Dimethyl-p-toluidine

Dimethyl-p-toluidine

Dimethyl-p-toluidine is an amine accelerator for curing Unsaturated Polyester resins.

Dimethyl-p-toluidine is a high-reactive amine accelerator used for curing unsaturated polyesters at ambient temperatures.

Description: Light yellow to brown, oily fluid with a characteristic amine-like odor.

Chemical formula: 4-(CH₃)C₆H₄N(CH₃)₂

Molar Mass: 135.21 g/mol 

Hill Formula: C₉H₁₃N

HS Code: 2921 43 00

Specifications

Assay (GC, area%): ≥ 98.5 % (a/a)

Density (d 20 °C/ 4 °C): 0.935 – 0.937

The curing of unsaturated polyester resins at ambient temperatures can generally not be performed by an organic peroxide alone. 

The radical formation, which is necessary to start the polymerization reaction, is at ambient temperatures with most generally applied organic peroxides too slow.

To speed up the radical formation in a controllable way, organic peroxides must, therefore, be used in combination with a so-called accelerator Dimethyl-p-toluidine.

Dimethyl-p-toluidine is a polymerization catalyst for polyesters, acrylate, and epoxy resins. 

Dimethyl-p-toluidine is also used as a hardener for dental cement and in adhesives. 

Dimethyl-p-toluidine serves as an intermediate for photographic chemicals, industrial glues, artificial fingernail preparations, colorants, and pharmaceuticals. 

Dimethyl-p-toluidine reacts with vinyl ether in the presence of copper(II) chloride, giving tetrahydroquinolines. 

Further, Dimethyl-p-toluidine is used to accelerate the polymerization of ethyl methacrylate.

Dimethyl-p-toluidine is used as an accelerator in preparing dental materials and bone cement to activate the polymerization reaction or when curing methyl methacrylate monomers. 

The concentrations in these preparations are usually between 0.5% and 3% (NTP,2012). 

Dimethyl-p-toluidine has been used in acrylic denture materials for 50 years (HSDB, 2015). 

In addition, N,N-dimethyl-ptoluidine is an essential ingredient of industrial glues and artificial fingernail preparations when short setting times are needed and is also used as an intermediate in the manufacture of dyes and pesticides.

Applications: Engineered Stone, Pultrusion, Resin Transfer Molding, Filament winding, Chemical anchors & mine bolts, Hand lay-up & spray-up, pH regulators and water treatment products, leather treatment products, adhesives and sealants, coating products, laboratory chemicals, washing & cleaning products and textile treatment products and dyes, dental adhesives.

Physicochemical Information of Dimethyl-p-toluidine:

Boiling point: 215 °C (1013 hPa)

Boiling point: 211 °C (HSDB, 2015)

Density: 0.88 g/cm3 (35 °C)

Density (at 20 °C): 0.94 g/cm3 (IFA, 2015)

Flashpoint: 76 °C

Flashpoint: 83 °C (IFA, 2015)

Ignition temperature: 425 °C

Melting Point: -15 °C

Melting point: −15 °C (IFA, 2015)

pH value: 7.44 (H₂O, 25 °C)

Vapor pressure: 0.099 hPa (20 °C)

Solubility: 0.65 g/l

Octanol/water partition coefficient (P):

log Kow, 2.81 (HSDB, 2015)

Volatility: Vapour pressure, 0.01 kPa [0.178 mm Hg], at 20 °C (IFA, 2015)

Vapour density: 4.66 (air = 1) at 20 °C (IFA,2015)

Solubility: Insoluble to moderately soluble in water (650 mg/L at 37 °C) (ECHA, 2015)

Solubility: Miscible with alcohol, ether, and chloroform.  Immiscible with water.

Stability: Lower explosion limit, 1.2 vol. %; upper explosion limit, 7.0 vol. % (IFA, 2015)

Ignition temperature: 425 °C (IFA, 2015)

Conversion factor (at 101 kPa, 20 °C): 1 ppm = 5.62 mg/m3 (IFA, 2015)

Toxicological Information

LD 50 oral: LD50 Rat 1650 mg/kg

Production of Dimethyl-p-toluidine

(a) Production methods

Multiple methods exist for the manufacture of N-alkyltoluidines, including N,N-dimethylp-toluidine, such as acid-catalyzed alkylation of unalkylated 

toluidines with lower unbranched alcohols or ether. 

