N,N-Dimethyl-p-toluidine
N,N-Dimethyl-p-toluidine is a polymerization catalyst for polyesters, acrylate, and epoxy resins.
N,N-Dimethyl-p-toluidine is also used as a hardener for dental cement and in adhesives.
N,N-Dimethyl-p-toluidine serves as an intermediate for photographic chemicals, industrial glues, artificial fingernail preparations, colorants, and pharmaceuticals.
N,N-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.
CAS No: 99-97-8
EC Number: 202-805-4
Synonyms: N,N-DIMETHYL-p-TOLUIDINE; N,N-Dimethyltoluidine; Benzenamine, N,N,4-trimethyl; N,N,4-Trimethylaniline; Dimethyl-4-toluidine; p-Toluidine, N,N-dimethyl-; p-(Dimethylamino)toluene; 4,N,N-Trimethylaniline; dimethyltolylamine; 1-(Dimethylamino)-4-methylbenzol; 4,N,N-Trimethylaniline; 4-Dimethylaminotoluene ; N,N,4-Trimethylaniline ; N,N-Dimethyl-4-methylaniline ; 4-(Dimethylamino)toluene; DMPT; N-DMPT
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 N,N-Dimethyl-p-toluidine.
N,N-Dimethyl-p-toluidine reacts with vinyl ether in the presence of copper(II) chloride, giving tetrahydroquinolines.
Further, N,N-Dimethyl-p-toluidine is used to accelerate the polymerization of ethyl methacrylate.
N,N-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).
N,N-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 N,N-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 N,N-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).
N,N-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.
N,N-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 N,N-Dimethyl-p-toluidine
Keep containers tightly closed.
Store and handle N,N-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.
OTHER PRODUCTS OF ATAMAN CHEMICALS THAT MIGHT BE OF INTEREST:
Our Curing Agents
Ketone peroxides
Methyl ethyl ketone peroxide [1338-23-4)
BUTANOX HBO-50
BUTANOX LPT-IN
BUTANOX M-50
BUTANOX M-50 VRN
BUTANOX M-60
BUTANOX M-60 VRN
CADOX M-50A
Methyl isopropyl ketone peroxide [33372-83-7)
BUTANOX P-50
Acetylacetone peroxide (3,5-Dimethyl-1,2-dioxolane-3,5-diol) [37187-22-7)
TRIGONOX 44B
TRIGONOX 44B VRN
Peroxide mixtures
Mixture of methyl ethyl ketone peroxide+ acetylacetone peroxide [37187-22-7; 1338-23-4)
TRIGONOX 61
TRIGONOX 65
Methyl ethyl ketone peroxide and tert-butyl hydroperoxide [1338-23-4; 75-91-2)
TRIGONOX 75 VRN
TRIGONOX 82
TRIGONOX 82-30BA
Methyl ethyl ketone peroxide and cumyl hydroperoxide [1338-23-4; 80-15-9)
TRIGONOX 249 VRN
Acetylacetone peroxide and tert-butyl peroxybenzoate [614-45-9; 37187-22-7)
TRIGONOX 279
TRIGONOX 524
Diacyl peroxides Dibenzoyl peroxide [94-36-0)
PERKADOX 20S
PERKADOX 33
PERKADOX GB-SOL
PERKADOX GB-SOX
PERKADOX L-40 RPS
PERKADOX L-W75
Dilauroyl peroxide [105-74-8]
LAUROX
Peroxyesters
tert-Butyl peroxybenzoate (614-45-9)
TRIGONOX C
TRIGONOX 93
2,5-Dimethyl-2,5-di(2-ethylhexanoylperoxy)hexane (13052-09-0)
TRIGONOX 141
tert-Butyl peroxy-2-ethylhexanoate (3006-82-4)
TRIGONOX 21S
tert-Butyl peroxy-3,5,5-trimethylhexanoate (13122-18-4)
TRIGONOX 42S
TRIGONOX 42PR
Peroxyketals
1,1-Di(tert-butylperoxy)-3,3,5-trimethylcyclohexane (6731-36-8)
TRIGONOX 29-C90
TRIGONOX 77C
1,1-Di(tert-butylperoxy)cyclohexane (3006-86-8)
TRIGONOX 22-C50
Hydroperoxides
Cumyl hydroperoxide (80-15-9)
TRIGONOX 239
TRIGONOX 239C
TRIGONOX K-80
TRIGONOX K-90
Peroxy(di)carbonates
Di(4-tert-butylcyclohexyl) peroxydicarbonate (15520-11-3)
PERKADOX 16
PERKADOX 16S
tert-Butylperoxy isopropyl carbonate [2372-21-6)
TRIGONOX BPIC-C75
tert-Butylperoxy 2-ethylhexyl carbonate [34443-12-4)
TRIGONOX 117
Cobalt-free accelerators
NOURYACT CF12N = Copper accelerator in solvent mixture
NOURYACT CF30 = Iron accelerator in solvent mixture
NOURYACT CF40 = Iron accelerator in 2-hydroxy-ethylmethacrylate
ACCELERATOR CF13 = Copper accelerator in solvent mixture
ACCELERATOR CF31 = Metal mix in solvent mixture
ACCELERATOR CF32 = Metal mix in solvent mixture
Special cobalt accelerators
ACCELERATOR 383SN
ACCELERATOR 553SN
ACCELERATOR 55028N
Cobalt accelerators
ACCELERATOR NL-49PN = Cobalt octoate [136-52-7]
ACCELERATOR NL-51PN = Cobalt octoate [136-52-7]
ACCELERATOR NL-53N = Cobalt octoate [136-52-7]
Amine accelerators
ACCELERATOR NL-64-100 = Diethyl aniline [91-66-7]
ACCELERATOR NL-65-100 = Dimethyl-p-toluidine [99-97-8]
Inhibitors
INHIBITOR NLC-10 = 4-tert-Butyl-1,2-dihydroxybenzene [98-29-3]
Promoters
PROMOTOR C = 2,4-Pentanedione [123-54-6]
PROMOTOR D = N,N-Diethylacetoacetamide [2235-46-3]
Release agents
RELEASE AGENT NL-1 = Mixture of waxes [64742-82-1]
Hair Dye Ingredients
Toluene 2,5 diamine
Toluene 2,5 diamine sulfate
p-aminophenol
m-aminophenol
P-phenylenediamene (PPD)
P-phenylenediamene sulfate
Resorcinol
4-amino-2-hydroxytoluene
Ethoxydiglycol
Hair Bleach Chemicals
Ammonium persulfate
Potassium persulfate
Silica (nano)
Hair Relaxer Chemicals
Ammonium hydroxide
Calcium hydroxide
Sodium hydroxide (Lye)
Thioglycolic acid
Ammonium thioglycolate
Acrylic Nail/Gel Nail Chemicals
N,N-Dimethyl-p-toluidine (Dimethyltolylamine)
Methyl methacrylate
Polyethylmethacrylate
Polymethylmethacrylate
2-hydroxyethyl methacrylate
2-hydroxypropyl methacrylate
Methyl ethyl ketone
Nail Polish Thinner Chemicals
N,N-Dimethyl-p-toluidine (Dimethyltolylamine)
Methyl ethyl ketone
Nail Glue/Adhesive Chemicals
Ethyl cyanoacrylate
Methyl ethyl ketone
Disinfectants Chemicals
O-phenylphenol
Naphtha (petroleum)
Quaternary Ammonium Compounds (“quats”)
