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594-70-7

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594-70-7 Usage

Uses

2-Methyl-2-nitropropane is a useful reagent in the preparation of various other chemical compounds including amines, alkynylnitrones, amides and nitriles.

General Description

Photodissociation of 2-methyl-2-nitropropane at 193 and 248nm leads to the formation of OH fragment and electronically excited NO2. Hydrolysis reaction of 2-methyl-2-nitropropane in the presence of platinum-alumina catalyst yields N2O.

Check Digit Verification of cas no

The CAS Registry Mumber 594-70-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 4 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 594-70:
(5*5)+(4*9)+(3*4)+(2*7)+(1*0)=87
87 % 10 = 7
So 594-70-7 is a valid CAS Registry Number.
InChI:InChI=1/C4H9NO2/c1-4(2)3-5(6)7/h4H,3H2,1-2H3

594-70-7 Well-known Company Product Price

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  • Alfa Aesar

  • (A19608)  tert-Nitrobutane, 98+%   

  • 594-70-7

  • 5g

  • 189.0CNY

  • Detail
  • Alfa Aesar

  • (A19608)  tert-Nitrobutane, 98+%   

  • 594-70-7

  • 25g

  • 653.0CNY

  • Detail
  • Alfa Aesar

  • (A19608)  tert-Nitrobutane, 98+%   

  • 594-70-7

  • 100g

  • 2351.0CNY

  • Detail
  • Aldrich

  • (189022)  2-Methyl-2-nitropropane  99%

  • 594-70-7

  • 189022-25G

  • 582.66CNY

  • Detail

594-70-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methyl-2-nitropropane

1.2 Other means of identification

Product number -
Other names 1,1-dimethylnitroethane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:594-70-7 SDS

594-70-7Synthetic route

tert-butylamine
75-64-9

tert-butylamine

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With dihydrogen peroxide; Na12[WZn3(H2O)2(ZnW9O34)2] at 75℃; for 7h;100%
With potassium permanganate In water 1.) 11 deg C -> room temperature, 8 h, 2.) 55 deg C, 18 h;78%
With sodium permanganate In hexane at 69℃; for 24h;76%
Trimethylacetic acid
75-98-9

Trimethylacetic acid

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With nitronium tetrafluoborate; silver carbonate In N,N-dimethyl acetamide at 90℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;79%
t-butylnitrite
917-95-3

t-butylnitrite

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With iodosylbenzene; meso-tetraphenylporphyrin iron(III) chloride In dichloromethane at 0℃;75%
tert-butylmercury chloride
38442-51-2

tert-butylmercury chloride

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With potassium nitrite; 18-crown-6 ether In various solvent(s) for 2h; Irradiation;70%
With potassium nitrite; 18-crown-6 ether In dimethyl sulfoxide at 35℃; Irradiation;71 % Spectr.
t-butylnitrite
917-95-3

t-butylnitrite

1-(trimethylsilyl)-2-methyl-1-propenyl triflate
73876-87-6

1-(trimethylsilyl)-2-methyl-1-propenyl triflate

A

2,2,4,4-tetramethyl-1,3-cyclobutanedione
933-52-8

2,2,4,4-tetramethyl-1,3-cyclobutanedione

B

dimethylacetylene
503-17-3

dimethylacetylene

C

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

D

N-tert-butylmethacrylamide
6554-73-0

N-tert-butylmethacrylamide

E

N-tert-butylisobutyramide
7472-49-3

N-tert-butylisobutyramide

F

N-tert-butyl-2-hydroxy-2-methylpropanamide
13947-81-4

N-tert-butyl-2-hydroxy-2-methylpropanamide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In 1,2-dimethoxyethane at -20℃; for 0.0333333h; Mechanism;A 8.3%
B 70%
C n/a
D 6.4%
E 8.3%
F 5.3%
t-butyl azide
13686-33-4

t-butyl azide

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With HOF* CH3CN In chloroform at -78℃;70%
Isobutane
75-28-5

