4-Hydroxybenzoic acid

Modify Date: 2024-01-02 18:50:16

4-Hydroxybenzoic acid Structure
4-Hydroxybenzoic acid structure
Common Name 4-Hydroxybenzoic acid
CAS Number 99-96-7 Molecular Weight 138.121
Density 1.4±0.1 g/cm3 Boiling Point 336.2±25.0 °C at 760 mmHg
Molecular Formula C7H6O3 Melting Point 213-217 °C(lit.)
MSDS Chinese USA Flash Point 171.3±19.7 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of 4-Hydroxybenzoic acid


4-Hydroxybenzoic acid, a phenolic derivative of benzoic acid, could inhibit most gram-positive and some gram-negative bacteria, with an IC50 of 160 μg/mL.

 Names

Name 4-hydroxybenzoic acid
Synonym More Synonyms

 4-Hydroxybenzoic acid Biological Activity

Description 4-Hydroxybenzoic acid, a phenolic derivative of benzoic acid, could inhibit most gram-positive and some gram-negative bacteria, with an IC50 of 160 μg/mL.
Related Catalog
Target

Human Endogenous Metabolite

Bacteria:160 μg/mL (IC50)

In Vitro Most of the gram-positive and some gram-negative bacteria are sensitive to trans 4-Hydroxycinnamic acid (4-HBA) and 4-Hydroxybenzoic acid at IC50 concentrations of 100-170 and 160 μg/mL, respectively. The antimicrobial activities of 4-Hydroxycinnamic acid and t4-HCA against 11 food pathogenic bacteria, 6 plant pathogenic bacteria, 2 yeasts and 15 plant pathogenic fungi are tested by the paper disc method. These compounds inhibit the growth of most of the bacteria and yeasts at concentrations of 200-400 μg. However, the inhibition is more effective against most of the gram-positive bacteria. When tested by the paper disc method, 4-Hydroxycinnamic acid has stronger antimicrobial activity than t4-HCA against S. aureus, L. mesenteroides, S. cerevisiae and C. albicans at a concentration of 50 μg. However, no inhibitory effect against fungi was observed at concentrations even up to 1000 μg[1].
References

[1]. Cho JY, Antimicrobial activity of 4-hydroxybenzoic acid and trans 4-hydroxycinnamic acid isolated and identified from rice hull. Biosci Biotechnol Biochem. 1998 Nov;62(11):2273-6.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 336.2±25.0 °C at 760 mmHg
Melting Point 213-217 °C(lit.)
Molecular Formula C7H6O3
Molecular Weight 138.121
Flash Point 171.3±19.7 °C
Exact Mass 138.031693
PSA 57.53000
LogP 1.42
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.616
Storage condition Refrigerator
Water Solubility 5 g/L (20 ºC)

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DH1925000
CHEMICAL NAME :
Benzoic acid, p-hydroxy-
CAS REGISTRY NUMBER :
99-96-7
LAST UPDATED :
199710
DATA ITEMS CITED :
12
MOLECULAR FORMULA :
C7-H6-O3
MOLECULAR WEIGHT :
138.13
WISWESSER LINE NOTATION :
QVR DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Behavioral - muscle weakness Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
GTPZAB Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-36, 1957-1992. For publisher information, see MTPEEI Volume(issue)/page/year: 28(7),53,1984
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
340 mg/kg
TOXIC EFFECTS :
Behavioral - muscle weakness
REFERENCE :
GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 51(1),85,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DRSTAT Drug Standards. (Washington, DC) V.19-28, 1951-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 20,89,1952
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
210 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - somnolence (general depressed activity) Behavioral - ataxia
REFERENCE :
JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 45,260,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1050 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 128,135,1960 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
42 gm/kg/6W-I
TOXIC EFFECTS :
Liver - other changes Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
GTPZAB Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-36, 1957-1992. For publisher information, see MTPEEI Volume(issue)/page/year: 28(7),53,1984
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
15 gm/kg/30D-I
TOXIC EFFECTS :
Liver - changes in liver weight Kidney, Ureter, Bladder - other changes
REFERENCE :
GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 51(1),85,1986 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81913 No. of Facilities: 312 (estimated) No. of Industries: 6 No. of Occupations: 11 No. of Employees: 2512 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 81913 No. of Facilities: 41 (estimated) No. of Industries: 2 No. of Occupations: 3 No. of Employees: 2722 (estimated) No. of Female Employees: 1767 (estimated)

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S26-S37/39-S36
RIDADR NONH for all modes of transport
WGK Germany 1
RTECS DH1925000
HS Code 2916399090

 Synthetic Route

 Customs

HS Code 2918290000
Summary HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

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 Synonyms

4-Hydroxybenzoicacid
Benzoic acid,4-hydroxy
PARAHYDROXY BENZOIC ACID
MFCD00002547
EINECS 202-804-9
4-HYDROXYBENZOIC ACID FOR SYNTHESIS
4-Hydroxybenzoic acid
p-Salicylic acid
4-Hydroxy benzoic acid
HYDROXYBENZOIC ACID, P- POLYMER GRADE
|p|-Hydroxybenzoic acid
4-Hydroxybenzoesaeure
Benzoic acid,p-hydroxy
P-HYDROXYBENZOIC ACID, REAGENT
PROPYL PARAHYDROXYBENZOATE IMP. A (EP): 4-HYDROXYBENZOIC ACID, CRM STANDARD
ACETYLSALICYLIC ACID IMPURITY A (ASPIRIN IMPURITY A)
1-Naphthyl phsophoric acid sodium salt
4-Carboxyphenol
p-Hydroxybenzoic acid
para-Hydroxybenzoic acid
4-hydroxy-benzoic acid
papa-hydroxy-benzoic acid
p-carboxyphenol
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