ChemicalBook > CAS DataBase List > 4-Aminobenzoic acid

4-Aminobenzoic acid

Product Name
4-Aminobenzoic acid
CAS No.
150-13-0
Chemical Name
4-Aminobenzoic acid
Synonyms
PABA;rvpaba;potaba;Pabacyd;Pabagel;Pabanol;p-amino;Romavit;Actipol;4-Abz-OH
CBNumber
CB4212038
Molecular Formula
C7H7NO2
Formula Weight
137.14
MOL File
150-13-0.mol
More
Less

4-Aminobenzoic acid Property

Melting point:
187-189 °C(lit.)
Boiling point:
251.96°C (rough estimate)
Density 
1.374 g/mL at 25 °C(lit.)
refractive index 
1.5323 (estimate)
Flash point:
250 °C
storage temp. 
2-8°C
solubility 
95% ethanol: soluble5%, clear to slightly hazy, colorless to yellow
form 
Crystalline Powder
pka
2.50, 4.87(at 25℃)
color 
White to light yellow
Odor
Odorless
PH
3.5 (5g/l, H2O, 20℃)
PH Range
3.5
Water Solubility 
4.7 g/L (20 ºC)
Sensitive 
Air & Light Sensitive
Merck 
14,423
BRN 
471605
Stability:
Stable. Incompatible with strong oxidizing agents. Combustible. Sensitive to light and air. May discolour on exposure to light.
InChIKey
ALYNCZNDIQEVRV-UHFFFAOYSA-N
CAS DataBase Reference
150-13-0(CAS DataBase Reference)
IARC
3 (Vol. 16, Sup 7) 1987
NIST Chemistry Reference
p-Aminobenzoic acid(150-13-0)
EPA Substance Registry System
p-Aminobenzoic acid (150-13-0)
More
Less

Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38-43
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
DG1400000
TSCA 
Yes
HS Code 
29224995
Hazardous Substances Data
150-13-0(Hazardous Substances Data)
Toxicity
LD50 in mice, rats (g/kg): 2.85, >6.0 orally (Scott, Robbins); LD50 in rabbits (g/kg): 2.0 i.v. (Richards); 1.83 orally (Cronheim)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.22312
Product name
4-Aminobenzoic acid
Purity
for synthesis
Packaging
250 g
Price
$38.76
Updated
2021/03/22
Sigma-Aldrich
Product number
8.22312
Product name
4-Aminobenzoic acid
Purity
for synthesis
Packaging
1 kg
Price
$124.87
Updated
2021/03/22
Sigma-Aldrich
Product number
100536
Product name
4-Aminobenzoic acid
Purity
ReagentPlus , 99%
Packaging
1kg
Price
$131
Updated
2021/03/22
Sigma-Aldrich
Product number
01973
Product name
4-Aminobenzoic acid
Purity
analytical standard
Packaging
100mg
Price
$135
Updated
2021/03/22
Sigma-Aldrich
Product number
Y0000173
Product name
4-Aminobenzoic acid
Purity
European Pharmacopoeia (EP) Reference Standard
Price
$190
Updated
2021/03/22
More
Less

4-Aminobenzoic acid Chemical Properties,Usage,Production

Description

4-Aminobenzoic acid (also known as para-aminobenzoic acid or PABA because the number 4 carbon in the benzene ring is also known as the para position) is an organic compound with the formula H2NC6H4CO2H. PABA is a white solid, although commercial samples can appear gray. It is slightly soluble in water. It consists of a benzene ring substituted with amino and a carboxyl groups. The compound occurs naturally. The potassium salt is used as a drug against fibrotic skin disorders, such as Peyronie's disease, under the trade name Potaba. PABA is also occasionally used in pill form by sufferers of irritable bowel syndrome to treat its associated gastrointestinal symptoms, and in nutritional epidemiological studies to assess the completeness of 24-hour urine collection for the determination of urinary sodium, potassium, or nitrogen levels.

Chemical Properties

White to off white crystalline powder

Originator

Pabalate,Robins,US,1949

Uses

octyl dimethyl PABA (padimate-O; p-aminobenzoic acid) is an FDA-approved sunscreen chemical whose InCI name is now ethylhexyl dimethyl PABA.
gastric acid secretion inhibitor

Uses

PABA is a sunscreen chemical with an approved usage level of 5 to 15 percent. It is found to be irritating to sensitive skin, has the potential to cause sensitization, and is considered too water soluble. once extremely popular, this ingredient has practically disappeared from sunscreen formulations. PABA is a yellowish or colorless acid found in vitamin B complex.

Uses

Widely distributed in nature as a B complex factor. Baker’s yeast contains 5 to 6 ppm, brewer’s yeast from 10 to 100 ppm. Occurs free and in ester form.

Uses

4-aminobenzoic acid is an aminobenzoic acid isomer that combines with pteridine and glutamic acid to folic acid. The fact that 4-aminobenzoic acid absorbs light throughout the UVB range has also resulted in its use as an ingredient in sunscreens. Also it is used as a component of some medicines e.g analgesic or anesthetic preparations sunscreen agents and bentiromide.

