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606-20-2

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Basic Information
CAS No.: 606-20-2
Name: 2,6-Dinitrotoluene
Article Data: 61
Molecular Structure:
Molecular Structure of 606-20-2 (2,6-Dinitrotoluene)
Formula: C7H6N2O4
Molecular Weight: 182.136
Synonyms: Toluene,2,6-dinitro- (8CI);1-Methyl-2,6-dinitrobenzene;2,6-DNT;
EINECS: 210-106-0
Density: 1.407 g/cm3
Melting Point: 65 °C
Boiling Point: 278.2 °C at 760 mmHg
Flash Point: 130.6 °C
Solubility: 0.0182 g/100 mL in water
Appearance: tan crystals
Hazard Symbols: ToxicTFlammableF
Risk Codes: 45-48/22-52/53-62-68-39/23/24/25-11
Safety: 53-45-61-36/37
Transport Information: UN 3454
PSA: 91.64000
LogP: 2.85780
Synthetic route
88-72-2

1-methyl-2-nitrobenzene

A

121-14-2

2,4-dinitrotoluene

B

606-20-2

2,6-dinitrotoluene

Conditions
ConditionsYield
With nitric acid; Chloroacetic anhydride at 50℃; for 4h;A 94%
B 5%
With dinitrogen pentoxide; H-faujasite zeolite F-712 In dichloromethaneA 77%
B 15%
With nitric acid at 50℃; for 3h;A 71.5%
B 28.5%
108-88-3

toluene

A

121-14-2

2,4-dinitrotoluene

B

606-20-2

2,6-dinitrotoluene

Conditions
ConditionsYield
With succinic acid anhydride; nitric acid at 4℃; for 50h; Product distribution / selectivity;A 85%
B 8.2%
With Perfluorooctanesulfonic acid; nitric acid; ytterbium(III) perfluorooctanesulfonate In hexane at 60℃; for 4h;A 84%
B 16%
With Perfluorooctanesulfonic acid; nitric acid; ytterbium(III) perfluorooctanesulfonate In hexane at 60℃; for 4h;A 80%
B 18%
108-88-3

toluene

A

99-99-0

1-methyl-4-nitrobenzene

B

121-14-2

2,4-dinitrotoluene

C

606-20-2

2,6-dinitrotoluene

Conditions
ConditionsYield
With succinic acid anhydride; nitric acid at 4℃; for 50h; Product distribution / selectivity;A 7.9%
B 85%
C 6.3%
With nitric acid; dichloroacetic anhydride In dichloromethane at 50℃; for 0.166667h; Time;
603-83-8

3-nitro-o-tolylamine

606-20-2

2,6-dinitrotoluene

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane for 10h; Reflux;63%
108-88-3

toluene

A

99-99-0

1-methyl-4-nitrobenzene

B

88-72-2

1-methyl-2-nitrobenzene

C

121-14-2

2,4-dinitrotoluene

D

606-20-2

2,6-dinitrotoluene

Conditions
ConditionsYield
With trinitratooxovanadium(V) In dichloromethane for 0.1h; Ambient temperature; Further byproducts given;A 41%
B 35%
C 19%
D 3%
With sulfuric acid; nitric acid at 20 - 90℃; Product distribution; Further Variations:; Temperatures; Reagents; Nitration;
With MoO3 upon silica gel; nitric acid In tetrachloromethane at 20℃; for 2.5h; Product distribution; Further Variations:; Reagents;
With sulfuric acid; nitric acid; acetic anhydride at 30℃; Product distribution; Further Variations:; Temperatures; Reagents; residence time;
Stage #1: toluene With nitric acid; acetic anhydride at 20℃;
Stage #2: With nitric acid; acetic anhydride In water at 50℃; Reagent/catalyst;
88-72-2

1-methyl-2-nitrobenzene

606-20-2

2,6-dinitrotoluene

Conditions
ConditionsYield
Nitrierung;
19406-51-0

4-Amino-2,6-dinitrotoluene

606-20-2

2,6-dinitrotoluene

Conditions
ConditionsYield
With sulfuric acid Diazotization.man schuettet das Produkt in Alkohol;
With hydrogenchloride; hypophosphoric acid; sodium nitrite
(i) (diazotization), (ii) (reduction); Multistep reaction;
Behandlung des Diazoniumsulfats mit siedendem Alkohol.Diazotization;
108-88-3

toluene

A

99-08-1

1-methyl-3-nitrobenzene

B

99-99-0

1-methyl-4-nitrobenzene

C

88-72-2

1-methyl-2-nitrobenzene

D

121-14-2

2,4-dinitrotoluene

E

606-20-2

2,6-dinitrotoluene

Conditions
ConditionsYield
With sulfur dioxide; dinitrogen pentoxide at -78 - -11℃; for 4h; Product distribution; other aromatic comp., var. nitration systems;A 1 % Chromat.
B 8 % Chromat.
C 7 % Chromat.
D 56 % Chromat.
E 15 % Chromat.
With claycop (montmorillonite clay impregnated with copper nitrate); nitric acid; acetic anhydride In tetrachloromethane at 25℃; for 4h; Product distribution; other reagents, solvent, time dependence of yields;
24431-33-2

