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3964-18-9

Basic Information
CAS No.: 3964-18-9
Name: Butane,2,3-dimethyl-2,3-dinitro-
Molecular Structure:
Molecular Structure of 3964-18-9 (Butane,2,3-dimethyl-2,3-dinitro-)
Formula: C6H12N2O4
Molecular Weight: 176.07
Synonyms: 2,3-Dinitro-2,3-dimethylbutane;NSC 1156;
EINECS: 223-569-9
Density: 1.15 g/cm3
Melting Point: 214-215 °C (dec.)(lit.)
Boiling Point: 219.8 °C at 760 mmHg
Flash Point: 80.2 °C
Solubility:
Appearance: white to off-white crystal or crystalline powder
Hazard Symbols: ToxicT
Risk Codes: 25
Safety: 45
Transport Information: UN 2811 6.1/PG 2
PSA: 91.64000
LogP: 2.14340
Synthetic route
18995-13-6

Diethyl ethylsodiomalonate

74974-44-0

2-nitro-2-thiocyanatopropane

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

42798-10-7

2,3-bis(ethoxycarbonyl)-2,3-diethylsuccinic acid diethyl ester

Conditions
ConditionsYield
In dimethyl sulfoxide for 5h; Photolysis;A 95%
B 53%
3958-63-2

lithium 2-nitropropane

1483-73-4

diphenyliodonium bromide

A

50-00-0

formaldehyd

B

591-50-4

iodobenzene

C

92-52-4

biphenyl

D

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

E

3457-58-7

2-nitro-2-phenylpropane

F

71-43-2

benzene

Conditions
ConditionsYield
In methanol at 30℃; for 48h; Mechanism; Product distribution; other diaryliodonium bromides, other times, effect of light and oxygen;A 38%
B 94%
C 5%
D 5%
E 41%
F 43%
14384-47-5

2,3-Dihydro-2,2,3,3,5,6-hexamethylpyrazine-1,4-dioxide

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

431-03-8

dimethylglyoxal

Conditions
ConditionsYield
With ozone In chloroform-d1 at -78℃; for 0.25h;A 93%
B n/a
66463-89-6

1-methyl-1-nitroethyl p-nitrophenyl sulphide

2-nitropropane sodium salt

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 5h; Irradiation;92%
In N,N-dimethyl-formamide for 4h; Product distribution; Irradiation; dark, reaction in the presence of free-radical scavengers; reaction with other α-nitrosulphides;71 % Chromat.
79-46-9

2-nitropropane

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

Conditions
ConditionsYield
Stage #1: 2-nitropropane With sodium hydroxide for 0.5h; Cooling with ice;
Stage #2: With bromine In ethanol at 90℃; for 2.5h; Cooling with ice;
91.2%
With bromine; sodium hydroxide In ethanol at 84℃; for 3h;83%
Stage #1: 2-nitropropane With bromine; sodium hydroxide In water Cooling with ice;
Stage #2: In ethanol; water at 90℃; for 3h;
81%
5447-97-2

2-bromo-2-nitropropane

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

Conditions
ConditionsYield
With sodium tert-butyl thiolate In N,N-dimethyl-formamide at 25℃; Irradiation;90%
With 2-mercaptopyridine-1-oxide sodium salt In methanol for 21h;32%
With sodium tert-butyl thiolate In N,N-dimethyl-formamide Product distribution; Irradiation; Products distribution at various temperatures;
3958-63-2

lithium 2-nitropropane

1483-73-4

diphenyliodonium bromide

A

591-50-4

iodobenzene

B

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

C

3457-58-7

2-nitro-2-phenylpropane

D

71-43-2

benzene

Conditions
ConditionsYield
With isopropenylbenzene In methanol at 30℃; for 48h; Further byproducts given;A 88%
B 2%
C 67%
D 8%

2-nitropropane sodium salt

15718-46-4

2,2'-dipyrimidyl disulfide

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

95106-83-5

1-methyl-1-nitroethylpyrimidin-2-yl sulphide

Conditions
ConditionsYield
With oxygen In N,N-dimethyl-formamide for 8h;A 7%
B 86%
5275-46-7