Definition

ChEBI: An aminobenzoic acid in which the amino group is para to the carboxy group.

Indications

PABA preparations absorb UVL between 280 and 320 nm. This acid will stain white fabrics, especially cotton. The esters of PABA are slightly less effective and do not stain as much. Cross-sensitization can occur with some sunscreens. In particular, PABA and its derivatives may cross-react with sulfonamides, benzocaine, procaine, paraphenylenediamine, and azo dyes. Padimate-O, the ester form of PABA, is also used for UVB protection.

Manufacturing Process

The following example illustrates in detail the preparation of amino benzoic acids from the hot reaction product obtained by the oxidation of a xylene and containing a mixture of salt, amide salt and diamide of a phthalic acid.
800 cc of hot aqueous oxidation product, obtained from the oxidation of pxylene with ammonium sulfate, hydrogen sulfide and water are boiled and agitated for 4 hours to remove carbon dioxide, hydrogen sulfide and ammonia, sufficient water being added to maintain a constant volume. The mixture is filtered to remove a precipitate containing elemental sulfur. 12 grams of activated charcoal are added to the filtrate and the mixture held at a temperature of 180°F for 20 minutes. Filtration through diatomaceous earth removes color bodies formed during the oxidation process and yields a pale yellow filtrate. The filtrate is acidified with sulfuric acid to a pH of 3 or less to precipitate approximately 49 grams of white solid, comprising a mixture of terephthalic acid and amides of terephthalic acid, which are removed by filtration. This solid is then washed with water at 200°F and redissolved in 200 cc of water containing 28.6 grams of sodium hydroxide.
A mixture of sodium hypochlorite and sodium hydroxide is prepared by adding 27.5 grams of chlorine to a vessel equipped with cooling means and containing a solution of 50 grams of sodium hydroxide in 375 cc of water, thereafter adding sufficient water to produce 500 cc of solution. 190 cc of this cold solution are slowly added to the acid-amide solution previously prepared so as to keep the temperature of the mixture below 55°F. The mixture is stirred for 15 minutes and then heated rapidly to 200°F and maintained at that temperature for one hour. 2 grams of sodium thiosulfate are added to consume excess sodium hypochlorite. The solution is acidified to a pH of 3 or less and filtered hot. The filter cake, comprising about 26.9 grams of terephthalic acid, is then suspended in 300 cc of dilute sulfuric acid of pH about 2, heated to 200°F and filtered hot.
The filtrates are combined, cooled, and extracted with three successive 200 cc portions of ether. The pH of the filtrate is then raised to 3.5 with sodium hydroxide and the filtrate extracted with six successive 200 cc portions of ether to yield the balance of the product. The crude p-aminobenzoic acid product is recovered by evaporation of ether and is suspended in hot benzene, cooled and filtered to remove benzoic and toluic acids together with small amounts of impurities soluble in the filtrate. Recrystallization of the product from 200 cc of water yields 14.5 grams of light tan needles of p-aminobenzoic acid having an acid number of 411 (theoretical value 409).
Aminobenzoic acid can be then purified and decolorized by a process described in US Patent 2,735,865.

brand name

RVPaba Lipstick (ICN).

Therapeutic Function

Sunscreen agent, Antirickettsial

Synthesis Reference(s)

Synthesis, p. 285, 1971
Tetrahedron, 47, p. 8587, 1991 DOI: 10.1016/S0040-4020(01)82402-9

General Description

Colorless crystals that discolor on exposure to light and air.

Reactivity Profile

4-Aminobenzoic acid is incompatible with ferric salts and oxidizing agents.

Hazard

Questionable carcinogen.

Safety Profile

Moderately toxic by ingestion and intravenous routes. Ingesting large doses can cause nausea, vomiting, skin rash, methemoglobinemia, and possibly toxic hepatitis. Experimental reproductive effects. Mutation data reported. Questionable carcinogen. Combustible. When heated to decomposition it emits toxic fumes of NO,. A topical sunscreen.

Purification Methods

Purify p-aminobenzoic acid by dissolving it in 4-5% aqueous HCl at 50-60o, decolorising with charcoal and carefully precipitating it with 30% Na2CO3 to pH 3.5-4 in the presence of ascorbic acid. It can be recrystallised from water, EtOH or EtOH/water mixtures. [Beilstein 14 IV 1126.]

More
Less

4-Aminobenzoic acid Suppliers

Changzhou Sunlight Pharmaceutical Co., Ltd
Tel
0519-83131668;0519-83137042
Fax
+86-519-83138041
Email
info@sunlightchem.com;info@sunlightchem.com
Country
China
ProdList
90
Advantage
69
Changzhou Sunlight Farmacéutica.S.L.
Tel
0519-83138357-
Fax
0519-83138041
Email
810308@sunlightchem.com;
Country
China
ProdList
38
Advantage
60
HENGSHUI HAOYE CHEMICAL CO.,LTD.
Tel
0318-2102300-
Fax
0318-2103390
Email
hy@chemcoms.com
Country
China
ProdList
215
Advantage
58
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
021-20337333-801
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
24980
Advantage
65
ShenZhen InnoSyn Biotech Co.,Ltd
Tel
0755-28351685
Fax
+86-755-28466854
Email
innosyn@163.com
Country
China
ProdList
560
Advantage
55
Weifang QianJin Fine Chemical Co., Ltd.
Fax
0536-8897109
Email
1577399715@qq.com
Country
China
ProdList
1929
Advantage
55
Shandong Vantage Specialty Chemicals Biotechnology Co., Ltd.
Tel
1867-8026865- ;
Fax
15336364684
Email
sdfantai@163.com;sdfantai@163.com
Country
China
ProdList
787
Advantage
58
Sigma-Aldrich
Tel
021-61415566- ;
Email
orderCN@merckgroup.com;orderCN@merckgroup.com
Country
China
ProdList
48786
Advantage
80
Shanghai Boyle Chemical Co., Ltd.
Tel
Mr Qiu:021-50182298(Demestic market) Miss Xu:021-50180596(Abroad market)
Fax
+86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2213
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
More
Less

View Lastest Price from 4-Aminobenzoic acid manufacturers

Baoji Guokang Healthchem co.,ltd
Product
4-aminobenzoic acid 150-13-0
Price
US $595.20/KG
Min. Order
1KG
Purity
99%
Supply Ability
500kg
Release date
2021-06-04
Shenyang Xianchuang Chemical Co., Ltd.
Product
4-Aminobenzoic Acid 150-13-0
Min. Order
500KG
Purity
98%
Supply Ability
200tons per month
Release date
2020-08-09
Wuhan Mulei New Material Technology Co. Ltd
Product
4-Aminobenzoic acid 150-13-0
Price
US $10.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
5000tons per month
Release date
2021-03-31

150-13-0, 4-Aminobenzoic acidRelated Search:


  • 4-AMinobenzoic acid ReagentPlus(R), >=99%
  • 4-AMinobenzoic acid ReagentPlus(R), 99%
  • 4-AMinobenzoic Acid, 97+%
  • The aMino acid
  • Conivaptan hydrochkoride Impurity B
  • Folic acid Impurity
  • 4-carboxyanilin
  • 4-Aminobenzoic acid purified by sublimation, >=99%
  • 4-Aminobenzoic acid Vetec(TM) reagent grade, 98%
  • p-Aminobenzoic acid, Free Acid
  • 4-Aminobenzoic Acid (USP)
  • p-Aminobenzoic Acid, Animal-Free
  • folic acid IMP
  • acidop-aminobenzoico
  • Aminobenzoic acid, para
  • Aniline-4-carboxylic acid
  • Anticantic vitamin
  • anti-Chromotrichia Factor
  • antichromotrichiafactor
  • anti-chromotrichiafactor
  • Benzoic acid, 4-amino-
  • Benzoic acid, p-amino-
  • Benzoicacid,4-amino-
  • component of Pabanol
  • component of Presun
  • gamma-Aminobenzoic acid
  • gamma-aminobenzoicacid
  • rvpaba
  • RVPaba Lipstick
  • Sunbrella
  • Super Shade by Coppertone
  • Trichochromogenic Factor
  • trichochromogenicfactor
  • Trochromogenic factor
  • 4-Abz-OH
  • 4-Aminobenzoic acid≥ 98.5% (assay)
  • H-4-Abz-OH~PABA
  • p-Aminobenzoic acid, USP Grade 4-Aminobenzoic acid, USP Grade
  • PARA AMINO BENZOIC ACID ( PABA)
  • P-Aminobenzoic acid (PABA)
  • 4-AMINOBENZOIC ACID, 1000MG, NEAT
  • P-AMINOBENZOIC ACID FREE ACID PLANTCELL CULTURE TE
  • P-AMINOBENZOIC ACID FREE ACID 99+%
  • 4-AMINOBENZOIC ACID, SUBLIMED, 99+%
  • PABA(PARA AMINO BENZOIC ACID)
  • 4-AminobenzoicAcidPure
  • 4-AminobenzoicAcid>99.5%
  • 4-AMINOBENZOIC ACID PURE (PABA)
  • Benzoic acid, 4-amino- (9CI)
  • 4-AMINOBENZOIC ACID, PHARMA
  • p-Aminobenzoic acid (technical)
  • aniline-p-carboxylic acid
  • p-carboxyaMinobenzene
  • Tetracaine HCl IMpurity A (4-AMinobenzoic Acid)
  • 4-AMinobenzoic acid iMpurity
  • Acebutolol Hydrochloride iMpurity B
  • Tetracaine Impurity 1(Tetracaine EP Impurity A)
  • P-aMinobenzoic acid (wet product)