Product Description

3-Methylindole's cas code is 83-34-1

Product Detail

3-Methylindole Basic information


Chemical properties Uses The standard of allowable maximum amount and residue Production methods


Product Name:

3-Methylindole

CAS:

83-34-1

MF:

C9H9N

MW:

131.17

EINECS:

201-471-7

Mol File:

83-34-1.mol



3-Methylindole Chemical Properties


Melting point 

92-97 °C(lit.)

Boiling point 

265-266 °C(lit.)

density 

1.0111 (estimate)

FEMA 

3019 | SKATOLE

refractive index 

1.6070 (estimate)

Fp 

132 °C

storage temp. 

Store below +30°C.

pka

17.30±0.30(Predicted)

form 

Crystalline Powder or Flakes

color 

Almost white to pale brown

Odor

indole-like odor

Odor Threshold

0.0000056ppm

Water Solubility 

Soluble in water, Ether, Alcohols, Benzene, Acetone, Chloroform.

Sensitive 

Light Sensitive

JECFA Number

1304

Merck 

14,8560

BRN 

111296

Stability:

Stable, but light-sensistive. Stench! Incompatible with strong oxidizing agents, strong acids, acid ahydrides, acid chlorides. Combustible.

InChIKey

ZFRKQXVRDFCRJG-UHFFFAOYSA-N

CAS DataBase Reference

83-34-1(CAS DataBase Reference)

NIST Chemistry Reference

1H-Indole, 3-methyl-(83-34-1)

EPA Substance Registry System

3-Methylindole (83-34-1)


3-Methylindole Safety Information


Hazard Codes 

Xi,N

Risk Statements 

36/37/38-51/53

Safety Statements 

26-36-61

RIDADR 

UN3077 - class 9 - PG 3 - DOT/IATA UN3335 - Environmentally hazardous substances, solid, n.o.s., HI: all (not BR)

WGK Germany 

2

RTECS 

NM0350000

8-13

TSCA 

Yes

HS Code 

29339920

Hazardous Substances Data

83-34-1(Hazardous Substances Data)

Toxicity

MLD in frogs (mg/kg): 1000 s.c. (Bin-Ichi)


3-Methylindole Usage And Synthesis


Chemical properties

It is a kind of white crystal. The boiling point is 265-266 ° C; melting point is 93-96 ° C; soluble in 95% ethanol and oil spices three times of its volume. It has the indole-like incense of animals with a salty and strong flavor. The flavor is very strong, with a solid proliferating ability and a long lasting long time. High concentration of it makes people disgusting; only a very low concentration bears a large civet-like and animals-like incense. Moreover, It has a warm ripe fruit-like taste.

The standard of allowable maximum amount and residue

Name of additives: β-methyl indole
Name of food allowable for the additive: food
Function of the additive:Spices used in food
Maximum allowable amount (g/kg):The amount of spices to compound essence should be lower than the allowable maximum amount and residue listed in GB 2760.
Maximum allowable residue (g/kg):

Production methods

3-Methylindole present in civet, human, cheese, milk and tea. Propionaldehyde and phenylhydrazine can be heated to remove water molecules to obtain propanal phenylhydrazone in industrial production, and then the intermediates heated with zinc chloride or sulfuric acid, through the removal of ammonia molecules can obtain 3-Methylindole.

Chemical Properties

slightly brown platelets

Chemical Properties

Skatole has a characteristic putrid, fecal odor at high concentrations, becoming pleasant, jasmine-like, fruity sweet, warm at very low concentrations. It has a warm overripe fruity flavor below 1 ppm.

Uses

A highly fluorescent guanosine analogue, which in a dimethoxytrityl, phosphoramidite protected form, can be site-specifically inserted into oligonucleotides through a 3?5?phosphodiester linkage using an automated DNA synthesizer

Uses

insect attractant

Uses

A naturally abundant pneumotoxin, found primarily in mammalian feces providing its strong fecal odor. In lower concentrations however, the compound has a pleasent aroma, giving orange blossoms and ja smine their pleasing scent. It is often a component of commercial fragrances and perfumes.

Definition

ChEBI: A methylindole carrying a methyl substituent at position 3. It is produced during the anoxic metabolism of L-tryptophan in the mammalian digestive tract.

Aroma threshold values

Detection: 0.2 ppb

Safety Profile

Poison by ingestion, intravenous, and intraperitoneal routes. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.

Chemical Synthesis

Indoles (skatole) with various substituents in the 2 and 3 position can be synthesized via the Fisher indole synthesis, which involves two steps and utilizes a phenylhydrazine and an aliphatic or aromatic aldehyde or ketone as starting materials.

Metabolic pathway

Three major metabolites of 14C-skatole are found in the plasma/urine of pigs given skatole and are identified as 6-sulfatoxyskatole, 3-hydroxy-3- methyloxindole, and the mercapturate adduct of skatole, 3-[(N-acetylcysteine-S-yl)methyl]indole. For other pathways, see the references in the text.


3-Methylindole Preparation Products And Raw materials


Raw materials

Indazole-3-carboxylic acid-->MILK-->phenylhydrazone-->CIVET


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