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4-Aminobenzoic acid

CAS No.
150-13-0
Chemical Name:
4-Aminobenzoic acid
Synonyms
PABA;P-AMINOBENZOIC ACID;AMINOBENZOIC ACID;PARA AMINO BENZOIC ACID;4-Abz-OH;4-carboxyanilin;PARA-AMINOBENZOATE;Folic acid Impurity;4-Aminobenzoic acid CRS;4-Aminobenzoic Acid (USP)
CBNumber:
CB4212038
Molecular Formula:
C7H7NO2
Molecular Weight:
137.14
MDL Number:
MFCD00007894
MOL File:
150-13-0.mol
MSDS File:
SDS
Last updated:2024-11-11 20:33:26

4-Aminobenzoic acid Properties

Melting point 187-189 °C(lit.)
Boiling point 251.96°C (rough estimate)
Density 1.374 g/mL at 25 °C(lit.)
vapor pressure 0Pa at 25℃
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 Range 3.5
PH 3.5 (5g/l, H2O, 20℃)
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
LogP 0.96 at 25℃
Substances Added to Food (formerly EAFUS) P-AMINOBENZOIC ACID
FDA 21 CFR 310.545
CAS DataBase Reference 150-13-0(CAS DataBase Reference)
EWG's Food Scores 3-6
NCI Dictionary of Cancer Terms aminobenzoic acid; PABA; para-aminobenzoic acid
FDA UNII TL2TJE8QTX
NIST Chemistry Reference p-Aminobenzoic acid(150-13-0)
ATC code D02BA01
IARC 3 (Vol. 16, Sup 7) 1987
EPA Substance Registry System p-Aminobenzoic acid (150-13-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H412
Precautionary statements  P273-P501
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
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)
NFPA 704
1
2 1

4-Aminobenzoic acid price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.22312 4-Aminobenzoic acid for synthesis 150-13-0 250g $52.6 2024-03-01 Buy
Sigma-Aldrich 8.22312 4-Aminobenzoic acid for synthesis 150-13-0 1kg $169 2024-03-01 Buy
Sigma-Aldrich 100536 4-Aminobenzoic acid ReagentPlus , 99% 150-13-0 1kg $158 2024-03-01 Buy
Sigma-Aldrich 01973 4-Aminobenzoic acid analytical standard 150-13-0 100mg $174 2024-03-01 Buy
TCI Chemical A0269 4-Aminobenzoic Acid >99.0%(HPLC)(T) 150-13-0 25g $19 2024-03-01 Buy
Product number Packaging Price Buy
8.22312 250g $52.6 Buy
8.22312 1kg $169 Buy
100536 1kg $158 Buy
01973 100mg $174 Buy
A0269 25g $19 Buy

4-Aminobenzoic acid Chemical Properties,Uses,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

colorless needle-like crystals. turns light yellow in the air or in light. Soluble in hot water, ether, ethyl acetate, ethanol and glacial acetic acid, insoluble in water, benzene, and insoluble in petroleum ether.

Originator

Pabalate,Robins,US,1949

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.

Preparation

4-Aminobenzoic acid synthesis method: add 38.0g of p-nitrobenzoic acid, 200mL of water, 20mL of tetrahydrofuran, 0.4g of sodium dodecyl sulfonate and 1.9g of Raney nickel to the autoclave, nitrogen replacement Three times, fill with hydrogen, adjust the pressure to 0.9±0.1MPa, adjust the temperature to 100±2°C, and keep the reaction under pressure for 4h to complete. After the reaction, the catalyst was recovered by filtration, left to stand for stratification, the water layer was directly applied mechanically, the tetrahydrofuran layer was distilled and recovered and applied mechanically, then 1.5 g of activated carbon was added to the 4-aminobenzoic acid mother liquor, and under nitrogen protection, heating and refluxing for decolorization for 20min, Filtration, cooling and crystallization of mother liquor, filtration, drying under vacuum at 80-85 °C to obtain 30.3 g of 4-aminobenzoic acid with a yield of 97.2%, a melting point of 187.1-187.6 °C, and a content of 100.2% (permanent stop titration method) .

Definition

ChEBI: 4-aminobenzoic acid is an aminobenzoic acid in which the amino group is para to the carboxy group. It has a role as an Escherichia coli metabolite, a plant metabolite and an allergen. It derives from a benzoic acid. It is a conjugate acid of a 4-aminobenzoate.

brand name

RVPaba Lipstick (ICN).

Therapeutic Function

Sunscreen agent, Antirickettsial

Biological Functions

4-Aminobenzoic acid is one of the most important aromatic amino acids. It is an important part of the substances necessary for the growth and division of body cells. It has an irreplaceable role in the metabolism of life. It is used in yeast, liver, bran and malt. The content is very high. 4-Aminobenzoic acid can relieve anemia caused by lack of red blood cells, viral anemia, sprue and anemia during pregnancy. 4-Aminobenzoic acid is a high-efficiency nutritional product with the main ingredient - vitamin B-100, which can effectively improve the three major metabolisms of the human body, comprehensively combat fatigue and relieve stress. The compatibility of 4-aminobenzoic acid with penicillin or streptomycin can effectively improve the bacteriostatic effect.

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.

Flammability and Explosibility

Non flammable

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.]

873-74-5
2835-68-9
150-13-0
Synthesis of 4-Aminobenzoic acid from 4-Aminobenzonitrile
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View Lastest Price from 4-Aminobenzoic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Aminobenzoic acid pictures 2024-11-24 4-Aminobenzoic acid
150-13-0
US $999.00-666.00 / ton 1ton 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
4-Aminobenzoic Acid pictures 2024-11-22 4-Aminobenzoic Acid
150-13-0
US $10.00 / kg 1kg 99% 5000 Hebei Zhuanglai Chemical Trading Co.,Ltd
4-Aminobenzoic acid pictures 2024-11-22 4-Aminobenzoic acid
150-13-0
US $0.00-0.00 / kg 1kg 98.0%min 20tons/month Asia Chem I and E (Jiangsu) Co Ltd
  • 4-Aminobenzoic acid pictures
  • 4-Aminobenzoic acid
    150-13-0
  • US $999.00-666.00 / ton
  • 99%
  • HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
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