Isobutane

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With N-hydroxyphthalimide; air; Nitrogen dioxide In various solvent(s) at 70℃; under 1520.1 Torr; for 14h;61%
With N-hydroxyphthalimide; air; Nitrogen dioxide In various solvent(s) at 70℃; under 760 Torr; for 14h;46%
With nitric acid at 150℃;
[copper(II)(6,6′-(((pyridin-2-ylmethyl)azanediyl)bis(methylene))bis(2,4-di-tert-butylphenol))(acetate)]

[copper(II)(6,6′-(((pyridin-2-ylmethyl)azanediyl)bis(methylene))bis(2,4-di-tert-butylphenol))(acetate)]

Nitrogen dioxide
10102-44-0

Nitrogen dioxide

A

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

C34H45CuN3O6

C34H45CuN3O6

Conditions
ConditionsYield
In methanol at 20℃; Solvent;A 0.5%
B 60%
sodium 2-nitropropane
24163-39-1

sodium 2-nitropropane

1N-methyl-2,4,6-triphenylpyridinium tetrafluoroborate
2355-56-8

1N-methyl-2,4,6-triphenylpyridinium tetrafluoroborate

A

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

B

2,4,6-triphenylpyridine
580-35-8

2,4,6-triphenylpyridine

Conditions
ConditionsYield
In dimethyl sulfoxide at 80℃;A 57%
B n/a
In dimethyl sulfoxide at 25℃; for 2h; Rate constant; Kinetics;
N-tert-Butylhydroxylamine
16649-50-6

N-tert-Butylhydroxylamine

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With potassium permanganate In water at 45 - 55℃;52%
[copper(II)(2,4-di-tert-butyl-6-(((3-(tert-butyl)-2-hydroxy-5-methylbenzyl)(pyridin-2-yl-methyl)amino)methyl)phenol)(acetate)]

[copper(II)(2,4-di-tert-butyl-6-(((3-(tert-butyl)-2-hydroxy-5-methylbenzyl)(pyridin-2-yl-methyl)amino)methyl)phenol)(acetate)]

Nitrogen dioxide
10102-44-0

Nitrogen dioxide

A

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

C31H38CuN3O6

C31H38CuN3O6

Conditions
ConditionsYield
In methanol at 20℃; Solvent;A n/a
B 0.65%
2,2-dimethylpropane
463-82-1

2,2-dimethylpropane

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With nitric acid
tertiary butyl chloride
507-20-0

tertiary butyl chloride

A

tert.-butylnitrite
540-80-7

tert.-butylnitrite

B

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With silver(I) nitrite; diethyl ether
t-butyl bromide
507-19-7

t-butyl bromide

A

tert.-butylnitrite
540-80-7

tert.-butylnitrite

B

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With silver(I) nitrite unter Kuehlung;
1,1-dibromo-1-nitro-ethane
7119-88-2

1,1-dibromo-1-nitro-ethane

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

A

Nitroethane
79-24-3

Nitroethane

B

2-nitropropane
79-46-9

2-nitropropane

C

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

N-(benzenesulfonyl)-3-phenyloxaziridine
113548-13-3

N-(benzenesulfonyl)-3-phenyloxaziridine

tert-butylamine
75-64-9

tert-butylamine

A

t-butylnitrite
917-95-3

t-butylnitrite

B

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

C

N-benzylidene tert-butylamine
6852-58-0

N-benzylidene tert-butylamine

D

N-tert-butyl-α-phenylnitrone
3376-24-7

N-tert-butyl-α-phenylnitrone

Conditions
ConditionsYield
In chloroform-d1 for 1h; Product distribution; other primary amines;A 30 % Spectr.
B n/a
C 65 % Spectr.
D n/a
tert-butylamine
75-64-9

tert-butylamine

A

tert-butylnitroso dimer
31107-20-7, 117894-51-6

tert-butylnitroso dimer

B

t-butylnitrite
917-95-3

t-butylnitrite

C

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With oxaziridinium tetrafluoroborate derived from N-methyl-1,2,3,4-tetrahydroisoquinoline In dichloromethane at 0℃; for 48h;A 50 % Spectr.
B 30 % Spectr.
C 20 % Spectr.
With oxaziridinium tetrafluoroborate derived from N-methyl-1,2,3,4-tetrahydroisoquinoline In dichloromethane for 2h;A 5 % Spectr.
B 65 % Spectr.
C 25 % Spectr.
tert-butylamine
75-64-9

