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Phthalic acid

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Phthalic acid Basic information

Product Name:
Phthalic acid
CAS:
88-99-3
MF:
C8H6O4
MW:
166.13
EINECS:
201-873-2
Mol File:
88-99-3.mol
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Phthalic acid Chemical Properties

Melting point:
210-211 °C (dec.)(lit.)
Boiling point:
214.32°C (rough estimate)
Density 
1.593
vapor pressure 
7.8 hPa (191 °C)
refractive index 
1.5100 (estimate)
Flash point:
168 °C
storage temp. 
Store below +30°C.
solubility 
methanol: 0.1 g/mL, clear
pka
2.89(at 25℃)
form 
Powder
color 
White
PH
2 (5g/l, H2O, 20℃)
Water Solubility 
7 g/L (25 ºC)
Merck 
14,7371
BRN 
608199
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
XNGIFLGASWRNHJ-UHFFFAOYSA-N
CAS DataBase Reference
88-99-3(CAS DataBase Reference)
NIST Chemistry Reference
1,2-Benzenedicarboxylic acid(88-99-3)
EPA Substance Registry System
Phthalic acid (88-99-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
1
RTECS 
TH9625000
TSCA 
Yes
HS Code 
29173980
Hazardous Substances Data
88-99-3(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 7.9 g/kg (Shaffer)

MSDS

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Phthalic acid Usage And Synthesis

Description

Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2. It is an isomer of isophthalic acid and terephthalic acid. Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale.

Chemical Properties

PHTHALIC ACID,C6H4(COOH)2, mp 208 °C (ortho), 330 °C (meta and iso), the ortho form sublimes and the meta and iso forms decompose with heat, sp gr 1.593 (ortho). Phthalic acid is very slightly soluble in H2O, soluble in alcohol, and slightly soluble in ether. The solid form is colorless, crystalline

Uses

It is a dibasic acid, with pKa's of 2.89 and 5.51. The mono potassium salt, potassium hydrogen phthalate is a standard acid in analytical chemistry. Typically phthalate esters are prepared from the widely available phthalic anhydride. Reduction of phthalic acid with sodium amalgam in the presence of water gives the 1,3- cyclohexadiene derivative.

Uses

Organic reagent used to synthesize phthalates.

Definition

ChEBI: A benzenedicarboxylic acid cosisting of two carboxy groups at ortho positions.

Definition

phthalic acid: colourlesscrystalline dicarboxylic acid,C6H4(COOH)2; r.d. 1.6; m.p. 207°C.The two –COOH groups are substitutedon adjacent carbon atoms ofthe ring, the technical name beingbenzene-1,2-dicarboxylic acid. Theacid is made from phthalic anhydride(benzene-1,2-dicarboxylic anhydride,C8H4O3), which is made by the catalyticoxidation of naphthalene. Theanhydride is used in making plasticizersand polyester resins.

Production Methods

Phthalic acid is produced by the catalytic oxidation of naphthalene directly to phthalic anhydride and a subsequent hydrolysis of the anhydride.
Phthalic acid was first obtained by French chemist Auguste Laurent in 1836 by oxidizing naphthalene tetrachloride. Believing the resulting substance to be a naphthalene derivative, he named it "naphthalic acid". After the Swiss chemist Jean Charles Galissard de Marignac determined its correct formula, Laurent gave it its present name. Manufacturing methods in the nineteenth century included oxidation of naphthalene tetrachloride with nitric acid, or, better, oxidation of the hydrocarbon with fuming sulfuric acid, using mercury or mercury(II) sulfate as a catalyst.

General Description

White crystals or fine white powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Phthalic acid is a carboxylic acid. Phthalic acid is sensitive to exposure to extreme heat. Phthalic acid reacts violently with nitric acid. Phthalic acid is incompatible with sodium nitrite. Phthalic acid is also incompatible with oxidizers. .

Fire Hazard

Phthalic acid is combustible.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. A skin and mucous membrane irritant. Combustible when heated. In the form of dust (anhydride) it can explode. Mixtures with sodmm nitrite explode when heated. Violent reaction with HNO3. When heated to decomposition it emits acrid smoke and irritating fumes. Used in synthesis of dyes and dyestuffs, in medcines and perfumes.

Safety

The toxicity of phthalic acid is low with LD50 (mouse) of 550 mg/kg. However, many phthalate esters have been implicated as endocrine disruptors.

Purification Methods

Crystallise phthalic acid from water. [Beilstein 9 IV 3167.]

Isomers

Phthalic acid is one of three isomers of benzene dicarboxylic acid, the others being iso phthalic acid and terephthalic acid. Sometimes the term "phthalic acids" is used to refer to this family of isomers, but in the singular, "phthalic acid", refers exclusively to the ortho- isomer.

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Phthalic acidSupplierMore

Shenzhen Vtolo Chemicals Co., Ltd. Gold
Tel:
13534282526
Email:
yolanda@vtolo.com
J & K SCIENTIFIC LTD.
Tel:
010-82848833- ;010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
21-61259100-
Email:
sh@meryer.com
Alfa Aesar
Tel:
400-610-6006; 021-67582000
Email:
saleschina@alfa-asia.com
TCI (Shanghai) Development Co., Ltd.
Tel:
021-67121386 / 800-988-0390
Email:
Sales-CN@TCIchemicals.com
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