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610-27-5

610-27-5 Structure

610-27-5 Structure
IdentificationMore
[Name]

4-Nitrophthalic acid
[CAS]

610-27-5
[Synonyms]

4-NITROBENZENE-1,2-DICARBOXYLIC ACID
4-NITROPHTHALIC ACID
5-NITROPHTHALIC ACID
AKOS B028755
LABOTEST-BB LT00848072
RARECHEM AL BO 1138
4-nitro-2-benzenedicarboxylicacid
p-Nitro Phthalic Acid 4-Nitro Phthalic Acid
4-NITROPHTHALIC ACID TECH. 80%
4-NITROPHTHALIC ACID GRADE II
4-NPA
4-Nitrophthalicacid,tech.,97%
p-Nitro Phthalic Acid
4-Nitrophthalicacid(4-NPA)
1,2-Benzenedicarboxylic acid, 4-nitro-
4-Nitro-1,2-benzenedicarboxylic acid
4-NITROPHTHALICACID,99%
NSC 5395
4-NITROPHTHALIC ACID pure
4 NITRO PHTHALLIC ACID
[EINECS(EC#)]

210-215-3
[Molecular Formula]

C8H5NO6
[MDL Number]

MFCD00007252
[Molecular Weight]

211.13
[MOL File]

610-27-5.mol
Chemical PropertiesBack Directory
[Appearance]

Light-Beige Solid
[Melting point ]

159-161 °C (lit.)
[Boiling point ]

350.79°C (rough estimate)
[density ]

1.6342 (rough estimate)
[refractive index ]

1.5282 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

880g/l
[form ]

Crystalline Powder
[pka]

pK1:2.11 (25°C)
[color ]

Yellow to beige
[Odor]

Odorless
[PH]

1 (10g/l, H2O, 20℃)
[PH Range]

1
[Water Solubility ]

880 g/l at 20 °C
[BRN ]

1882262
[InChI]

1S/C8H5NO6/c10-7(11)5-2-1-4(9(14)15)3-6(5)8(12)13/h1-3H,(H,10,11)(H,12,13)
[InChIKey]

SLBQXWXKPNIVSQ-UHFFFAOYSA-N
[SMILES]

OC(=O)c1ccc(cc1C(O)=O)[N+]([O-])=O
[CAS DataBase Reference]

610-27-5(CAS DataBase Reference)
[EPA Substance Registry System]

610-27-5(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

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 .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[TSCA ]

Yes
[HS Code ]

29173980
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Nitric acid-->4-Nitrophthalimide-->LITMUS-->3-hydroxy-7-nitronaphthalenesulphonic acid-->1(3H)-Isobenzofuranone, 5-nitro--->2-Formyl-5-nitrobenzoic acid-->4-Nitrophthalonitrile-->1,2-Bis(bromomethyl)-4-nitrobenzene
[Preparation Products]

Fluorescein 5-isothiocyanate-->Sulindac-->1,2,4-Benzenetricarboxylic acid-->5-Aminofluorescein-->4-Nitrophthalic anhydride-->2-Amino-4-nitrobenzoic acid -->3,4-Bis(trifluoromethyl)nitrobenzene-->4-Nitrophthaloxime-->4-Nitrophthalhydrazide-->4-Aminophthalhydrazide-->2-Bromo-4-nitrobenzoic acid-->6-Aminofluorescein
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-Nitrophthalic acid(610-27-5).msds
Hazard InformationBack Directory
[Chemical Properties]

Light-Beige Solid
[Uses]

4-Nitrophthalic Acid is an impurity of Apremilast.
[General Description]

The tissue-specific activity of 4-nitrophthalic acid was studied.
[Synthesis]

4-Nitrophthalonitrile

31643-49-9

4-Nitrophthalic acid

610-27-5

The general procedure for the synthesis of 4-nitrophthalic acid from 4-nitrophthalonitrile was as follows: 4-nitrophthalonitrile (2 mmol) was dissolved in 5 ml of [bmim]HSO4 ionic liquid and the reaction mixture was heated at 60-65°C for 1-3 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was poured into water containing crushed ice to induce precipitation of the product. Subsequently, the precipitate is collected by filtration and dried. The product yield of this method was generally higher than 90% and the purity of the product met the requirements without further purification. The filtrate was concentrated under vacuum, washed twice with diethyl ether and concentrated again under high vacuum. After drying, about 95% of the ionic liquid was recovered, and its authenticity was verified by comparison with the original ionic liquid. The recovered ionic liquid showed comparable efficiency to the original ionic liquid in the reaction of converting nitrile to acid and could be reused 5-6 times without significant reduction in activity.

[Purification Methods]

Crystallise 4-nitrophthalic acid from Et2O, EtOAc or *C6H6 (m 166o). The amide has m 200o (from EtOH). [Beilstein 9 H 828, 9 IV 4234.]
[References]

[1] Tetrahedron Letters, 2014, vol. 55, # 28, p. 3802 - 3804
Spectrum DetailBack Directory
[Spectrum Detail]

4-Nitrophthalic acid(610-27-5)MS
4-Nitrophthalic acid(610-27-5)1HNMR
4-Nitrophthalic acid(610-27-5)13CNMR
4-Nitrophthalic acid(610-27-5)IR1
4-Nitrophthalic acid(610-27-5)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Nitrophthalic acid, 99%(610-27-5)
[Alfa Aesar]

4-Nitrophthalic acid, 97%(610-27-5)
[Sigma Aldrich]

610-27-5(sigmaaldrich)
[TCI AMERICA]

4-Nitrophthalic Acid,>98.0%(LC)(T)(610-27-5)
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