3-Nitrophthalic acid Chemical Properties

Melting point:

210 °C (dec.) (lit.)

Boiling point:

350.79°C (rough estimate)

Density 

1.6342 (rough estimate)

vapor density 

7.3 (vs air)

refractive index 

1.5282 (estimate)

storage temp. 

Store below +30°C.

solubility 

water: soluble5%, clear to slightly hazy, colorless to faint yellow or tan

pka

pK1:1.88 (25°C)

form 

Powder

color 

Off-white to light yellow

Water Solubility 

20 g/L (25 ºC)

Decomposition 

216 °C

BRN 

2054269

Stability:

Stable. Incompatible with strong oxidizing agents.

InChIKey

KFIRODWJCYBBHY-UHFFFAOYSA-N

CAS DataBase Reference

603-11-2(CAS DataBase Reference)

NIST Chemistry Reference

3-Nitrophthalic acid(603-11-2)

EPA Substance Registry System

3-Nitrophthalic acid (603-11-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-41

Safety Statements 

26-36/39-37/39-36

WGK Germany 

3

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29173980

MSDS

• Language:English Provider:3-Nitro-1,2-benzenedicarboxylic acid
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Nitrophthalic acid Usage And Synthesis

Chemical Properties

Pale yellow crystals. soluble in hot water, methanol, ethanol, slightly soluble in ether, insoluble in chloroform, carbon tetrachloride, carbon disulfide, benzene.

Uses

3-Nitrophthalic Acid is a useful chemical in organic synthesis. It is also an impurity of Apremilast.

Uses

3-Nitrophthalic acid may be used as starting reagent in the synthesis of modified 2-iodoxybenzoic acid derivatives. It may be used in the synthesis of brucinium 2-carboxy-6-nitrophthalate dihydrate (systematic name: 2,3-dimethoxy-10-oxostrychnidinium 2-carboxy-6-nitrophthalate dihydrate), via heating with brucine.

Preparation

Phthalic anhydride was added to concentrated sulfuric acid, stirring under the passage of water vapor heating to 80 °C, fuming nitric acid was added dropwise, the reaction temperature to maintain 100-110°C, add the end of the heat above 110°C for 2h, placed in the overnight pour into the water, and filtered. The filter cake was recrystallized with water to obtain 3-Nitrophthalic acid. Yield of about 30%.

Synthesis Reference(s)

The Journal of Organic Chemistry, 39, p. 2468, 1974 DOI: 10.1021/jo00930a051

General Description

3-Nitrophthalic acid is a degradation product of isoxaben herbicide. It acts as ligand and forms rare-earth complexes.

Safety Profile

A preparative hazard. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise 3-nitrophthalic acid from hot water (1.5mL/g). Dry it in air. The amide has m 201o (from EtOH). [Beilstein 9 H 823, 9 IV 3275.]

3-Nitrophthalic acid(603-11-2)Related Product Information

• 1-Methyl-3-nitrophthalate
• 4-Nitrobenzoic acid
• 4-NITROPHTHALIC ACID pure,4-NITROPHTHALIC ACID TECH. 80%,4-NITROPHTHALIC ACID GRADE II,5-NITROPHTHALIC ACID,4-NITROPHTHALIC ACID
• Isophthalic acid
• 2-Nitrocinnamic acid
• Diethyl phthalate
• Dimethyl phthalate
• 2-Nitrobenzoic acid
• 1-Chloro-3-nitrobenzene
• Ethyl 2-(Chlorosulfonyl)acetate
• Potassium hydrogen phthalate
• 3-Nitrotoluene
• Phthalic acid
• Folic acid
• Hyaluronic acid
• Dibutyl phthalate
• Citric acid
• Sodium 3-nitrobenzenesulphonate