tert-butylamine

aqueous potassium permanganate

aqueous potassium permanganate

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

tert-Butyl iodide
558-17-8

tert-Butyl iodide

silver nitrite

silver nitrite

A

tert.-butylnitrite
540-80-7

tert.-butylnitrite

B

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

tert-butylamine
75-64-9

tert-butylamine

sulfomonoperoxoic acid

sulfomonoperoxoic acid

A

t-butylnitrite
917-95-3

t-butylnitrite

B

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

C

tertbutyl-hydroxylamine

tertbutyl-hydroxylamine

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

CCl3NO2

CCl3NO2

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Isobutane
75-28-5

Isobutane

diluted HNO3

diluted HNO3

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
at 150℃;
Zn(CH3)2

Zn(CH3)2

bromonitropropane

bromonitropropane

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

Conditions
ConditionsYield
With diethyl ether
diethyl ether
60-29-7

diethyl ether

tertiary butyl chloride
507-20-0

tertiary butyl chloride

silver nitrite

silver nitrite

A

tert.-butylnitrite
540-80-7

tert.-butylnitrite

B

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

t-butyl bromide
507-19-7

t-butyl bromide

silver nitrite

silver nitrite

A

tert.-butylnitrite
540-80-7

tert.-butylnitrite

B

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

2,2-dimethylpropane
463-82-1

2,2-dimethylpropane

nitric acid
7697-37-2

nitric acid

A

nitromethane
75-52-5

nitromethane

B

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

C

2,2-dimethyl-1-nitro-propane
34715-98-5

2,2-dimethyl-1-nitro-propane

Conditions
ConditionsYield
at 410℃;
Isobutane
75-28-5

Isobutane

nitric acid
7697-37-2

nitric acid

A

2-nitropropane
79-46-9

2-nitropropane

B

1-nitroisobutane
625-74-1

1-nitroisobutane

C

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

D

acetone
67-64-1

acetone

Conditions
ConditionsYield
at 420℃; Produkt 5:Nitromethan;
2,2-dimethylpropyl nitrate
926-42-1

2,2-dimethylpropyl nitrate

A

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

B

NO2

NO2

Conditions
ConditionsYield
In tetralin at 154℃; Mechanism; Kinetics; Ea, log A, other solvent, other temperatures;
2,2-dimethylpropyl nitrate
926-42-1

2,2-dimethylpropyl nitrate

A

formaldehyd
50-00-0

formaldehyd

B

tert.-butylnitrite
540-80-7

tert.-butylnitrite

C

tetramethyl-2,2,3,3 butane
594-82-1

tetramethyl-2,2,3,3 butane

D

2-methyl-2-butanol nitrate
21823-36-9

2-methyl-2-butanol nitrate

E

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

F

pivalaldehyde
630-19-3

pivalaldehyde

G

NO2

NO2

Conditions
ConditionsYield
In cyclohexane at 175℃; Mechanism; gas phase;
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

N-tert-Butylhydroxylamine
16649-50-6

N-tert-Butylhydroxylamine

Conditions
ConditionsYield
With acetic acid; zinc In ethanol at 10 - 20℃; for 3h;100%
With ammonia borane; gold on titanium oxide In ethanol at 20℃; for 0.666667h; Inert atmosphere;85%
Reduction;82%
tetrakis(triphenylphosphine)nickel(0)
15133-82-1

tetrakis(triphenylphosphine)nickel(0)

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

C4H9NONi(P(C6H5)3)2
71928-64-8

C4H9NONi(P(C6H5)3)2

Conditions
ConditionsYield
In benzene Kinetics; byproducts: P(C6H5)3, OP(C6H5)3; the soln. of Ni(PPh3)4/benzene was added to the soln. of t-BuNO2/benzene with stirring at under Ar, stirred for 1 h; evapd. in vac., washed with hot hexane, dried in vac.;100%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

tetrakis(triethylphosphine)nickel(0)
51320-65-1

tetrakis(triethylphosphine)nickel(0)