2-nitro-2-nitrosopropane

A

595-49-3

2,2-dinitropropane

B

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

C

67-64-1

acetone

D

2-Nitro-2-nitrosooxy-propane

Conditions
ConditionsYield
In 1,1,2-Trichloro-1,2,2-trifluoroethane at 31℃;A n/a
B n/a
C 83%
D 17%
79-46-9

2-nitropropane

1220564-53-3

6-nitro-N-propyl-2-trichloromethylquinazolin-4-amine

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

1220564-57-7

2-(1-chloro-2-methylprop-1-enyl)-6-nitro-N-propylquinazolin-4-amine

Conditions
ConditionsYield
Stage #1: 2-nitropropane With tetra(n-butyl)ammonium hydroxide In dichloromethane; water at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 6-nitro-N-propyl-2-trichloromethylquinazolin-4-amine In dichloromethane; water at 20℃; for 4h; UV-irradiation; Inert atmosphere;
A n/a
B 83%
3240-34-4

[bis(acetoxy)iodo]benzene

1428264-89-4

2-isocyano-5-methyl-1,1'-biphenyl

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

1402547-38-9

2,6-dimethylphenanthridine

Conditions
ConditionsYield
With 2-nitropropane; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 2h; Reagent/catalyst; Solvent; Inert atmosphere; Green chemistry;A 51%
B 82%
3958-63-2

lithium 2-nitropropane

30007-47-7

bronidox

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

91173-72-7

5-nitro-5-(2-nitro-1-methylethyl)-1,3-dioxane

C

86251-74-3

5-nitro-5-(5-nitro-1,3-dioxa-5-cyclohexyl)-1,3-dioxacyclohexane

D

LiBr

LiBr

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 3h;A n/a
B 80%
C 15%
D n/a
In dimethyl sulfoxide at 20℃; for 3h; Yields of byproduct given;A 40%
B n/a
C n/a
D n/a
66463-89-6

1-methyl-1-nitroethyl p-nitrophenyl sulphide

nitrocyclohexane sodium salt

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

1636-28-8

1-(1-methyl-1-nitroethyl)-1-nitrocyclohexane

Conditions
ConditionsYield
In dimethyl sulfoxide for 4h; Irradiation;A 14%
B 76%
20846-00-8

2-nitro-propan-2-ide

74974-44-0

2-nitro-2-thiocyanatopropane

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

Conditions
ConditionsYield
In dimethyl sulfoxide for 2h; Irradiation;72%
Mechanism; Irradiation; reactions with further anions in various conditions;
20846-00-8

2-nitro-propan-2-ide

1-(dichloromethyl)-5-nitroisoquinoline

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

1-(2-methyl-1-propenyl)-5-nitroisoquinoline

C

1-(1-Chloro-2-methyl-propenyl)-5-nitro-isoquinoline

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 24h; Irradiation;A n/a
B 72%
C n/a
In dichloromethane; water for 24h; Product distribution; Irradiation; with different scavengers and solvent;A n/a
B 38%
C 30%
In dichloromethane; water for 24h; Irradiation;A n/a
B 38%
C 30%
24163-39-1

sodium 2-nitropropane

74974-44-0

2-nitro-2-thiocyanatopropane

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

Conditions
ConditionsYield
In dimethyl sulfoxide for 2h; Photolysis;72%
3958-63-2

lithium 2-nitropropane

2,4-dibromo-2,4-dinitropentane

A

5447-97-2

2-bromo-2-nitropropane

B

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

C

trans-1,2-dimethyl-1,2-dinitrocyclopropane

Conditions
ConditionsYield
In dimethyl sulfoxide at 18 - 20℃; for 0.00833333h;A 5%
B 70%
C 25%
With m-DNB In dimethyl sulfoxide at 18 - 20℃; for 0.00833333h;A 25%
B 5%
C 20%
595-49-3

