3-Dimethylaminophenol Property

Melting point:

82-84 °C(lit.)

Boiling point:

265-268°C

Density 

1.0976 (rough estimate)

refractive index 

1.5895 (estimate)

Flash point:

148 °C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Powder

pka

10.06±0.10(Predicted)

color 

violet

PH

7 (10g/l, H2O, 20℃)(slurry)

Water Solubility 

SLIGHTLY SOLUBLE

Sensitive 

Light Sensitive

BRN 

774631

Stability:

Stable. May be air-sensitive. Combustible. Incompatible with strong oxidizing agents.

InChIKey

MESJRHHDBDCQTH-UHFFFAOYSA-N

CAS DataBase Reference

99-07-0(CAS DataBase Reference)

NIST Chemistry Reference

Phenol, 3-(dimethylamino)-(99-07-0)

EPA Substance Registry System

m-(Dimethylamino)phenol (99-07-0)

Safety

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-36/37/39-22

WGK Germany 

3

RTECS 

SL1050000

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29222900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3-Dimethylaminophenol Chemical Properties,Usage,Production

Chemical Properties

Brown to Purple Solid

Uses

3-Dimethylaminophenol can be used as neostigmine bromide intermediate and dye intermediate.

General Description

Needles (from ligroin) or a dark gray solid.

Air & Water Reactions

Sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

An amine and phenol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Phenols do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.

Fire Hazard

Flash point data for 3-Dimethylaminophenol are not available. 3-Dimethylaminophenol is probably combustible.

Synthesis

3-Dimethylaminophenol is used to synthesize dyes and pharmaceutical intermediates. The traditional production process of this compound is to react m-aminophenol with dimethyl sulfate and then purify it in multiple steps to obtain 3-(N, N-dimethylamino)phenol. The production process requires highly toxic dimethyl sulfate, which has high requirements for safe production and raw material transportation and is not conducive to industrial production. Another method is to first react resorcinol with dimethylamine aqueous solution to obtain 3-(N, N-dimethylamino)phenol crude product, then add industrial liquid alkali to the crude product, and then add toluene to extract by-products. After neutralising the aqueous phase, wash to remove the unreacted resorcinol and then distil under reduced pressure to obtain 3-(N, N-dimethylamino)phenol. The operation is simple, the product purity is high, the raw materials are easy to store and transport, and it is easy to industrialize and produce safely.