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573-56-8

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Basic Information
CAS No.: 573-56-8
Name: 2,6-DINITROPHENOL
Article Data: 55
Molecular Structure:
Molecular Structure of 573-56-8 (2,6-DINITROPHENOL)
Formula: C6H4 N2 O5
Molecular Weight: 184.108
Synonyms: 2,6-DNP;2,6-Dinitrophenol; NSC 6215; Phenol, b-dinitro-; o-Dinitrophenol; b-Dinitrophenol
Density: 1.65g/cm3
Melting Point: 61-63 °C(lit.)
Boiling Point: 239°Cat760mmHg
Flash Point: 104.8°C
Solubility: 314.9mg/L(15 oC)
Hazard Symbols: T,N
Risk Codes: 23/24/25-33-51/53-50/53
Safety: Poison by intramuscular route. Moderately explosive when exposed to heat. See also 2,4-DINITROPHENOL.
PSA: 111.87000
LogP: 2.25500
Synthetic route
69-72-7

salicylic acid

A

51-28-5

2,4-Dinitrophenol

B

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In acetonitrile at 20℃; for 12h;A 95%
B 3%
3535-67-9

2,6-dinitroanisole

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -5 - 25℃;92%
18710-65-1

N-(2,6-dinitrophenyl)-α-alanine

A

2-methyl-7-nitro-1H-benzimidazole 3-oxide

B

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water for 0.25h; Heating;A 90%
B n/a

4-[(2,6-dinitrophenyl)amino]butyric acid

A

3-(7-nitro-3-oxido-1H-benzimidazol-2-yl)propionic acid

B

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water for 0.333333h; Heating;A 83%
B 7%

N-(2,6-dinitrophenyl)-β-alanine

A

2-methyl-7-nitro-1H-benzimidazole 3-oxide

B

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water for 0.166667h; Heating;A 79%
B 10%
88-75-5

2-hydroxynitrobenzene

A

51-28-5

2,4-Dinitrophenol

B

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With perchloric acid; montmorillonite K10 supported ammonium nitrate at 50℃; for 1.5h;A 73%
B 23%
durch Nitrieren; Trennung durch fraktionierte Faellung des Gemisches der Kaliumsalze mit BaCl2;
With tetrachloromethane; nitrosylsulfuric acid at 30℃;
With nitric acid
108-95-2

phenol

A

51-28-5

2,4-Dinitrophenol

B

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With thionyl chloride; bismuth subnitrate In dichloromethane at 20℃; for 2h;A 72%
B 14%
71-43-2

benzene

A

51-28-5

2,4-Dinitrophenol

B

100-02-7

4-nitro-phenol

C

573-56-8

2,6-dinitrophenol

D

98-95-3

nitrobenzene

E

88-75-5

2-hydroxynitrobenzene

Conditions
ConditionsYield
With nitric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone at 30 - 35℃; for 24h; Irradiation;A n/a
B n/a
C 62%
D n/a
E n/a
88-75-5

2-hydroxynitrobenzene

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With uronium nitrate In water; acetonitrile at 80℃; for 1h; Microwave irradiation; regioselective reaction;60%
With sulfuric acid; nitric acid; acetic acid
durch Nitrierung;
71-43-2

benzene

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With oxygen; nitric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In water at 30℃; for 24h; Irradiation; Large scale;56%
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Chemistry

IUPAC Name: 2,6-Dinitrophenol
Product Name: 2,6-Dinitrophenol
The MF of 2,6-Dinitrophenol (CAS NO.573-56-8) is C6H4N2O5.

                          
The MW of 2,6-Dinitrophenol (CAS NO.573-56-8) is 184.11.
Synonyms of 2,6-Dinitrophenol (CAS NO.573-56-8): 2,6-Dinitrophenol ; Phenol, 2,6-dinitro- ; 2,6-Dinitrofenol ; beta-Dinitrophenol ; o-Dinitrophenol 
Product Categories: Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Analytical Chemistry;Indicator (pH);pH Indicators
Form: Yellow crystalline solid with a sweet musty odor. Sinks and mixes slowly with water
Index of Refraction: 1.66 
EINECS: 209-357-9
Density: 1.65 g/ml 
Flash Point: 104.8 °C
Boiling Point: 239 °C
Melting Point: 61-63 °C
Vapor density: 6.35 (vs air)
Merck: 14,3282
BRN: 1913410

Uses

Used in organic synthesis, used as acid-base indicator color range is pH 2.4 (colorless) -4.0 (yellow).

Production

Raw materials: Barium chloride-->2-Nitrophenol

Toxicity Data With Reference

1.    

ipr-rat LD50:38 mg/kg

    JPPMAB    Journal of Pharmacy and Pharmacology. 11 (1959),462.
2.    

ipr-mus LD50:45 mg/kg

    JPPMAB    Journal of Pharmacy and Pharmacology. 11 (1959),462.
3.    

ipr-dog LDLo:50 mg/kg

    JPPMAB    Journal of Pharmacy and Pharmacology. 11 (1959),462.
4.    

ims-pgn LDLo:40 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 49 (1933),187.

Safety Profile

Poison by intramuscular route. Moderately explosive when exposed to heat. See also 2,4-DINITROPHENOL.Safety information of 2,6-Dinitrophenol (CAS NO.573-56-8):
Hazard Codes  ToxicT,DangerousN
Risk Statements 
23/24/25 Toxic by inhalation, in contact with skin and if swallowed
33 Danger of cumulative effects
51/53 Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements 
28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
37 Wear suitable gloves
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
RIDADR  UN 1320 4.1/PG 1
WGK Germany  3
RTECS  SL2975000
HazardClass  4.1
PackingGroup  I

Specification

 2,6-Dinitrophenol (CAS NO.573-56-8) can detonate or explode when heated under confinement [USCG, 1999]. Phenols do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases.