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4,4'-Methylenebis(2,6-dimethylaniline) is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

4073-98-7

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4073-98-7 Usage

Chemical Properties

Off-white powder

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 4073-98-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,0,7 and 3 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 4073-98:
(6*4)+(5*0)+(4*7)+(3*3)+(2*9)+(1*8)=87
87 % 10 = 7
So 4073-98-7 is a valid CAS Registry Number.

4073-98-7 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (H58353)  4,4'-Methylenebis(2,6-dimethylaniline), 98%   

  • 4073-98-7

  • 1g

  • 111.0CNY

  • Detail
  • Alfa Aesar

  • (H58353)  4,4'-Methylenebis(2,6-dimethylaniline), 98%   

  • 4073-98-7

  • 5g

  • 474.0CNY

  • Detail
  • Alfa Aesar

  • (H58353)  4,4'-Methylenebis(2,6-dimethylaniline), 98%   

  • 4073-98-7

  • 1g

  • 111.0CNY

  • Detail
  • Alfa Aesar

  • (H58353)  4,4'-Methylenebis(2,6-dimethylaniline), 98%   

  • 4073-98-7

  • 5g

  • 474.0CNY

  • Detail
  • Aldrich

  • (360791)  4,4′-Methylenebis(2,6-dimethylaniline)  99%

  • 4073-98-7

  • 360791-5G

  • 407.16CNY

  • Detail
  • Alfa Aesar

  • (H58353)  4,4'-Methylenebis(2,6-dimethylaniline), 98%   

  • 4073-98-7

  • 1g

  • 111.0CNY

  • Detail
  • Alfa Aesar

  • (H58353)  4,4'-Methylenebis(2,6-dimethylaniline), 98%   

  • 4073-98-7

  • 5g

  • 474.0CNY

  • Detail
  • Alfa Aesar

  • (H58353)  4,4'-Methylenebis(2,6-dimethylaniline), 98%   

  • 4073-98-7

  • 1g

  • 111.0CNY

  • Detail
  • Alfa Aesar

  • (H58353)  4,4'-Methylenebis(2,6-dimethylaniline), 98%   

  • 4073-98-7

  • 5g

  • 474.0CNY

  • Detail

4073-98-7Synthetic route

bis(chloromethyl)mercury
5293-94-7

bis(chloromethyl)mercury

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

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

4,4'-methylenebis(2,6-dimethylaniline)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 20h;99%
formaldehyd
50-00-0

formaldehyd

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

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

4,4'-methylenebis(2,6-dimethylaniline)

Conditions
ConditionsYield
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;
C4H7ClHgO
71893-15-7

C4H7ClHgO

A

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

4,4'-methylenebis(2,6-dimethylaniline)

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
With 2,6-dimethylaniline at 20℃; for 30h;A 74%
B 86%
C4H7ClHgO
71893-15-7

C4H7ClHgO

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

A

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

4,4'-methylenebis(2,6-dimethylaniline)

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
at 20℃; for 0.5h;A 74%
B 860 %
NH-pyrazole
288-13-1

NH-pyrazole

formaldehyd
50-00-0

formaldehyd

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

A

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

4,4'-methylenebis(2,6-dimethylaniline)

B

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

1-(N-2,6-dimethylaniline)-1-(1N-pyrazol)-methane

Conditions
ConditionsYield
In water; benzene for 14h; Heating;A 30%
B 60%
Metazachlor
67129-08-2

Metazachlor

A

NH-pyrazole
288-13-1

NH-pyrazole

B

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

4,4'-methylenebis(2,6-dimethylaniline)

Conditions
ConditionsYield
hydrogenchloride In water for 8h; Heating;A 59%
B 35%
dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

A

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

4,4'-methylenebis(2,6-dimethylaniline)

B

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

4-amino-3,5-dimethylphenyl methyl sulphide

Conditions
ConditionsYield
With ammonium iodide In water at 140℃; for 16h; Reagent/catalyst; Sealed tube; regioselective reaction;A 52%
B 42%
dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

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

4,4'-methylenebis(2,6-dimethylaniline)

Conditions
ConditionsYield
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
67129-08-2