2,2-dinitropropane

18803-44-6

sodium p-chlorothiophenolate

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

52755-34-7

1-methyl-1-nitroethyl p-chlorophenyl sulphide

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 18h; Photolysis;A n/a
B 69%
630-51-3

tetramethyl succinic acid

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

Conditions
ConditionsYield
With nitronium tetrafluoborate; silver carbonate In N,N-dimethyl acetamide at 90℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;69%
41658-69-9

2-bromo-2-methyl-propionitrile

79-46-9

2-nitropropane

A

29770-62-5

α,α-dimethyl-β-nitroisovaleronitrile

B

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

Conditions
ConditionsYield
With potassium tert-butylate In N,N,N,N,N,N-hexamethylphosphoric triamideA 68%
B n/a
98591-28-7

6-nitro-2-trichloromethylquinazolin-4(3H)-one

147225-22-7

2-lithio-2-nitropropane

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

1220564-78-2

2-(1-chloro-2-methylprop-1-enyl)-6-nitroquinazolin-4(3H)-one

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 2h; UV-irradiation; Inert atmosphere;A n/a
B 67%
5447-97-2

2-bromo-2-nitropropane

36954-04-8

4(5)-nitroimidazole anion

A

595-49-3

2,2-dinitropropane

B

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

C

117836-30-3

1-(1-methyl-1-nitroethyl)-4-nitroimidazole

Conditions
ConditionsYield
With sodium persulfate; potassium hexacyanoferrate(III) for 1h;A n/a
B 20%
C 63%
3958-63-2

lithium 2-nitropropane

96246-33-2

2-chloro-2-nitrohept-6-ene

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

96246-38-7

2,3-dimethyl-2,3-dinitro-7-octene

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 48h; Irradiation;A 12%
B 63%
20846-00-8

2-nitro-propan-2-ide

74974-48-4

1-nitro-1-thiocyanatocyclohexane

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

1636-28-8

1-(1-methyl-1-nitroethyl)-1-nitrocyclohexane

Conditions
ConditionsYield
In dimethyl sulfoxide for 4h; Irradiation;A 16%
B 61%
66463-89-6

1-methyl-1-nitroethyl p-nitrophenyl sulphide

18995-13-6

diethyl ethylmalonate sodium salt

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

75376-77-1

diethyl 2-(1-nitro-1-methylethyl)-2-ethylmalonate

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 4h; Irradiation;A 61%
B 21%
24163-39-1

sodium 2-nitropropane

74974-48-4

1-nitro-1-thiocyanatocyclohexane

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

1636-28-8

1-(1-methyl-1-nitroethyl)-1-nitrocyclohexane

Conditions
ConditionsYield
In dimethyl sulfoxide for 5h; Photolysis;A 30%
B 60%
41774-06-5

α-nitroisopropyl phenyl sulfone

18803-44-6

sodium p-chlorothiophenolate

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

52755-34-7

1-methyl-1-nitroethyl p-chlorophenyl sulphide

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 4h; Photolysis;A n/a
B 59%
120-78-5

di(benzothiazol-2-yl)disulfide

2-nitropropane sodium salt

A

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

B

75376-74-8

1,3-benzothiazol-2-yl 1-methyl-1-nitroethyl sulphide

Conditions
ConditionsYield
With oxygen In N,N-dimethyl-formamide for 8h;A 11%
B 58%
5275-46-7

2-nitro-2-nitrosopropane

383-73-3

bis(trifluoroacetyl)peroxide

A

595-49-3

2,2-dinitropropane

B

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

C

67-64-1

acetone

D

2-Nitro-2-nitrosooxy-propane

E

1,1,1-Trifluoro-2-methyl-2-nitro-propane

Conditions
ConditionsYield
In 1,1,2-Trichloro-1,2,2-trifluoroethane at 31℃; Rate constant; Mechanism; Product distribution; var. ratio diacyl peroxide;A 55%
B n/a
C 30%
D 7%
E 8%
3958-63-2

lithium 2-nitropropane

2665-60-3

(p-methylphenyl)phenyliodonium bromide

A

50-00-0

formaldehyd

B

591-50-4

iodobenzene

C

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

D

624-31-7

4-tolyl iodide

Conditions
ConditionsYield
In methanol at 30℃; for 48h; Further byproducts given;A 37%
B 44%
C 6%
D 54%
3964-18-9