C4H9NONi(P(C2H5)3)2
71928-82-0

C4H9NONi(P(C2H5)3)2

Conditions
ConditionsYield
In pentane Kinetics; byproducts: P(C2H5)3, OP(C2H5)3; to the soln. of Ni(PEt3)4/butane the soln. of t-BuNO2/pentane was addedwith stirring at -6°C under Ar, stirred for 1 h, warmed to 25°C; butane was added, cooled to -20°C, the liquid was remuved, partially evapd., this procedure repeated five times, crystd. at -78°C;100%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

tert-butylamine hydrochloride
10017-37-5

tert-butylamine hydrochloride

Conditions
ConditionsYield
Stage #1: 2-Methyl-2-nitropropane With iron(III)-acetylacetonate; hydrazine hydrate In methanol at 150℃; for 0.0333333h; Microwave irradiation;
Stage #2: With hydrogenchloride In water; ethyl acetate chemoselective reaction;
99%
Stage #1: 2-Methyl-2-nitropropane With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique;
Stage #2: With hydrogenchloride In tetrahydrofuran; water; ethyl acetate at 20℃;
99%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

(1R,3aR,4S,7aR)-octahydro-1-[(1’R,2’E)-4’-acetoxy-1’-methyl-but-2’-en-1’-yl]-7a-methyl-4-triethylsilyloxy-1H-indene
1435482-51-1

(1R,3aR,4S,7aR)-octahydro-1-[(1’R,2’E)-4’-acetoxy-1’-methyl-but-2’-en-1’-yl]-7a-methyl-4-triethylsilyloxy-1H-indene

(1R,3aR,4S,7aR)-octahydro-1-[(1’R,2’E)-1’,5’-dimethyl-5’-nitro-hex-2’-en-1’-yl]-7a-methyl-4-triethylsilyloxy-1H-indene
1435482-53-3

(1R,3aR,4S,7aR)-octahydro-1-[(1’R,2’E)-1’,5’-dimethyl-5’-nitro-hex-2’-en-1’-yl]-7a-methyl-4-triethylsilyloxy-1H-indene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In dimethyl sulfoxide at 20℃; for 16h;99%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

C-(2-methoxyphenyl)-N-tert-butylnitrone
130995-65-2

C-(2-methoxyphenyl)-N-tert-butylnitrone

Conditions
ConditionsYield
With acetic acid; zinc In ethanol for 2h; Ambient temperature;97%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

tert-butylamine
75-64-9

tert-butylamine

Conditions
ConditionsYield
With [Zn(BH4)2(py)] In tetrahydrofuran for 0.67h; Heating;96%
Stage #1: 2-Methyl-2-nitropropane In water; acetonitrile at 20℃; for 0.0833333h;
Stage #2: With sodium tetrahydroborate In water; acetonitrile at 20℃; for 0.5h;
90%
With palladium on activated charcoal; tetrabutylammomium bromide; water; sodium hydroxide; silicon at 100℃; for 6h;86%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

2-((2-bromobenzyl)oxy)benzaldehyde
137266-01-4

2-((2-bromobenzyl)oxy)benzaldehyde

C18H20BrNO2

C18H20BrNO2

Conditions
ConditionsYield
With acetic acid; zinc In ethanol at 20℃; for 66h;96%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

isovaleraldehyde
590-86-3

isovaleraldehyde

C9H19NO

C9H19NO

Conditions
ConditionsYield
With acetic acid; zinc In ethanol at 20℃; for 20h;95%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

3-Trifluoromethylbenzaldehyde
454-89-7

3-Trifluoromethylbenzaldehyde

C-<3-(α,α,α-trifluoromethyl)phenyl>-N-tert-butylnitrone
139607-33-3

C-<3-(α,α,α-trifluoromethyl)phenyl>-N-tert-butylnitrone

Conditions
ConditionsYield
With acetic acid; zinc In ethanol for 2h; Ambient temperature;93%
With acetic acid; zinc In ethanol at 0 - 20℃; for 16h;39%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