Metazachlor

A

NH-pyrazole
288-13-1

NH-pyrazole

B

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

4,4'-methylenebis(2,6-dimethylaniline)

C

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

2-chloro-N-(2,6-dimethylphenyl)acetamide

Conditions
ConditionsYield
hydrogenchloride In water for 5h; Product distribution; Mechanism; Heating; variation of catalyst concentration, reaction time;A 47%
B 21%
C 12%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

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

4,4'-methylenebis(2,6-dimethylaniline)

Conditions
ConditionsYield
With ammonium iodide In water at 140℃; for 16h; Mechanism; Sealed tube; regioselective reaction;21%
bis-(4-formylamino-3,5-dimethyl-phenyl)-methane
415686-54-3

bis-(4-formylamino-3,5-dimethyl-phenyl)-methane

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

4,4'-methylenebis(2,6-dimethylaniline)

Conditions
ConditionsYield
With calcium hydroxide; sodium hydroxide
hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

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

4,4'-methylenebis(2,6-dimethylaniline)

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

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

4,4'-methylenebis(2,6-dimethylaniline)

Conditions
ConditionsYield
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)
4073-98-7

4,4'-methylenebis(2,6-dimethylaniline)

salicylaldehyde
90-02-8

salicylaldehyde

[(HOC6H4-o-C(H)=N-2,6-(CH3)2C6H2)2-4-CH2]
685509-02-8

[(HOC6H4-o-C(H)=N-2,6-(CH3)2C6H2)2-4-CH2]

Conditions
ConditionsYield
toluene-4-sulfonic acid In methanol for 12h; Heating / reflux;95%
3-tert-butyl-2-hydroxybenzaldehyde
24623-65-2

3-tert-butyl-2-hydroxybenzaldehyde

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

4,4'-methylenebis(2,6-dimethylaniline)

[(HO-(3-tert-butyl)C6H3-o-C(H)=N-2,6-(methyl)2C6H2)2-4-CH2]
937721-13-6

[(HO-(3-tert-butyl)C6H3-o-C(H)=N-2,6-(methyl)2C6H2)2-4-CH2]

Conditions
ConditionsYield
toluene-4-sulfonic acid In methanol for 12h; Heating / reflux;95%
4,4'-methylenebis(2,6-dimethylaniline)
4073-98-7

4,4'-methylenebis(2,6-dimethylaniline)

2-hydroxynaphthalene-1-carbaldehyde
708-06-5

2-hydroxynaphthalene-1-carbaldehyde

1,1'-{methylenebis[(3,5-dimethyl-1,4-phenylene)iminomethyl]}bis(2-naphthol)
1236010-37-9

1,1'-{methylenebis[(3,5-dimethyl-1,4-phenylene)iminomethyl]}bis(2-naphthol)

Conditions
ConditionsYield
With formic acid In methanol Reflux;95%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

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

4,4'-methylenebis(2,6-dimethylaniline)

2,2',6,6'-Tetramethyl-4,4'-methylendiphenylisocyanat
1472-83-9

2,2',6,6'-Tetramethyl-4,4'-methylendiphenylisocyanat

Conditions
ConditionsYield
With dmap In acetonitrile at 25℃; for 0.166667h;93%
3,5-di-tert-butyl-2-hydroxybenzaldehyde
37942-07-7

3,5-di-tert-butyl-2-hydroxybenzaldehyde

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

4,4'-methylenebis(2,6-dimethylaniline)

6,6'-{methylenebis[(3,5-dimethyl-1,4-phenylene)iminomethyl]}-bis(2,4-di-tert-butylphenol)

6,6'-{methylenebis[(3,5-dimethyl-1,4-phenylene)iminomethyl]}-bis(2,4-di-tert-butylphenol)

Conditions
ConditionsYield
With formic acid In methanol Reflux;93%
In methanol
4,4'-methylenebis(2,6-dimethylaniline)
4073-98-7

4,4'-methylenebis(2,6-dimethylaniline)

deuterated 4,4'-methylene-di-2,6-xylidine
870284-63-2

deuterated 4,4'-methylene-di-2,6-xylidine

Conditions
ConditionsYield
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
24623-65-2