2,3-dimethyl-2,3-dinitrobutane

20485-44-3

2,3-dimethyl-2,3-diaminobutane

Conditions
ConditionsYield
With hydrogenchloride; tin for 3h; Heating;81%
With hydrogenchloride; tin75%
With hydrogenchloride; tin In water at 105℃; for 4h;60%
3964-18-9

2,3-dimethyl-2,3-dinitrobutane

14384-45-3

N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

Conditions
ConditionsYield
With aluminum amalgam In tetrahydrofuran; water at -7 - -2℃; for 0.75h;79%
With aluminum amalgam In tetrahydrofuran; water at 0℃; for 0.333333h;76%
With ammonium chloride; zinc In tetrahydrofuran at 4 - 6℃; for 16.5h;68%

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

75804-28-3

2,3-diamino-2,3-dimethylbutane bishydrochloride

Conditions
ConditionsYield
Stage #1: 2,3-dimethyl-2,3-dinitrobutane With hydrogenchloride; tin In water at 50℃; for 2h; Reflux;
Stage #2: With potassium hydroxide In water
61%
Stage #1: 2,3-dimethyl-2,3-dinitrobutane With hydrogenchloride; tin In water at 50℃; for 2.16667h; Reflux;
Stage #2: With potassium hydroxide In water
Stage #3: With hydrogenchloride In water pH=2;
61%
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  • 2,3-Dimethyl-2,3-dinitrobutane CAS NO.3964-18-9

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    2,3-Dimethyl-2,3-dinitrobutane CAS NO.3964-18-9

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Specification

The CAS register number of Butane,2,3-dimethyl-2,3-dinitro- is 3964-18-9. The IUPAC name about this chemical is 2,3-dimethyl-2,3-dinitrobutane. The molecular formula about this chemical is C6H12N2O4 and the molecular weight is 176.17. It belongs to the following product categories which include Nitro Compounds; Nitrogen Compounds; Organic Building Blocks and so on.

Physical properties about Butane,2,3-dimethyl-2,3-dinitro- are: (1)ACD/LogP: 1.82; (2)ACD/LogD (pH 5.5): 1.82; (3)ACD/LogD (pH 7.4): 1.82  ; (4)#H bond acceptors: 6; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 91.64Å2; (7)Index of Refraction: 1.458; (8)Molar Refractivity: 41.82 cm3; (9)Molar Volume: 153.2 cm3; (10)Polarizability: 16.57x10-24cm3; (11)Surface Tension: 37 dyne/cm; (12)Flash Point: 80.2 °C; (13)Enthalpy of Vaporization: 45.63 kJ/mol; (14)Boiling Point: 219.8 °C at 760 mmHg; (15)Vapour Pressure: 0.117 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-nitro-propane. This reaction will need reagent air aand NaOH-solution.

Uses of Butane,2,3-dimethyl-2,3-dinitro-: it can be used to produce 1,1,2,2-tetramethyl-ethanediyldiamine. This reaction will need reagent tin and hydrochloric acid.

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic if swallowed. In case of accident or if you feel unwell, please seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: CC(C)(C(C)(C)[N+](=O)[O-])[N+](=O)[O-]
(2)InChI: InChI=1/C6H12N2O4/c1-5(2,7(9)10)6(3,4)8(11)12/h1-4H3
(3)InChIKey: DWCLXOREGBLXTD-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C6H12N2O4/c1-5(2,7(9)10)6(3,4)8(11)12/h1-4H3
(5)Std. InChIKey: DWCLXOREGBLXTD-UHFFFAOYSA-N