N-tert-butyl-α-(2-methoxy)phenylnitrone
130995-65-2

N-tert-butyl-α-(2-methoxy)phenylnitrone

Conditions
ConditionsYield
With acetic acid; zinc In ethanol at 0 - 60℃; for 22.5h; Inert atmosphere; Darkness; Molecular sieve;92%
With zinc diacetate; acetic acid In ethanol877.2 mg(93%)
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

isobutylamine
78-81-9

isobutylamine

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In water at 20℃; for 3h; Inert atmosphere; Green chemistry;92%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

3,4 difluorobenzaldehyde
34036-07-2

3,4 difluorobenzaldehyde

3,4-difluorophenyl t-butyl nitrone
204707-23-3

3,4-difluorophenyl t-butyl nitrone

Conditions
ConditionsYield
With acetic acid In ethanol91%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

2,5-difluorobenzaldehyde
2646-90-4

2,5-difluorobenzaldehyde

N-tert-butyl-α-(2,5-difluorophenyl)nitrone
204707-24-4

N-tert-butyl-α-(2,5-difluorophenyl)nitrone

Conditions
ConditionsYield
With acetic acid In ethanol90%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

C16H15NO2

C16H15NO2

C20H24N2O2

C20H24N2O2

Conditions
ConditionsYield
Stage #1: 2-Methyl-2-nitropropane With acetic acid; zinc In ethanol at 20℃; for 3h; Cooling with ice;
Stage #2: C16H15NO2 In ethanol at 20℃; for 10h;
90%
Stage #1: 2-Methyl-2-nitropropane With acetic acid; zinc In ethanol at 20℃; for 3h; Cooling with ice;
Stage #2: C16H15NO2 In ethanol at 20℃; for 10h;
90%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

C12H13NO2

C12H13NO2

C16H22N2O2

C16H22N2O2

Conditions
ConditionsYield
Stage #1: 2-Methyl-2-nitropropane With acetic acid; zinc In ethanol at 20℃; for 3h; Cooling with ice;
Stage #2: C12H13NO2 In ethanol at 20℃; for 16h;
89%
Stage #1: 2-Methyl-2-nitropropane With acetic acid; zinc In ethanol at 20℃; for 3h; Cooling with ice;
Stage #2: C12H13NO2 In ethanol at 20℃; for 16h;
89%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

propionaldehyde
123-38-6

propionaldehyde

Conditions
ConditionsYield
With acetic acid; zinc In ethanol at 20℃; for 29h;88%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

N-ethylidene-1,1-dimethylethanamine N-oxide
55830-07-4

N-ethylidene-1,1-dimethylethanamine N-oxide

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium(II)chloride hexahydrate In acetonitrile at 50℃; for 9h; Irradiation;88%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

butyraldehyde
123-72-8

butyraldehyde

N-butylidene-1,1-dimethylethanamine N-Oxide
72552-75-1

N-butylidene-1,1-dimethylethanamine N-Oxide

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium(II)chloride hexahydrate; N,N-bis(1-methylethyl)-2-methyl-1-propanamine In acetonitrile at 50℃; for 9h; Irradiation;88%
4-Trifluoromethylbenzaldehyde
455-19-6

4-Trifluoromethylbenzaldehyde

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

C-<4-(α,α,α-trifluoromethyl)phenyl>-N-tert-butylnitrone
122778-03-4, 137957-46-1

C-<4-(α,α,α-trifluoromethyl)phenyl>-N-tert-butylnitrone

Conditions
ConditionsYield
With acetic acid; zinc In ethanol for 2h; Ambient temperature;86%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

