bis(chloromethyl)mercury
2,6-dimethylaniline
4,4'-methylenebis(2,6-dimethylaniline)
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 20h; | 99% |
Conditions | Yield |
---|---|
With hydrogenchloride In water at 95 - 100℃; for 6.16667h; | 87% |
Stage #1: formaldehyd; 2,6-dimethylaniline With hydrogenchloride In water at 70℃; Stage #2: With hydrogenchloride In dichloromethane; water at 20℃; for 2h; Stage #3: With sodium hydroxide In diethyl ether; water | 86% |
hydrogenchloride In water for 14h; Heating; | 60% |
With hydrogenchloride Entsteht in Form seines salzsauren Salzes; | |
With hydrogenchloride at 65 - 70℃; for 6h; Condensation; |
Conditions | Yield |
---|---|
With 2,6-dimethylaniline at 20℃; for 30h; | A 74% B 86% |
C4H7ClHgO
2,6-dimethylaniline
A
4,4'-methylenebis(2,6-dimethylaniline)
B
acetone
Conditions | Yield |
---|---|
at 20℃; for 0.5h; | A 74% B 860 % |
NH-pyrazole
formaldehyd
2,6-dimethylaniline
A
4,4'-methylenebis(2,6-dimethylaniline)
B
1-(N-2,6-dimethylaniline)-1-(1N-pyrazol)-methane
Conditions | Yield |
---|---|
In water; benzene for 14h; Heating; | A 30% B 60% |
Conditions | Yield |
---|---|
hydrogenchloride In water for 8h; Heating; | A 59% B 35% |
dimethyl sulfoxide
2,6-dimethylaniline
A
4,4'-methylenebis(2,6-dimethylaniline)
B
4-amino-3,5-dimethylphenyl methyl sulphide
Conditions | Yield |
---|---|
With ammonium iodide In water at 140℃; for 16h; Reagent/catalyst; Sealed tube; regioselective reaction; | A 52% B 42% |
dimethyl sulfoxide
2,6-dimethylaniline
4,4'-methylenebis(2,6-dimethylaniline)
Conditions | Yield |
---|---|
With ammonium iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In water at 140℃; for 16h; Mechanism; Sealed tube; regioselective reaction; | 48% |
Metazachlor
A
NH-pyrazole
B
4,4'-methylenebis(2,6-dimethylaniline)
C
2-chloro-N-(2,6-dimethylphenyl)acetamide
Conditions | Yield |
---|---|
hydrogenchloride In water for 5h; Product distribution; Mechanism; Heating; variation of catalyst concentration, reaction time; | A 47% B 21% C 12% |
Conditions | Yield |
---|---|
With ammonium iodide In water at 140℃; for 16h; Mechanism; Sealed tube; regioselective reaction; | 21% |
bis-(4-formylamino-3,5-dimethyl-phenyl)-methane
4,4'-methylenebis(2,6-dimethylaniline)
Conditions | Yield |
---|---|
With calcium hydroxide; sodium hydroxide |
hydrogenchloride
formaldehyd
2,6-dimethylaniline
4,4'-methylenebis(2,6-dimethylaniline)
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aqueous hydrochloric acid / 250 °C / 2206520 Torr 2: sodium hydroxide; calcium hydroxide View Scheme |
4,4'-methylenebis(2,6-dimethylaniline)
salicylaldehyde
[(HOC6H4-o-C(H)=N-2,6-(CH3)2C6H2)2-4-CH2]
Conditions | Yield |
---|---|
toluene-4-sulfonic acid In methanol for 12h; Heating / reflux; | 95% |
3-tert-butyl-2-hydroxybenzaldehyde
4,4'-methylenebis(2,6-dimethylaniline)
[(HO-(3-tert-butyl)C6H3-o-C(H)=N-2,6-(methyl)2C6H2)2-4-CH2]
Conditions | Yield |
---|---|
toluene-4-sulfonic acid In methanol for 12h; Heating / reflux; | 95% |
4,4'-methylenebis(2,6-dimethylaniline)
2-hydroxynaphthalene-1-carbaldehyde
1,1'-{methylenebis[(3,5-dimethyl-1,4-phenylene)iminomethyl]}bis(2-naphthol)
Conditions | Yield |
---|---|
With formic acid In methanol Reflux; | 95% |
di-tert-butyl dicarbonate
4,4'-methylenebis(2,6-dimethylaniline)
2,2',6,6'-Tetramethyl-4,4'-methylendiphenylisocyanat
Conditions | Yield |
---|---|
With dmap In acetonitrile at 25℃; for 0.166667h; | 93% |
3,5-di-tert-butyl-2-hydroxybenzaldehyde
4,4'-methylenebis(2,6-dimethylaniline)
Conditions | Yield |
---|---|
With formic acid In methanol Reflux; | 93% |
In methanol |
4,4'-methylenebis(2,6-dimethylaniline)
deuterated 4,4'-methylene-di-2,6-xylidine
Conditions | Yield |
---|---|
With water-d2; 1 % platinum on carbon; 1% Pd/C Selcat Q6 at 180℃; for 24h; Product distribution / selectivity; | 93% |
With water-d2; platinum on carbon at 180℃; for 24h; Product distribution / selectivity; | 82% |
With water-d2; platinum on carbon; palladium 10% on activated carbon at 180℃; for 24h; Product distribution / selectivity; | 63% |
3-tert-butyl-2-hydroxybenzaldehyde
4,4'-methylenebis(2,6-dimethylaniline)
Conditions | Yield |
---|---|
With formic acid In methanol Reflux; | 93% |
4,4'-methylenebis(2,6-dimethylaniline)
