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| CAS No.: | 90-72-2 |
|---|---|
| Name: | Tris(dimethylaminomethyl)phenol |
| Article Data: | 10 |
| Molecular Structure: | |
|
|
|
| Formula: | C15H27N3O |
| Molecular Weight: | 265.399 |
| Synonyms: | 2,4,6-Tris((N,N-dimethylamino)methyl)phenol;AI3-03346;Actiron NX 3;Ancamine K 54;Anchor K 54;Araldite DY 061;Mesitol, alpha(sup 2),alpha(sup 4),alpha(sup 6)-tris(dimethylamino)- (6CI);Mesitol, alpha2,alpha4,alpha6-tris(dimethylamino)-;alpha,alpha',alpha''-Tris(dimethylamino)mesitol;NSC 3257;Sumicure D;Phenol,2,4,6-tris[(dimethylamino)methyl]-; |
| EINECS: | 202-013-9 |
| Density: | 1.03 g/cm3 |
| Melting Point: | 316℃ |
| Boiling Point: | 320.5 °C at 760 mmHg |
| Flash Point: | 116.6 °C |
| Solubility: | Insoluble in water, slightly soluble in water, soluble in alcohol, benzene, acetone |
| Appearance: | Colorless or light yellow transparent liquid |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 22-36/38 |
| Safety: | 26-28-2 |
| Transport Information: | UN 2735 8/PG 3 |
| PSA: | 29.95000 |
| LogP: | 1.57700 |
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triethylsiloxymethyl-N,N-dimethylamine
- 15827-34-6
2,6-bis-<(dimethyamino)methyl>phenol
- 90-72-2
2,4,6-tris(dimethylaminomethyl)phenol
| Conditions | Yield |
|---|---|
| Sealed tube; Heating; | 90% |
| Conditions | Yield |
|---|---|
| In water for 2.5h; | 80% |
| In water at 25 - 100℃; for 3h; Mannich reaction; | 80% |
| With water | |
| Stage #1: formaldehyd; dimethyl amine In water at 60℃; under 3000.3 Torr; for 5h; Large scale; Stage #2: phenol In water at 90℃; for 3.5h; Temperature; Large scale; |
- 131253-33-3
3-chloro-2,4,6-tris-dimethylaminomethyl-phenol; trihydrochloride
- 90-72-2
2,4,6-tris(dimethylaminomethyl)phenol
| Conditions | Yield |
|---|---|
| With water; platinum Hydrogenation; |
- 50-00-0
formaldehyd
- 124-40-3
dimethyl amine
- 99-96-7
4-hydroxy-benzoic acid
- 90-72-2
2,4,6-tris(dimethylaminomethyl)phenol
| Conditions | Yield |
|---|---|
| With water |
- 50-00-0
formaldehyd
- 7732-18-5
water
- 124-40-3
dimethyl amine
- 108-95-2
phenol
- 90-72-2
2,4,6-tris(dimethylaminomethyl)phenol
| Conditions | Yield |
|---|---|
| at 90 - 95℃; |
- 27804-64-4
bis(diethylamino)dihydrosilane
- 90-72-2
2,4,6-tris(dimethylaminomethyl)phenol
| Conditions | Yield |
|---|---|
| In chloroform at 20℃; for 0.25h; | 96% |
- 55147-59-6, 65455-92-7
lead(II) bis(trimethylsilyl)amide
- 90-72-2
2,4,6-tris(dimethylaminomethyl)phenol
| Conditions | Yield |
|---|---|
| In pentane N2 or Ar-atmosphere; stirring (room temp., 2 h); evapn. (reduced pressure), recrystn. (pentane, -30°C); elem. anal.; | 96% |
| In benzene byproducts: HN(SiMe3)2; 2 equiv. ligand; |
- 59863-12-6
bis[bis(trimethylsilyl)amino]germanium(II)
- 90-72-2
2,4,6-tris(dimethylaminomethyl)phenol
| Conditions | Yield |
|---|---|
| In pentane N2 or Ar-atmosphere; stirring (room temp., 2 h); evapn. (vac.), extg. (pentane), pptn. (-30°C, 48 h), filtering, drying (vac.); elem. anal.; | 96% |
| In benzene byproducts: HN(SiMe3)2; 2 equiv. ligand; | |
| In benzene byproducts: (Me3Si)2NH; N2 or Ar-atmosphere, 20°C; |
- 55147-78-9
bis(bis(trimethylsilyl)amido)tin(II)