3-tert-butyl-2-hydroxybenzaldehyde

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

4,4'-methylenebis(2,6-dimethylaniline)

6,6'-{methylenebis[(3,5-dimethyl-1,4-phenylene)iminomethyl]}-bis(2-tert-butylphenol)

6,6'-{methylenebis[(3,5-dimethyl-1,4-phenylene)iminomethyl]}-bis(2-tert-butylphenol)

Conditions
ConditionsYield
With formic acid In methanol Reflux;93%
4,4'-methylenebis(2,6-dimethylaniline)
4073-98-7

4,4'-methylenebis(2,6-dimethylaniline)

5-dodecyloxy-2-hydroxyterephthaldehyde
376368-24-0

5-dodecyloxy-2-hydroxyterephthaldehyde

polymer; monomers: 5-dodecyloxy-2-hydroxyterephthaldehyde; bis(4-amino-3,5-dimethylphenyl)methane

polymer; monomers: 5-dodecyloxy-2-hydroxyterephthaldehyde; bis(4-amino-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With lithium chloride In 1-methyl-pyrrolidin-2-one; N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 24h;92%
4,4'-methylenebis(2,6-dimethylaniline)
4073-98-7

4,4'-methylenebis(2,6-dimethylaniline)

salicylaldehyde
90-02-8

salicylaldehyde

2,2'-{methylenebis[(3,5-dimethyl-1,4-phenylene)iminomethyl]}-diphenol

2,2'-{methylenebis[(3,5-dimethyl-1,4-phenylene)iminomethyl]}-diphenol

Conditions
ConditionsYield
With formic acid In methanol Reflux;91%
In methanol at 20℃; for 0.0833333h;45.4%
2,6-Diacetylpyridine
1129-30-2

2,6-Diacetylpyridine

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

4,4'-methylenebis(2,6-dimethylaniline)

C35H36N4O2

C35H36N4O2

Conditions
ConditionsYield
In ethanol at 20℃; for 96h;91%
4,4'-methylenebis(2,6-dimethylaniline)
4073-98-7

4,4'-methylenebis(2,6-dimethylaniline)

acetic anhydride
108-24-7

acetic anhydride

4,4'-methylenebis-(N-acetyl-2,6-dimethylbenzenamine)
125709-83-3

4,4'-methylenebis-(N-acetyl-2,6-dimethylbenzenamine)

Conditions
ConditionsYield
In benzene for 2h; Heating;85%
quinoline 2-carbaldehyde
5470-96-2

quinoline 2-carbaldehyde

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

4,4'-methylenebis(2,6-dimethylaniline)

C37H32N4
849661-11-6

C37H32N4

Conditions
ConditionsYield
In ethanol at 20℃; for 24h;82%
carbon dioxide
124-38-9

carbon dioxide

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

4,4'-methylenebis(2,6-dimethylaniline)

2,2',6,6'-Tetramethyl-4,4'-methylendiphenylisocyanat
1472-83-9

2,2',6,6'-Tetramethyl-4,4'-methylendiphenylisocyanat

Conditions
ConditionsYield
With tributylphosphine; di-isopropyl azodicarboxylate In dichloromethane at -78 - 20℃; under 760 Torr;81%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

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

4,4'-methylenebis(2,6-dimethylaniline)

4,4'-methylene-N,N'-(2-pyridinylmethylene)-bis(2,6-dimethylanil)

4,4'-methylene-N,N'-(2-pyridinylmethylene)-bis(2,6-dimethylanil)

Conditions
ConditionsYield
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
1121-60-4

pyridine-2-carbaldehyde

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

4,4'-methylenebis(2,6-dimethylaniline)

CH2(C6H2(CH3)2NCHC5H4N)2
500697-36-9

CH2(C6H2(CH3)2NCHC5H4N)2

Conditions
ConditionsYield
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)
4073-98-7

4,4'-methylenebis(2,6-dimethylaniline)