5-dodecyloxy-2-hydroxyterephthaldehyde
Conditions | Yield |
---|---|
With lithium chloride In 1-methyl-pyrrolidin-2-one; N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 24h; | 92% |
Conditions | Yield |
---|---|
With formic acid In methanol Reflux; | 91% |
In methanol at 20℃; for 0.0833333h; | 45.4% |
Conditions | Yield |
---|---|
In ethanol at 20℃; for 96h; | 91% |
4,4'-methylenebis(2,6-dimethylaniline)
acetic anhydride
4,4'-methylenebis-(N-acetyl-2,6-dimethylbenzenamine)
Conditions | Yield |
---|---|
In benzene for 2h; Heating; | 85% |
quinoline 2-carbaldehyde
4,4'-methylenebis(2,6-dimethylaniline)
C37H32N4
Conditions | Yield |
---|---|
In ethanol at 20℃; for 24h; | 82% |
carbon dioxide
4,4'-methylenebis(2,6-dimethylaniline)
2,2',6,6'-Tetramethyl-4,4'-methylendiphenylisocyanat
Conditions | Yield |
---|---|
With tributylphosphine; di-isopropyl azodicarboxylate In dichloromethane at -78 - 20℃; under 760 Torr; | 81% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 81% |
With toluene-4-sulfonic acid In ethanol at 20℃; for 48h; | 63.3% |
formic acid In ethanol at 45℃; | 18% |
pyridine-2-carbaldehyde
4,4'-methylenebis(2,6-dimethylaniline)
CH2(C6H2(CH3)2NCHC5H4N)2
Conditions | Yield |
---|---|
Stage #1: 4,4'-methylenebis(2,6-dimethylaniline) In methanol for 0.0833333h; Molecular sieve 3Å; Stage #2: pyridine-2-carbaldehyde In methanol at 20℃; for 24h; | 81% |
4,4'-methylenebis(2,6-dimethylaniline)
6-formyl-2,2'-bipyridine
Conditions | Yield |
---|---|
formic acid In ethanol for 24h; Heating / reflux; | 71% |
Conditions | Yield |
---|---|
With tetraethoxy orthosilicate; sulfuric acid at 150℃; for 10h; | 65% |
Conditions | Yield |
---|---|
Stage #1: 4,4'-methylenebis(2,6-dimethylaniline) With 1,4-diaza-bicyclo[2.2.2]octane; titanium tetrachloride In toluene for 2h; Stage #2: C22H15NO In toluene at 140℃; for 36h; | 63% |
Conditions | Yield |
---|---|
sulfuric acid Heating; | 62% |
4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
4,4'-methylenebis(2,6-dimethylaniline)
CH2[C6H2(CH3)2NCHC3N2(CH3)2(C6H5)O]2
Conditions | Yield |
---|---|
With formic acid In methanol for 4h; Reflux; Inert atmosphere; | 46.3% |
4,4'-methylenebis(2,6-dimethylaniline)
4,4'-diformyltriphenylamine
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; toluene-4-sulfonic acid at 160℃; for 6h; | 40% |
The Benzenamine,4,4'-methylenebis[2,6-dimethyl-, with CAS registry number 4073-98-7, belongs to the following product categories: (1)Industrial/Fine Chemicals; (2)Amines; (3)Miscellaneous; (4)Amine Monomers; (5)Monomers; (6)Primary Amines. It has the systematic name of 4,4'-methanediylbis(2,6-dimethylaniline). What's more, its EINECS is 223-786-9.
Physical properties of Benzenamine,4,4'-methylenebis[2,6-dimethyl-: (1)ACD/LogP: 3.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.35; (4)ACD/LogD (pH 7.4): 3.48; (5)ACD/BCF (pH 5.5): 191.87; (6)ACD/BCF (pH 7.4): 260.24; (7)ACD/KOC (pH 5.5): 1372.8; (8)ACD/KOC (pH 7.4): 1862.01; (9)#H bond acceptors: 2; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 6.48 Å2; (13)Index of Refraction: 1.615; (14)Molar Refractivity: 83.33 cm3; (15)Molar Volume: 238.4 cm3; (16)Polarizability: 33.03×10-24cm3; (17)Surface Tension: 45.8 dyne/cm; (18)Density: 1.066 g/cm3; (19)Flash Point: 252.5 °C; (20)Enthalpy of Vaporization: 67.95 kJ/mol; (21)Boiling Point: 424.9 °C at 760 mmHg; (22)Vapour Pressure: 1.99E-07 mmHg at 25°C.
Preparation: this chemical can be prepared by 2,6-dimethyl-aniline and formaldehyde. This reaction will need reagent hydrochloric acid.
When you are using this chemical, please be cautious about it as the following:
The Benzenamine,4,4'-methylenebis[2,6-dimethyl- irritates to eyes, respiratory system and skin. And this chemical is harmful by inhalation, in contact with skin and if swallowed. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: Nc1c(cc(cc1C)Cc2cc(c(N)c(c2)C)C)C
(2)InChI: InChI=1/C17H22N2/c1-10-5-14(6-11(2)16(10)18)9-15-7-12(3)17(19)13(4)8-15/h5-8H,9,18-19H2,1-4H3
(3)InChIKey: OMHOXRVODFQGCA-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C17H22N2/c1-10-5-14(6-11(2)16(10)18)9-15-7-12(3)17(19)13(4)8-15/h5-8H,9,18-19H2,1-4H3
(5)Std. InChIKey: OMHOXRVODFQGCA-UHFFFAOYSA-N
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