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ChemicalBook--->CAS DataBase List--->601-89-8

601-89-8

601-89-8 Structure

601-89-8 Structure
IdentificationMore
[Name]

2-Nitroresorcinol
[CAS]

601-89-8
[Synonyms]

2-NITRO-1,3-BENZENEDIOL
2-NITRORESORCINOL
1,3-Benzenediol, 2-nitro-
1,3-Dihydroxy-2-nitrobenzene
2-Nitro-1,3-dihydroxybenzene
2-nitro-3-benzenediol
2-nitro-benzene-1,3-diol
Resorcinol, 2-nitro-
GRAPHITE POWDER <20 MICRON SYNTHETIC
2-Nitrobenzen-1,3-Diol(2-Nitroresorcinol)
2,6-dihydroxynitrobenzene
2-Nitro-1,3-dihydroxybenzen
2-NITROSORCINOL
2-Nitroresorcinol, 98+%
[EINECS(EC#)]

210-010-9
[Molecular Formula]

C6H5NO4
[MDL Number]

MFCD00007124
[Molecular Weight]

155.11
[MOL File]

601-89-8.mol
Chemical PropertiesBack Directory
[Appearance]

orange crystalline powder
[Melting point ]

81-83 °C (lit.)
[Boiling point ]

234 °C
[density ]

1.5553 (rough estimate)
[refractive index ]

1.5423 (estimate)
[storage temp. ]

RT, stored under nitrogen
[form ]

Crystalline Powder
[pka]

4.88±0.10(Predicted)
[color ]

Orange
[Water Solubility ]

Slightly soluble in water. Solubility in methanol is almost transparent.
[BRN ]

2048819
[InChI]

InChI=1S/C6H5NO4/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,8-9H
[InChIKey]

ZLCPKMIJYMHZMJ-UHFFFAOYSA-N
[SMILES]

C1(O)=CC=CC(O)=C1[N+]([O-])=O
[CAS DataBase Reference]

601-89-8(CAS DataBase Reference)
[NIST Chemistry Reference]

2-Nitro-1,3-dihydroxybenzene(601-89-8)
[EPA Substance Registry System]

601-89-8(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
[RIDADR ]

2811
[WGK Germany ]

3
[Autoignition Temperature]

800 °F
[TSCA ]

Yes
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29089990
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Nitroresorcinol(601-89-8).msds
Hazard InformationBack Directory
[Chemical Properties]

orange crystalline powder
[Uses]

2-Nitroresorcinol is a good subject for detecting intramolecular hydrogen bonding. 2-Nitroresorcinol can be used as a starting material to prepare 4-Hydroxy-2-benzoxazolone, HBOA.
[Synthesis]

Resorcinol

108-46-3

4-nitroresorcinol

3163-07-3

2-Nitroresorcinol

601-89-8

At room temperature, 1 mmol of resorcinol was dissolved in 40 mL of phosphate buffer solution of pH=7, followed by the addition of 60 mmol of sodium nitrite. 4 mmol of hydrogen peroxide was dissolved in 10 mL of phosphate buffer solution and added to the reaction system after 15 min. Subsequently, 0.06 g of Fe-Al-MCM-41 molecular sieves was added to initiate the reaction, and the reaction was stirred for 80 min at room temperature. After completion of the reaction, the filtrate was extracted with ethyl acetate (2 x 80 mL), and the organic phases were combined and concentrated under reduced pressure. The target products 2-nitroresorcinol (27.4% yield) and 4-nitroresorcinol (23.5% yield) were isolated by column chromatography purification (silica gel column, eluent was a mixture of petroleum ether and acetone, 1:1, v/v/v/v/v), and the total yield was 50.9%. Under the same reaction conditions, when 0.06 g of water-soluble tetrakis(sodium sulfonate) iron porphyrin was used as the catalyst instead of molecular sieves, the yields of 2-nitroresorcinol were 9.9%, 4-nitroresorcinol were 11.8%, and the total yield was 21.7%.

[Purification Methods]

Recrystallise 2-nitroresorcinol from aqueous EtOH. [Beilstein 6 H 823.]
[References]

[1] Patent: CN106045803, 2016, A. Location in patent: Paragraph 0045-0046
[2] Patent: CN104987293, 2017, B. Location in patent: Paragraph 0052; 0053; 0054; 0055; 0556; 0057; 0058; 0059
[3] Catalysis Letters, 2015, vol. 145, # 11, p. 1991 - 1999
Spectrum DetailBack Directory
[Spectrum Detail]

2-Nitroresorcinol(601-89-8)MS
2-Nitroresorcinol(601-89-8)1HNMR
2-Nitroresorcinol(601-89-8)13CNMR
2-Nitroresorcinol(601-89-8)IR1
2-Nitroresorcinol(601-89-8)IR2
2-Nitroresorcinol(601-89-8)IR3
2-Nitroresorcinol(601-89-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Nitroresorcinol, 98%(601-89-8)
[Alfa Aesar]

2-Nitroresorcinol, 98%(601-89-8)
[Sigma Aldrich]

601-89-8(sigmaaldrich)
[TCI AMERICA]

2-Nitroresorcinol,>99.0%(T)(601-89-8)
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