- 90-72-2
2,4,6-tris(dimethylaminomethyl)phenol
- 524960-14-3
bis[2,4,6-tris(dimethylaminomethyl)phenoxy]-stannylene
| Conditions | Yield |
|---|---|
| In pentane N2 or Ar-atmosphere; stirring (room temp., 2 h); concg. (vac.), filtering, drying (vac.); elem. anal.; | 96% |
| In benzene byproducts: HN(SiMe3)2; 2 equiv. ligand; | |
| In benzene byproducts: (Me3Si)2NH; N2 or Ar-atmosphere, 20°C; |
- 90-72-2
2,4,6-tris(dimethylaminomethyl)phenol
- 394739-08-3
bis[2,4,6-tris((dimethylamino)methyl)phenoxy]bis(trimethylsilyl)silane
| Conditions | Yield |
|---|---|
| In toluene for 2h; Heating; | 95% |
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Consensus Reports
Specification
1. Introduction of Tris(dimethylaminomethyl)phenol
The Tris(dimethylaminomethyl)phenol with CAS registry number of 90-72-2 is also known as Phenol,2,4,6-tris[(dimethylamino)methyl]-. The IUPAC name and product name are the same. It belongs to product categories of Phenyls & Phenyl-Het; Phenyls & Phenyl-Het. In addition, the formula is C15H27N3O and the molecular weight is 265.39. This chemical is a colorless or light yellow transparent liquid and should be sealed in cool, ventilated and dry place. What's more, it can be used as curing agent, adhesive, catalyst, antioxidant, and also used for preparation of the dye.
2. Properties of Tris(dimethylaminomethyl)phenol
(1)ACD/LogP: 0.76; (2)ACD/LogD (pH 5.5): -4.26; (3)ACD/LogD (pH 7.4): -2.88; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 7; (11)Polar Surface Area: 18.95Å2; (12)Index of Refraction: 1.548; (13)Molar Refractivity: 81.84 cm3; (14)Molar Volume: 257.5 cm3; (15)Polarizability: 32.44×10-24cm3; (16)Surface Tension: 40.1 dyne/cm; (17)Density: 1.03 g/cm3; (18)Flash Point: 116.6 °C; (19)Enthalpy of Vaporization: 58.45 kJ/mol; (20)Boiling Point: 320.5 °C at 760 mmHg; (21)Vapour Pressure: 0.000169 mmHg at 25 °C.
3. Structure Descriptors of Tris(dimethylaminomethyl)phenol
1. Canonical SMILES: CN(C)CC1=CC(=C(C(=C1)CN(C)C)O)CN(C)C
2. InChI: InChI=1S/C15H27N3O/c1-16(2)9-12-7-13(10-17(3)4)15(19)14(8-12)11-18(5)6/h7-8,19H,9-11H2,1-6H3
3. InChIKey: AHDSRXYHVZECER-UHFFFAOYSA-N
4. Toxicity of Tris(dimethylaminomethyl)phenol
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LD50 | oral | 1200mg/kg (1200mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Russian Pharmacology and Toxicology Vol. 37, Pg. 130, 1974. |
| rat | LD50 | skin | 1280mg/kg (1280mg/kg) | Rohm and Haas Company Data Sheets. |
5. Preparation of Tris(dimethylaminomethyl)phenol
Tris(dimethylaminomethyl)phenol is prepared by reaction of phenol, 40% dimethylamine with formaldehyde. The reaction occurs by refluxing at the temperature of 25-30 °C for 2 hours. After reaction, product is obtained by stratification, vacuum dehydration and filtration.
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6. Other details of Tris(dimethylaminomethyl)phenol
When you are using Tris(dimethylaminomethyl)phenol, please be cautious about it. As a chemical, it is irritating to eyes and skin. After contact with skin, wash immediately. As it is harmful if swallowed, keep out of the reach of children. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.