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| CAS No.: | 528-29-0 |
|---|---|
| Name: | 1,2-Dinitrobenzene |
| Article Data: | 92 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H4N2O4 |
| Molecular Weight: | 168.109 |
| Synonyms: | Benzene,o-dinitro- (8CI);NSC 60682;Ortho-dinitrobenzene;o-Dinitrobenzene; |
| EINECS: | 208-431-8 |
| Density: | 1.486 g/cm3 |
| Melting Point: | 116 °C |
| Boiling Point: | 319.9 °C at 760 mmHg |
| Flash Point: | 169.2 °C |
| Solubility: | water: 150 mg/L (20 °C) |
| Appearance: | light yellow-brown powder |
| Hazard Symbols: |
 T+, N
|
| Risk Codes: | 26/27/28-33-50/53 |
| Safety: | 28-36/37-45-60-61-28A |
| Transport Information: | UN 3443 6.1/PG 2 |
| PSA: | 91.64000 |
| LogP: | 2.54940 |
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| Conditions | Yield |
|---|---|
| With nitric acid at 50℃; for 3h; | A 90.2% B 8.8% |
| With nitric acid; sulfuric acid; sulfur trioxide In dichloromethane at 25℃; for 1.3h; Yield given. Yields of byproduct given; | |
| With sulfuric acid; uronium nitrate at 25℃; for 24h; |
| Conditions | Yield |
|---|---|
| With sulfuric acid; acetic acid; tetra-n-propylammonium bromate for 1.25h; Heating; | 88% |
| With sodium perborate In acetic acid at 50 - 55℃; | 76% |
| With sodium perborate In acetic acid at 50 - 60℃; for 2h; | 76% |
| Conditions | Yield |
|---|---|
| With water; fluorine In chloroform; acetonitrile at -15℃; for 0.0333333h; | 85% |
| With 3,3-dimethyldioxirane Yield given; |
- 24564-52-1
4-(dimethylamino)benzenediazonium tetrafluoroborate
A
- 121-69-7
N,N-dimethyl-aniline
B
- 528-29-0
1,2-Dinitrobenzene
C
- 3010-38-6
N,N-dimethyl-4-[(2-nitrophenyl)diazenyl]aniline
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 1h; | A 60% B 83% C 13% |
| In tetrahydrofuran at -30℃; for 1h; Product distribution; also in MeCN; | A 60% B 83% C 13% |
| at -30℃; Mechanism; Product distribution; effect of solvents and 18-crown-6- additive; |
- 24564-52-1
4-(dimethylamino)benzenediazonium tetrafluoroborate
A
- 121-69-7
N,N-dimethyl-aniline
B
- 119525-59-6
3-nitro-4-hydroxy-4'-N,N-dimethylaminoazobenzene
C
- 528-29-0
1,2-Dinitrobenzene
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 1h; | A 13% B 46% C 71% |
- 24564-52-1
4-(dimethylamino)benzenediazonium tetrafluoroborate
A
- 121-69-7
N,N-dimethyl-aniline
B
- 119525-59-6
3-nitro-4-hydroxy-4'-N,N-dimethylaminoazobenzene
C
- 528-29-0
1,2-Dinitrobenzene
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 1h; Product distribution; also in DMSO and in the presence of 18-crown-6; | A 13% B 46% C 71% |
- 459-64-3
4-methoxybenzenediazonium tetrafluoroborate
A
- 100-66-3
methoxybenzene
B
- 120124-71-2
4-methoxy-3'-(2''-nitrobenzene-α-azoxy)-4'-hydroxyazobenzene
C
- 528-29-0
1,2-Dinitrobenzene
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 1h; Product distribution; also in DMSO and in the presence of 18-crown-6; | A 20% B 42% C 65% |
- 456-27-9
4-nitrobenzenediazonium tetrafluoroborate
A
- 88210-30-4
3,4'-dinitro-4-hydroxyazobenzene
B
- 98-95-3
nitrobenzene
C
- 528-29-0
1,2-Dinitrobenzene
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 1h; | A 58% B n/a C 63% |
- 456-27-9
4-nitrobenzenediazonium tetrafluoroborate
A
- 88210-30-4
3,4'-dinitro-4-hydroxyazobenzene
B
- 98-95-3
nitrobenzene
C
- 528-29-0
1,2-Dinitrobenzene
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 1h; Product distribution; also in DMSO and in the presence of 18-crown-6; | A 58% B 27% C 63% |
- Total:16 Page 1 of 1 1
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Chemistry
MF: C6H4N2O4
MW: 168.11
EINECS: 208-431-8
Density: 1.486 g/cm3
Flash Point: 150 °C
Stability: Highly reactive
Melting Point: 116-119 ºC
IUPAC Name: 1,2-dinitrobenzene
Water Solubility: 150 mg/L (20 ºC)
Appearance: Colorless to yellow solid
Enthalpy of Vaporization: 53.92 kJ/mol
Boiling Point: 319.9 °C at 760 mmHg
Vapour Pressure: 0.000614 mmHg at 25°C
Air & Water: Reactions Slowly mixes with water.
Synonyms: 1,2-Dinitro-benzen ; 1,2-Dinitrobenzol ; Benzene, o-dinitro- ; Benzene,1,2-dinitro- ; Benzene,1,2-dinitro-(9CI) ; Benzene,o-dinitro- ; NSC60682 ; O-dinitro-benzen
Following is the molecular structure of O-dinitrobenzen (528-29-0):
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Uses
O-dinitrobenzen (528-29-0)is used for the synthesis of dyestuffs, dyestuff intermediates, explosives, and celluloid production.
Production
Reactivity Profile of O-dinitrobenzen (528-29-0): All three isomers have similar properties and may react vigorously with oxidizing materials. Their reaction with nitric acid (nitration) will lead to a mixture of trinitrobenzenes possessing high-explosive properties. If heat and reaction conditions of the nitration are not controlled, detonation comparable to TNT may occur. Mixture of 1,3-dinitrobenzene with tetranitromethane was found highly explosive. 1,2-dinitrobenzene is a severe explosion hazard when shocked or exposed to heat or flame. When heated to decomposition all dinitrobenzens emit toxic fumes of nitrogen oxides.
Safety Profile
Suspected carcinogen. Poison by inhalation and ingestion. Moderately toxic by skin contact. Can cause liver, kidney, and central nervous system injury. Combustible when exposed to heat or flame; can react vigorously with oxidizing materials. A severe explosion hazard when shocked or exposed to heat or flame. It is used in bursting charges and to fill artillery shells. Mixtures with nitric acid are highly explosive. To fight fire, use water, CO2, dry chemical. Dangerous; when heated to decomposition it emits highly toxic fumes of NOx and explodes.
Safety Information of O-dinitrobenzen (528-29-0):
Hazard Codes: T+,N
T+: Very Toxic .gif)
N: Dangerous for the environment .gif){kind=small}
Risk Statements: 26/27/28-33-50/53
26/27/28: Very Toxic by inhalation, in contact with skin and if swallowed
33: Danger of cumulative effects
50/53: Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 28-36/37-45-60-61-28A
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer
36/37: Wear suitable protective clothing and gloves
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
60: This material and/or its container must be disposed of as hazardous waste
61: Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR: UN 3443 6.1/PG 2
WGK Germany: 3
RTECS: CZ7450000
HazardClass: 6.1(a)
PackingGroup: II
HS Code: 29042000
Standards and Recommendations
OSHA PEL: TWA 1 mg/m3 (skin)
ACGIH TLV: TWA 0.15 ppm (skin)
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
DOT Classification: 6.1; Label: Poison