSC122024
s4959
STK033388
AKOS005254880
Tox21_112537_1
CCG-214598
CG-0502
CS-W007355
FM10897
HY-W007355
SB14956
NCGC00167540-03
AC-13010
DB-011225
M0347
NS00013192
EN300-41009
C08313
P10013
SBI-0633474.0002
AP-065/40182778
Q412281
BRD-K73824630-001-03-2
Z415653134
InChI=1/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H
201-471-7