Name | N,N-Dimethyl-p-toluidine |
Synonyms | Dimethyl-p-toluidine dimethyl-4-toluidine N,N-Dimethyl-p-toluidine N,N-DIMETHYL-4-TOLUIDINE N,N-DIMETHYL-P-TOLUIDINE N,N,4-TRIMETHYLBENZENAMINE N,N-DIMETHYL-PARA-TOLUIDINE N,N-DIMETHYL-4-METHYLANILINE Benzeneamine,N,N,4-trimethyl- |
CAS | 99-97-8 |
EINECS | 202-805-4 |
InChI | InChI=1/C9H13N/c1-8-4-6-9(7-5-8)10(2)3/h4-7H,1-3H3 |
Molecular Formula | C9H13N |
Molar Mass | 135.21 |
Density | 0.937 |
Melting Point | -25°C |
Boling Point | 211℃ |
Flash Point | 83℃ |
Water Solubility | Miscible with alcohol, ether and chloroform. Immiscible with water. |
Vapor Presure | 0.1 hPa (20 °C) |
Refractive Index | 1.545 |
Physical and Chemical Properties | Physical and chemical properties N,N-dimethylp-toluidine is a colorless or light yellow oily liquid with rotten egg flavor, melting point 130.31 ℃, boiling point 211.5-212.5 ℃, severe 0.9287~0.9366 g/mL at normal temperature, refractive index 1.5360~1.5470, insoluble in water, soluble in some organic solvents, and decomposed in light. |
Use | For the preparation of self-curing dental water |
Hazard Symbols | T - Toxic |
Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R33 - Danger of cumulative effects R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | 1708 |
Downstream Products | Acid Violet 48 N-METHYL-P-TOLUIDINE N,4'-DIMETHYLFORMANILIDE |
WGK Germany | 3 |
RTECS number | XU5803000 |
F | 8-10-23 |
auto-ignition temperature | 425 °C |
TSCA | Yes |
customs code | 2921 43 00 |
HazardClass | 6.1 |
PackingGroup | II |
toxic substance data | 99-97-8(Hazardous Substances Data) |
Toxicity | LD50 orally in Rabbit: 1650 mg/kg |
vapor density | >1 (vs air) |
Vapor pressure | 0.1 hPa (20 °C) |
refractive index | n20/D 1.546(lit.) |
flash point | 182 °F |
storage conditions | Store below +30°C. |
solubility | 0.65g/l |
acidity coefficient (pKa) | pK1:7.24(+1) (25°C) |
morphology | Liquid |
color | Clear yellow |
explosion limit value (explosive limit) | 7% |
water solubility | Miscible with alcohol, ether and chloroform. Immiscible with water. |
BRN | 774409 |
stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
InChIKey | GYVGXEWAOAAJEU-UHFFFAOYSA-N |
(IARC) Carcinogen Classification | 2B (Vol. 115) 2018 |
EPA chemical information | N,N,4-Trimethylaniline (99-97-8) |
product description
N,N-dimethyl p-toluidine is soluble in some organic solvents and is decomposed by light as an effective photoinitiator for acrylonitrile (AN) polymerization. It can also be used to make self-coagulation tooth tray water.
polymerization reaction
Aromatic tertiary amines, especially N,N-dimethyl p-toluidine, are effective photoinitiators for acrylonitrile (AN) polymerization. The influence of the medium on the polymerization speed is large in polarity, and the polymerization speed is fast. Oxygen has obvious influence on the polymerization. With the increase of oxygen content, the polymerization induction period increases and the speed decreases. N,N-dimethylp-toluidine is generally considered as a retarder for alkene polymerization, rather than a photopolymerization initiator for acrylonitrile (AN).
aggregation features
N,N-dimethylp-toluidine cannot initiate acrylonitrile (AN) polymerization in the dark, but the polymerization is extremely fast under light. Fig. 1 shows the photopolymerization of acrylonitrile (AN) in the presence of N,N-dimethyl p-toluidine, naphthalene, benzophenone (BP)-triethylamine (TEA) and the polymerization of ABlN at the speeds of 0.157,0.023,0.139 and 0.045% -1 respectively, indicating that N,N-dimethyl p-toluidine is an extremely effective initiator for the photopolymerization of acrylonitrile (
N,N-dimethyl p-toluidine initiated acrylonitrile (AN) photopolymerization is carried out according to a free radical mechanism. When a trace amount of free radical capture agent is added, the polymerization is completely stopped. For example, [N,N-dimethylp-toluidine]- 10-3M, when human 200ppm 2,2,6,6, 6-tetramethylpiperidol nitroxide radical is added, acrylonitrile (AN) does not have any polymerization after 1.5 hours of light, and under the same conditions, no free radical capture agent is added, and polyacrylonitrile white precipitate appears in two minutes.
application
As an effective photoinitiator for acrylonitrile (AN) polymerization, its polymerization speed is proportional to the 1.62 power of AN concentration and the 0.62 power of DMT concentration. The product is usually used as an accelerator, and can also be used as an additive for the synthesis of unsaturated polyester, adhesive, etc.
synthesis method
Using dimethyl sulfate as a methylating agent, N,N-dimethyl p-toluidine was synthesized at low temperature and normal pressure.
use
Used to make self-setting tooth tray water
A tertiary amine that can be C- C coupled with phenylacetylene and benzamide for iron-catalyzed oxidation in the presence of di-tert-butyl peroxide to form N, 4-dimethyl-N-(3-phenylprop-2-ynyl) phenylazamine and N-((methyl (p-tolyl) amino) methyl) benzamide, respectively.