3-diazo-5-phenyl-3H-1,2,4-triazole
80670-36-6

3-diazo-5-phenyl-3H-1,2,4-triazole

A

t-butylnitrite
917-95-3

t-butylnitrite

B

benzonitrile
100-47-0

benzonitrile

Conditions
ConditionsYield
at 80℃; Yields of byproduct given;A 86%
B n/a
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

benzaldehyde
100-52-7

benzaldehyde

(Z)-N-benzylidene-2-methylpropan-2-amine oxide
3376-24-7, 52392-70-8, 85225-53-2

(Z)-N-benzylidene-2-methylpropan-2-amine oxide

Conditions
ConditionsYield
With acetic acid; zinc In ethanol at 20℃; for 21h;85%
With tin(II) chloride dihdyrate; sodium carbonate In tetrahydrofuran for 32h; Reflux;82%
With acetic acid; zinc In ethanol 1.) 10 deg C, 2 h, 2.) 6 deg C, 48 h;78%
5-hydroxypentanal
4221-03-8

5-hydroxypentanal

2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

C9H19NO2

C9H19NO2

Conditions
ConditionsYield
With acetic acid; zinc In ethanol at 20℃; for 19h;85%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

N,N-bis(1-methylethyl)-2-methyl-1-propanamine
44976-81-0

N,N-bis(1-methylethyl)-2-methyl-1-propanamine

(Z)-2-methyl-N-(2-methylpropylidene)propan-2-amine N-oxide
85664-55-7

(Z)-2-methyl-N-(2-methylpropylidene)propan-2-amine N-oxide

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium(II)chloride hexahydrate In acetonitrile at 50℃; for 9h; Irradiation;84%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

3-Fluorobenzaldehyde
456-48-4

3-Fluorobenzaldehyde

(Z)-N-3-fluorobenzylidene-t-butanamine oxide
139607-30-0

(Z)-N-3-fluorobenzylidene-t-butanamine oxide

Conditions
ConditionsYield
With acetic acid; zinc In ethanol for 2h; Ambient temperature;83%
With acetic acid; zinc In ethanol at 0 - 20℃;
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

N-tert-butyl-α-(3-methoxy)phenylnitrone
115995-22-7

N-tert-butyl-α-(3-methoxy)phenylnitrone

Conditions
ConditionsYield
With acetic acid; zinc In ethanol at 0 - 60℃; for 24h; Inert atmosphere; Darkness; Molecular sieve;83%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

β-naphthaldehyde
66-99-9

β-naphthaldehyde

(Z)‑N‑(tert‑butyl)‑1‑(naphthalen‑2‑yl)methanimine oxide
120350-90-5, 1251855-74-9, 1590374-51-8

(Z)‑N‑(tert‑butyl)‑1‑(naphthalen‑2‑yl)methanimine oxide

Conditions
ConditionsYield
With tin(II) chloride dihdyrate; sodium carbonate In tetrahydrofuran for 32h; Reflux;81%
With acetic acid; zinc In ethanol at 0 - 20℃;
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

(Z)‑N‑(tert‑butyl)‑1‑(4‑chlorophenyl)methanimine oxide
40117-30-4, 137957-45-0

(Z)‑N‑(tert‑butyl)‑1‑(4‑chlorophenyl)methanimine oxide

Conditions
ConditionsYield
With acetic acid; zinc In ethanol for 2h; Ambient temperature;80%
With tin(II) chloride dihdyrate; sodium carbonate In tetrahydrofuran for 32h; Reflux;80%
2-Methyl-2-nitropropane
594-70-7

2-Methyl-2-nitropropane

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

N-<(4-Bromophenyl)methylene>-2-methyl-2-propanamine N-oxide
76790-28-8, 127896-05-3

N-<(4-Bromophenyl)methylene>-2-methyl-2-propanamine N-oxide

Conditions
ConditionsYield
With acetic acid; zinc In ethanol for 2h; Ambient temperature;80%

594-70-7Relevant articles and documents

-

Kornblum,Clutter

, p. 4494,4495 (1954)

-

Comparison of Heterogeneous and Homogeneous Electron-Transfer Rates for Some Nitroalkanes and Diketones

Evans, Dennis H.,Gilicinski, Andrew G.