2-aci-Nitro-6-nitro-toluol

606-20-2

2,6-dinitrotoluene

Conditions
ConditionsYield
With perchloric acid; sodium perchlorate at 15 - 80℃; Kinetics;

2,6-Dinitro-benzyl-Anion

606-20-2

2,6-dinitrotoluene

Conditions
ConditionsYield
With sodium perchlorate; acetic acid at 15 - 80℃; Kinetics; other reaction partners;
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Chemistry

IUPAC Name: 2-Methyl-1,3-dinitrobenzene
Synonyms of 2,6-Dinitrotoluene (CAS NO.606-20-2): 1-Methyl-2,6-dinitrobenzene ; 2,6-Dinitromethylbenzene ; 2-Methyl-1,3-dinitrobenzene ; Benzene, 2-methyl-1,3-dinitro- ; Toluene, 2,6-dinitro-
CAS NO: 606-20-2
Molecular Formula: C7H6N2O4
Molecular Weight: 182.13
Molecular Structure:
EINECS: 210-106-0
H bond acceptors: 6
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 91.64 Å2
Index of Refraction: 1.598
Molar Refractivity: 44.16 cm3
Molar Volume: 129.3 cm3
Surface Tension: 57.2 dyne/cm
Density: 1.407 g/cm3
Flash Point: 130.6 °C
Enthalpy of Vaporization: 49.6 kJ/mol
Boiling Point: 278.2 °C at 760 mmHg
Vapour Pressure: 0.00731 mmHg at 25°C
Melting point: 65 °C
Water solubility: 0.0182 g/100 mL
Appearance: tan crystals
Stability: Stable, but shock sensitive. Incompatible with oxidizing agents, reducing agents, strong bases. Heating may cause explosion.
Product Categories of 2,6-Dinitrotoluene (CAS NO.606-20-2): Benzene derivatives;Aromatic Hydrocarbons (substituted) & Derivatives;Organics;DID - DIN;Alpha Sort;Analytical Standards;AromaticsVolatiles/ Semivolatiles;Chemical Class;D;DAlphabetic;DID - DINAnalytical Standards;8000 Series Solidwaste Methods;Environmental Standards;ExplosivesEPA;Method 8330Chromatography;Solid Waste;Volatiles/ Semivolatiles;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks

Uses

 2,6-Dinitrotoluene (CAS NO.606-20-2) is mainly used for synthesis of medicine, dyes, paints and other fine chemicals, Besides, it is also used for preparation of explosive.

Production

 2,4-Dinitrotoluene (606-20-2) is formed from o-nitrotoluene derived by nitration.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 621mg/kg (621mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) National Technical Information Service. Vol. AD-A080-146,
rat LC50 inhalation 240mg/m3/6H (240mg/m3) BEHAVIORAL: GENERAL ANESTHETIC

LUNGS, THORAX, OR RESPIRATION: FIBROSING ALVEOLITIS

LUNGS, THORAX, OR RESPIRATION: CHANGES IN LUNG WEIGHT
National Technical Information Service. Vol. OTS0533663,
rat LD50 oral 177mg/kg (177mg/kg)   National Technical Information Service. Vol. PB214-270,

 

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Safety Information about
Hazard Codes : ToxicTFlammableF
Risk Statements: 45-48/22-52/53-62-68-39/23/24/25-11
45: May cause cancer
48/22: Harmful: danger of serious damage to health by prolonged exposure if swallowed
52/53: Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment
62: Possible risk of impaired fertility
68: Possible risk of irreversible effects
39/23/24/25: Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed
11: Highly Flammable
Safety Statements : 53-45-61-36/37
53: Avoid exposure - obtain special instruction before use
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
61: Avoid release to the environment. Refer to special instructions safety data sheet
36/37: Wear suitable protective clothing and gloves 
RIDADR: UN 3454 6.1/PG 2
WGK Germany: 3
RTECS: XT1925000
HazardClass: 6.1
PackingGroup: II
Poison by ingestion. A skin irritant. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also 2,4-DINITROTOLUENE.

Standards and Recommendations

OSHA PEL: TWA 1.5 mg/m3 (skin)
NIOSH REL: (Dinitrotoluene) Reduce to lowest level

Specification

 2,6-Dinitrotoluene (CAS NO.606-20-2) is sensitive to heat. it may explode when exposed to heat or flame. 2,6-Dinitrotoluene can be detonated only by a very strong initiator. And 2,6-Dinitrotoluene is incompatible with strong oxidizers. Besides, it is also incompatible with caustics and metals such as tin and zinc. It may react with reducing agents. 2,6-Dinitrotoluene will attack some forms of plastics, rubber and coatings.