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Cas Database

Name	4,4'-Methylenebis(2,6-dimethylaniline)	EINECS	223-786-9
CAS No.	4073-98-7	Density	1.066 g/cm³
PSA	52.04000	LogP	4.83780
Solubility	27.02mg/L at 20℃	Melting Point	121-123 °C(lit.)
Formula	C₁₇H₂₂N₂	Boiling Point	424.9 °C at 760 mmHg
Molecular Weight	254.375	Flash Point	252.5 °C
Transport Information	N/A	Appearance	Off white powder
Safety	26-36	Risk Codes	20/21/22-36/37/38
Molecular Structure		Hazard Symbols	Xn
Synonyms	2,6-Xylidine,4,4'-methylenedi- (8CI);3,3',5,5'-Tetramethyl-4,4'-diaminodiphenylmethane;4,4'-Methylenebis(2,6-dimethylaniline);4,4'-Methylenebis(2,6-xylidine);4,4'-Methylenedi-2,6-xylidine;Kayabond C 200;Kayabond C 200S;	Article Data	12

4,4'-Methylenebis(2,6-dimethylaniline) Synthetic route

: 5293-94-7
bis(chloromethyl)mercury

: 87-62-7
2,6-dimethylaniline

: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 20h;	99%

: 50-00-0
formaldehyd

: 87-62-7
2,6-dimethylaniline

: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

Conditions

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;

: 71893-15-7
C4H7ClHgO

A: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

B: 67-64-1
acetone

Conditions

Conditions	Yield
With 2,6-dimethylaniline at 20℃; for 30h;	A 74% B 86%

: 71893-15-7
C4H7ClHgO

: 87-62-7
2,6-dimethylaniline

A: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

B: 67-64-1
acetone

Conditions

Conditions	Yield
at 20℃; for 0.5h;	A 74% B 860 %

: 288-13-1
NH-pyrazole

: 50-00-0
formaldehyd

: 87-62-7
2,6-dimethylaniline

A: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

B: 125709-82-2
1-(N-2,6-dimethylaniline)-1-(1N-pyrazol)-methane

Conditions

Conditions	Yield
In water; benzene for 14h; Heating;	A 30% B 60%

: 67129-08-2
Metazachlor

A: 288-13-1
NH-pyrazole

B: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

Conditions

Conditions	Yield
hydrogenchloride In water for 8h; Heating;	A 59% B 35%

: 67-68-5
dimethyl sulfoxide

: 87-62-7
2,6-dimethylaniline

A: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

B: 120578-20-3
4-amino-3,5-dimethylphenyl methyl sulphide

Conditions

Conditions	Yield
With ammonium iodide In water at 140℃; for 16h; Reagent/catalyst; Sealed tube; regioselective reaction;	A 52% B 42%

: 67-68-5
dimethyl sulfoxide

: 87-62-7
2,6-dimethylaniline

: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

Conditions

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%

: 67129-08-2
Metazachlor

A: 288-13-1
NH-pyrazole

B: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

C: 1131-01-7
2-chloro-N-(2,6-dimethylphenyl)acetamide

Conditions

Conditions	Yield
hydrogenchloride In water for 5h; Product distribution; Mechanism; Heating; variation of catalyst concentration, reaction time;	A 47% B 21% C 12%

: 110-88-3
1,3,5-Trioxan

: 87-62-7
2,6-dimethylaniline

: 4073-98-7
4,4'-methylenebis(2,6-dimethylaniline)

Conditions

Conditions	Yield
With ammonium iodide In water at 140℃; for 16h; Mechanism; Sealed tube; regioselective reaction;	21%

4,4'-Methylenebis(2,6-dimethylaniline) Specification

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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