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3,5-Dinitrosalicylic acid

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Name

3,5-Dinitrosalicylic acid

EINECS 210-204-3
CAS No. 609-99-4 Density 1.838 g/cm3
PSA 149.17000 LogP 1.95320
Solubility Soluble in water Melting Point 170 °C
Formula C7H4 N2 O7 Boiling Point 387.2 °C at 760 mmHg
Molecular Weight 228.118 Flash Point 173.8 °C
Transport Information UN 2811 Appearance Off-white crystals
Safety 22-24/25-36-26 Risk Codes 22-37/38-36/37/38
Molecular Structure Molecular Structure of 609-99-4 (3,5-Dinitrosalicylic acid) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

Salicylicacid, 3,5-dinitro- (6CI,7CI,8CI);2-Hydroxy-3,5-dinitrobenzoic acid;3,5-Dinitro-2-hydroxybenzoic acid;NSC 181;3,5-Dinitrosalicylic acid;

Article Data 43

3,5-Dinitrosalicylic acid Synthetic route

102976-80-7

Meisenheimer complex A

609-99-4

3,5-dinitrosalicylic acid

Conditions
ConditionsYield
With sodium hydroxide for 1.5h; Ambient temperature;95%
Multi-step reaction with 3 steps
1: 84 percent / potassium thiphenoxide / methanol / 0.5 h / Ambient temperature
2: 90 percent / 20percent HCl / 1 h / Ambient temperature
3: 77 percent / NaOH / H2O / 0.5 h / 80 °C
View Scheme
102976-79-4

Potassium; 2,4-dinitro-6-(2-thiocyanato-ethoxycarbonyl)-phenolate

609-99-4

3,5-dinitrosalicylic acid

Conditions
ConditionsYield
With potassium hydroxide In water at 80℃; for 0.25h;94%
2497-91-8

2-chloro-3,5-dinitrobenzoic acid

609-99-4

3,5-dinitrosalicylic acid

Conditions
ConditionsYield
With pyridine; copper; potassium carbonate In water for 2h; Heating;93%
With sodium hydroxide In water at 60℃;86%
With sodium hydroxide In water at 25℃; Rate constant; in the presence of cetyltrimethylammonium chloride; other surfactants; var. conc. of NaOH;
69-72-7

salicylic acid

609-99-4

3,5-dinitrosalicylic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid In sulfuric acid at 20℃; for 0.5h;93%
With Zn(NO3)2*2N2O4 In dichloromethane for 0.333333h; Heating;88%
In conc. nitric acid; sulfuric acid; water84%
102941-66-2

2-Hydroxy-3,5-dinitro-benzoic acid 2-thiocyanato-ethyl ester

609-99-4

3,5-dinitrosalicylic acid

Conditions
ConditionsYield
With sulfuric acid for 3h; Heating;88%
102941-62-8

3,5-dinitro-2-(2-hydroxyethoxy)benzoic acid, methyl ester

609-99-4

3,5-dinitrosalicylic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 80℃; for 0.5h;77%
Multi-step reaction with 3 steps
1: 97 percent / methanol / 4 h / Ambient temperature
2: 0.10 g / methanol / 1 h / Ambient temperature
3: 95 percent / aq. NaOH / 1.5 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 94 percent / methanol / 0.5 h / Ambient temperature
2: 95 percent / aq. NaOH / 1.5 h / Ambient temperature
View Scheme
623-11-0

1-methyl-4-nitrosobenzene

609-97-2

2-amino-3,5-dinitro-benzoic acid

609-99-4

3,5-dinitrosalicylic acid

2497-91-8

2-chloro-3,5-dinitrobenzoic acid

furan-2,3,5(4H)-trione pyridine (1:1)

609-99-4

3,5-dinitrosalicylic acid

52803-54-0

2-hydroxy-3,5-dinitro-benzoic acid-(4-nitro-phenyl ester)

furan-2,3,5(4H)-trione pyridine (1:1)

A

100-02-7

4-nitro-phenol

B

609-99-4

3,5-dinitrosalicylic acid

85-38-1

3-nitrosalicylic acid

A

573-56-8

2,6-dinitrophenol

B

609-99-4

3,5-dinitrosalicylic acid

3,5-Dinitrosalicylic acid Consensus Reports

Reported in EPA TSCA Inventory.

3,5-Dinitrosalicylic acid Standards and Recommendations

DOT Classification:  Forbidden

3,5-Dinitrosalicylic acid Specification

3,5-Dinitrosalicylic acid, with the CAS NO.609-99-4, is also called 2-hydroxy-3,5-dinitro-benzoicaci; 3,5-dinitrosalicylic; 3,5-dinitro-salicylicaci; Benzoic acid, 2-hydroxy-3,5-dinitro-; Salicylic acid, 3,5-dinitro-; LABOTEST-BB LT00060163; 3,5-DINITROSALICYLIC ACID HYDRATE. It is mainly used in assay of alpha-amylase.

Physical properties about 3,5-Dinitrosalicylic acid are: (1)ACD/LogP: 2.931; (2)ACD/LogD (pH 5.5): -0.26; (3)ACD/LogD (pH 7.4): -0.96; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 9; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.704; (12)Molar Refractivity: 48.156 cm3; (13)Molar Volume: 124.076 cm3; (14)Polarizability: 19.09 10-24cm3; (15)Surface Tension: 103.111999511719 dyne/cm; (16)Density: 1.839 g/cm3; (17)Flash Point: 173.794 °C; (18)Enthalpy of Vaporization: 67.105 kJ/mol; (19)Boiling Point: 387.179 °C at 760 mmHg

When you are using this chemical, please be cautious about it as the following:
1. Do not breathe dust;
2. Avoid contact with skin and eyes;
3. Wear suitable protective clothing;
4. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H4N2O7/c10-6-4(7(11)12)1-3(8(13)14)2-5(6)9(15)16/h1-2,10H,(H,11,12);
(2)InChIKey=LWFUFLREGJMOIZ-UHFFFAOYSA-N;
(3)Smilesc1(c(c(cc(c1)[N+](=O)[O-])[N+](=O)[O-])O)C(O)=O;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 270mg/kg (270mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(1), Pg. 85, 1986.
rat LD50 oral 860mg/kg (860mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(1), Pg. 85, 1986.

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