, p. 2528 - 2533 (1992)

Redox catalysis has been used to investigate the homogeneous electron-transfer reactions between the substrates (nitroalkane or diketone) and the reduced form of the catalyst, which was terephthalonitrile.The substrates were RNO2 (R=Me, Et, i-Pr, and t-Bu) and RC(O)C(O)R (R=Me, Et, and t-Bu).The experiments were conducted in acetonitrile solvent at 298 K with three different electrolytes, R4NClO4 (R=Et, n-Bu, and n-C7H15).The effect of added water and alcohols (methanol, ethanol, and s-butanol) was investigated.Formal potentials and standard heterogeneous electron-transfer rate constants, ks, were also determined.It was found that increasing the size of the cation of the electrolyte resulted in a decrease in ks but did not affect the rate of the homogeneous electron-transfer reactions.The result is interpreted as a decrease in electron-tunneling rate with increasing thickness of a compact layer of adsorbed cations, a double-layer effect that cannot influence the homogeneous reaction.Addition of the hydroxylic solutes, S, caused diminution of both ks and the rate constant of homogeneous electron transfer from the anion radical of the substrate to the catalyst.This result is discussed in terms of two models, viz., complexation or adduct formation between the anion radical and S or increasing solvation energy of the anion radical.

Copper(II) mediated phenol ring nitration by nitrogen dioxide

Kumar, Vikash,Ghosh, Somnath,Saini, Anoop Kumar,Mobin, Shaikh M.,Mondal, Biplab

, p. 19909 - 19917 (2015/12/01)

Cu(ii) complexes of N2O2 type ligands, L1H2 and L2H2 [L1H2 = 6,6′-(((pyridin-2-ylmethyl)azanediyl)bis(methylene))bis(2,4-di-tert-butylphenol); L2H2 = 2,4-di-tert-butyl-6-(((3-(tert-butyl)-2-hydroxy-5-methylbenzyl)(pyridin-2-yl-methyl)amino)methyl)phenol], have been synthesized. Addition of nitrogen dioxide (NO2) in THF solutions of the complexes resulted in the nitration at the 4-position of a coordinated equatorial phenolate ring of the ligand frameworks. This nitration did not occur at the phenol ring which is axially coordinated to the metal center. Spectroscopic evidence suggests that the reaction proceeds through a phenoxyl radical complex formation.

HYDROCARBON FEED FLEXIBLE HIGH PRESSURE NITRATION PLANT DESIGN

-

Page/Page column 21-26, (2011/07/09)

Disclosed is an apparatus for synthesizing nitroalkanes by reaction of a hydrocarbon feedstock with aqueous nitric acid. The apparatus may be designed such that it can synthesize more than one nitroalkane using the same equipment.

Spin trapping of Au-H intermediate in the alcohol oxidation by supportedand unsupported gold catalysts

Conte, Marco,Miyamura, Hiroyuki,Kobayashi, Shu,Chechik, Victor

supporting information; experimental part, p. 7189 - 7196 (2009/09/30)

Electron paramagnetic resonance (EPR) spectroscopy and spin trapping were used to explore the mechanism of alcohol oxidation over gold catalysts. Reaction of secondary alcohols with supported and unsupported gold catalysts (e.g., Au/CeO2, polymer-Incarcerated Au nanoparticles,PPh 3-protected Au nanoparticles) In the presence of spin tr aps led to the formation of a hydrogen spin adduct. Using Isotope labeling, we confirmed that the hydrogen In the spin adduct originates from the cleavage of the C-H bond In the alcohol molecule. The formation of thehydrogen spin adduct most likely results from the abstraction of hydrog en from the Au surface by a spin trap. These results thus strongly suggest Intermediate formation of Au-H species during alcohol oxidation. The role of oxygen In this mechanism Is to restore the catalytic activity rather than oxidize alcohol. This was further confirmed by carrying out gold-catalyzed alcohol oxidation In the absence of oxygen, with nitroxidesas hydrogen abstractors. The support (e.g., metal oxides) can activate oxygen and act as an H abstractor from the gold surface and hence lead t o a faster recovery of the activity. Peroxyl radicals were also observedduring alcohol oxidation, consistent with a free-radical autoxidation m echanism. However, this mechanism Is likely to be a minor side reaction,which does not lead to the formation of an appreciable amount of oxidat ion products.

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