6-formyl-2,2'-bipyridine
134296-07-4

6-formyl-2,2'-bipyridine

bis{((6-pyridin-2-yl)pyridin-2-ylmethyleneamino)-3,5-dimethylphenyl}methane

bis{((6-pyridin-2-yl)pyridin-2-ylmethyleneamino)-3,5-dimethylphenyl}methane

Conditions
ConditionsYield
formic acid In ethanol for 24h; Heating / reflux;71%
phenyl(pyridin-2-yl)methanone
91-02-1

phenyl(pyridin-2-yl)methanone

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

4,4'-methylenebis(2,6-dimethylaniline)

4,4'-methylene-N,N'-(phenyl-2-pyridinylmethlene)-bis(2,6-dimethyl-anil)

4,4'-methylene-N,N'-(phenyl-2-pyridinylmethlene)-bis(2,6-dimethyl-anil)

Conditions
ConditionsYield
With tetraethoxy orthosilicate; sulfuric acid at 150℃; for 10h;65%
C22H15NO

C22H15NO

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

4,4'-methylenebis(2,6-dimethylaniline)

C61H48N4

C61H48N4

Conditions
ConditionsYield
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%
4,4'-methylenebis(2,6-dimethylaniline)
4073-98-7

4,4'-methylenebis(2,6-dimethylaniline)

acenaphthene quinone
82-86-0

acenaphthene quinone

C46H46N4

C46H46N4

Conditions
ConditionsYield
sulfuric acid Heating;62%
4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
950-81-2

4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one

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

4,4'-methylenebis(2,6-dimethylaniline)

CH2[C6H2(CH3)2NCHC3N2(CH3)2(C6H5)O]2
1296869-07-2

CH2[C6H2(CH3)2NCHC3N2(CH3)2(C6H5)O]2

Conditions
ConditionsYield
With formic acid In methanol for 4h; Reflux; Inert atmosphere;46.3%
4,4'-methylenebis(2,6-dimethylaniline)
4073-98-7

4,4'-methylenebis(2,6-dimethylaniline)

4,4'-diformyltriphenylamine
53566-95-3

4,4'-diformyltriphenylamine

polyazomethine, by polycondensation, Tg(DSC) = 196 deg C; monomer(s): 4,4'-diformyltriphenylamine, bis(4-amino-3,5-dimethylphenyl)methane

polyazomethine, by polycondensation, Tg(DSC) = 196 deg C; monomer(s): 4,4'-diformyltriphenylamine, bis(4-amino-3,5-dimethylphenyl)methane

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; toluene-4-sulfonic acid at 160℃; for 6h;40%

4073-98-7Relevant academic research and scientific papers

Highly regioselective para-methylthiolation/bridging methylenation of arylamines promoted by NH4I

Xu, Yinfeng,Cong, Tiantian,Liu, Ping,Sun, Peipei

supporting information, p. 9742 - 9745 (2015/10/05)

Aryl methyl thioethers and methylene-bridged arylamines were synthesized via highly regioselective para-methylthiolation/bridging methylenation of arylamines using DMSO as the methylthio or methylene source in the presence of NH4I under metal-free conditions. For the substrates with both electron-donating and electron-withdrawing substituents, the reaction proceeded smoothly and gave moderate to good yields.

Design of postmetallocene Schiff base-like catalytic systems for polymerization of olefins: XII. Synthesis of tetradentate bis-salicylaldehyde imine ligands

Oleinik,Oleinik,Ivanchev,Tolstikov

experimental part, p. 528 - 535 (2009/08/17)

Reactions of salicylaldehyde, 3-tert-butylsalicylaldehyde, and 3,5-di-tert-butylsalicylaldehyde with 1,4-diaminobutane, 1,6-diaminohexane, 4,4′-diaminodiphenylmethane, 4,4′-diamino-3,3′,5,5′- tetramethyldiphenylmethane, 4,4′-diamino-5,5′-dicyclopentyl-3, 3′-dimethyldiphenylmethane, 4,4′-diamino-5,5′-dicyclohexyl-3, 3′-dimethyldiphenylmethane, bis(4-aminophenyl) sulfone, o,o′- and p,p′-diaminodiphenyl ethers, 1,4-bis(4-aminophenoxy)benzene, 2,2-bis[4-(4-aminophenoxy) phenyl]propane, and 4,4″-diamino-p-terphenyl gave a series of the corresponding Schiff bases which can be used as tetradentate ligands for the synthesis of titanium and zirconium complexes.