Another method involves reductive alkylation with lower aldehydes or ketones using metal catalysts under hydrogen pressure (Bowers, 1996).

Dimethyl-p-toluidine is stable at ambient temperatures.

Hazard Statement(s)

H301 + H311: Toxic if swallowed or in contact with skin.

H330: Fatal if inhaled.

H373: May cause damage to organs through prolonged or repeated exposure if swallowed.

H412: Harmful to aquatic life with long-lasting effects.

Precautionary Statement(s)

P260: Do not breathe dust/ fume/ gas/ mist/vapors/ spray.

P273: Avoid release to the environment.

P280: Wear protective gloves/ protective clothing.

P302 + P352 + P312: IF ON SKIN: Wash with plenty of water. Call a POISON CENTER/doctor if you feel unwell.

P304 + P340 + P310: IF INHALED: Remove the person to fresh air and keep them breathing comfortably. Immediately call a POISON CENTER/doctor.

P314: Get medical advice/ attention if you feel unwell.

Dimethyl-p-toluidine

99-97-8

N,N,4-TRIMETHYLANILINE

Dimethyl-p-toluidine

Benzenamine, N,N,4-trimethyl-

Dimethyl-4-toluidine

N,N-Dimethyl-4-methylaniline

N,N,4-Trimethylbenzenamine

p-Methyl-N,N-dimethylaniline

p-(Dimethylamino)toluene

N,N-Dimethyl-p-tolylamine

4-Dimethylaminotoluene

N,N-Dimethyl-para-toluidine

p-Toluidine, N,N-dimethyl-

NSC 1785

p,N,N-Trimethylaniline

Dimetil-p-toluidina

N,N-Dimethyl-4-toluidine

1-(Dimethylamino)-4-methylbenzene

4,N,N-Trimethylaniline

S8XC5939VU

DTXSID0021832

NSC-1785

NL 65-100

DTXCID401832

p-N,N-Trimethylaniline

CAS-99-97-8

Dimetil-p-toluidina [Italian]

CCRIS 1001

EINECS 202-805-4

UNII-S8XC5939VU

Benzeneamine,N,N,4-trimethyl-

dimethyltolylamine

HSDB 8202

MFCD00008316

N,4-Trimethylaniline

dimethyl-(p-tolyl)-amine

EC 202-805-4

Benzenamine,N,4-trimethyl-

SCHEMBL28378

MLS001050174

4-dimethylamino-1-methylbenzene

4,N,N-Trimethylaniline, 99%

CHEMBL1462714

DIMETHYLTOLYLAMINE [INCI]

N,N-Dimethyl-p-methylphenylamine

NSC1785

Tox21_201370

Tox21_300062

AC-368

AKOS015915159

N,N-DIMETHYL-P-TOLUIDINE [IARC]

NCGC00091397-01

NCGC00091397-02

NCGC00091397-03

NCGC00254201-01

NCGC00258922-01

SMR001216586

D0807

FT-0629511

FT-0636092

FT-0656134

E75885

EN300-7266829

4,N,N-Trimethylaniline, purum, >=98.0% (GC)

Q2051705

W-100002

Z1002998236

N,N-DIBENZYL-1,4,10,13-TETRAOXA-7,16-DIAZACYCLOOCTADECANE

Safety and handling of Dimethyl-p-toluidine 

Keep containers tightly closed. 

Store and handle Dimethyl-p-toluidine in a dry, well-ventilated area at ambient temperatures. 

Do not mix with organic peroxides.

Please refer to the Safety Data Sheet (SDS) for further information on the safe storage, use, and handling of N,N-Dimethyl-p-toluidine. 

This information should be thoroughly reviewed before acceptance of this product.

Major decomposition products

In case of fire, toxic fumes of N-oxides may be formed.