TRANSITION METAL COMPOUNDS FOR OLEFIN POLYMERIZATION AND OLIGOMERIZATION

-

Page/Page column 107, (2010/02/15)

This invention relates to new transition metal catalyst compounds represented by the formula (I): where: M and M' are, independently, a group 8, 9, 10 or 11 transition metal, preferably Ni, Co, Pd, Cu or Fe; each R group is, independently, is, hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent R groups may join together to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; R' is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent R groups may join together with R' to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; each X group is, independently, is, hydrogen, a halogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted sililcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent X groups may join together to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; m and m’ are, independently, 0, 1, 2, or 3; z and z’ are, independently, 0, 1, 2, or 3; N is nitrogen; Q is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents; Q’ is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl or substituted germylcarbyl substituents; and L is a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituent.

Chiral polyesters with azobenzene moieties in the main chain, synthesis and evaluation of nonlinear optical properties

Bahulayan, Damodaran,Sreekumar, Krishnapillai

, p. 1425 - 1429 (2007/10/03)

The synthesis, characterization and evaluation of nonlinear optical properties of a new series of chiral copolyesters containing push-pull electronic azobenzene mesogenic groups in the main chain are reported. The copolyesters showed liquid crystalline behaviour with high glass transition temperatures (~200 °C), stable liquid crystalline mesophases (up to 360 °C) and high second harmonic generation (SHG) efficiency. The second order nonlinear susceptibility values were measured as a function of the percentage of the chiral building unit and the temporal stability was found to be significant over a long duration of time.

Process of preparing substituted anilines

-

, (2008/06/13)

Novel anilines of the 2,6-dialkyl-4-dialkylaminomethylaniline type are prepared by reacting a secondary amine and an aldehyde with a primary aniline reactant having a free para position and substituents in both ortho positions in the presence of an acid catalyst, the amounts of amine and acid employed being at least equimolar with respect to the amount of aldehyde, and the reaction being conducted by adding the primary aniline reactant to a preformed mixture of the secondary amine, aldehyde, and acid.

ACID CATALYZED HETEROLYSIS OF A PYRAZOL α-CHLOROACETANILIDE DERIVATIVE WITH ALKYL-AMIDONITROGEN FISSION

Rouchaud, Jean,Metsue, Marc,Gustin, Fabrice,Moulart, Claude,Herin, Marc

, p. 319 - 326 (2007/10/02)

The base-catalyzed hydrolysis of 2-chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)-acetamide (1) generated 2-hydroxy-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1ylmethyl)-acetamide (2).The acid-catalyzed hydrolysis of compound 1 generated after a short time 2-chloro-N-(2,6-dimethyl)-acetamide (3) and pyrazol (5); after a longer period of time, 4,4'-methylenebis-(2,6-dimethylbenzenamine) (4) and pyrazol (5) were formed; compound 4 was formed by condensation of the non isolated intermediates 2,6-dimethylaniline and formaldehyde.Thus the base-catalyzed hydrolysis of compound 1 did not cleave the amide; the acid-catalyzed one first cleaved the N-amido-alkyl bond; then, the Namido-acyl bond, the hydrolysis products condensing simultaneously together to give the unexpected compound 4.

Chemical process for preparing methylene bis-anilines

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, (2008/06/13)

Aromatic amine hydrochloride having an unsubstituted ortho or para position reacts with dimethylsulfoxide forming methylenebis aromatic amine.

Alkylidene Transfer from Monochloroalkylmercury(II) Compounds to Aromatic Amines; Selective C-Alkylation

Barluenga, Jose,Campos, Pedro J.,Roy, Miguel A.,Asensio, Gregorio

, p. 1420 - 1426 (2007/10/02)

αα-Diarylalkane derivatives have been synthesized from monochloroalkylmercury(II) compounds in a noncarbenoid alkylidene transfer reaction which takes place selectively on the aromatic ring.A mechanism is suggested for this process.Intermediate products are prepared by alternative routes to ascertain their participation in the course of the reaction.As a consequence, two different aryl groups can be successively incorporated into the alkane molecule.

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