3-Hydroxy-2-naphthoic acid
-
3-Hydroxy-2-naphthoic acid
structure -
-
CAS No:
92-70-6
-
Formula:
C11H8O3
-
Chemical Name:
3-Hydroxy-2-naphthoic acid
-
Synonyms:
2-Naphthalenecarboxylic acid,3-hydroxy-;2-Naphthoic acid,3-hydroxy-;3-Hydroxy-2-naphthalenecarboxylic acid;BON;BONA;Developer BON;2-Hydroxy-3-naphthoic acid;3-Hydroxy-2-naphthoic acid;Naphthol B.O.N.;3-Naphthol-2-carboxylic acid;BON acid;2-Hydroxy-3-naphthalenecarboxylic acid;C.I. Developer 20;Miketazol Developer ONS;3-Hydroxy-β-naphthoic acid;2-Naphthol-3-carboxylic acid;2-Hydroxy-3-carboxynaphthalene;β-Hydroxy-3-naphthoic acid;3-Carboxy-2-naphthol;β-Hydroxynaphthoic acid;β-Oxynaphthoic acid;2-Hydroxyl-3-naphthoic acid;NSC 3719;TCI-B 3229;H 0281;12235-61-9;12235-60-8
- Categories:
-
CAS No:
Description
yellow to beige-brown fine crystalline powder
DryPowder; Liquid|YELLOW CRYSTALS.
3-Hydroxy-2-naphthoate is a naphthoic acid.
3-Hydroxy-2-naphthoic acid Basic Attributes
188.18
188.18
202-180-8
C7S9D784HX
1759
3719
DTXSID3026560
Very pale yellow crystals|Yellow rhombic leaflets
2918290000
Characteristics
57.5
2.9
DryPowder; Liquid
1.4±0.1 g/cm3
222-223 °C
Decomposes (> 400ºC)
190.4±19.7 °C
1.716
PRACTICALLY INSOLUBLE
Store in a cool, dry place. Keep container closed when not in use.
Vapor pressure, Pa at 25 °C: (negligible)
LD50 oral in rat: 832mg/kg
pKa = 2.79
>400 °C
Safety Information
NONH for all modes of transport
1
R36/37/38
S26-S37/39
QL1755000
Xi:Irritant
Separated from strong oxidants. Store in an area without drain or sewer access.
Stable under normal temperatures and pressures.
P305 + P351 + P338
H302-H319
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Combustible. Gives off irritating or toxic fumes (or gases) in a fire.
|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P273, P280, P301+P312, P304+P340, P305+P351+P338, P310, P312, P330, P337+P313, P403+P233, P405, and P501|Aggregated GHS information provided by 203 companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P272, P273, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P309+P311, P310, P312, P314, P321, P322, P330, P332+P313, P333+P313, P362, P363, P403+P233, P405, and P501|Warning|P201, P202, P260, P261, P264, P270, P272, P280, P281, P301+P312, P302+P352, P305+P351+P338, P308+P313, P309+P311, P312, P321, P322, P330, P333+P313, P337+P313, P363, P405, and P501
Use water spray, foam, dry powder.
Waste water treatment: ion exchange: adsorption on Amberlite XAD-2: 39% retention, influent: 0.6 ppm.
Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations. Do NOT let this chemical enter the environment.
Separated from strong oxidants. Store in an area without drain or sewer access.
No indication can be given about the rate at which a harmful concentration of this substance in the air is reached.
The substance is severely irritating to the eyes. The substance is irritating to the skin.
Repeated or prolonged contact with skin may cause dermatitis. The substance may have effects on the kidneys, liver and endocrine system.
NO open flames.
PREVENT DISPERSION OF DUST!
Use local exhaust or breathing protection.
Protective gloves. Protective clothing.
Wear safety goggles.
Toxicity
LD50 RAT ORAL 2.45 G/KG|LD50 MOUSE ORAL 2.70 G/KG|LD50 RABBIT ORAL 1.28 G/KG|LD50 Mouse oral 800 mg/kg
3-Hydroxy-2-naphthalenecarboxylic acid's production and use in dyes and pigments(1) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,100(SRC), determined from a measured log Kow of 3.05(2) and a regression-derived equation(3), indicates that 3-hydroxy-2-naphthalenecarboxylic acid is expected to have low mobility in soil(SRC). The pKa of 3-hydroxy-2-naphthalenecarboxylic acid is 2.79(4), which indicates that this compound will exist primarily as an anion in moist soil and the mobility of anions is usually much greater than neutral species(5). Volatilization of 3-hydroxy-2-naphthalenecarboxylic acid from moist soil surfaces is not expected to be an important fate process since anions do not volatilize. 3-Hydroxy-2-naphthalenecarboxylic acid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5.4X10-7 mm Hg(SRC), determined from a fragment constant method(6). The results of a single screening study using an activated sludge inoculum(7) suggest that 3-hydroxy-2-naphthalenecarboxylic acid is biodegraded slowly in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,100(SRC), determined from a measured log Kow of 3.05(2) and a regression-derived equation(3), indicates that 3-hydroxy-2-naphthalenecarboxylic acid is expected to adsorb to suspended solids and sediment(SRC). The pKa of 3-hydroxy-2-naphthalenecarboxylic acid is 2.79(4), which indicates that this compound will exist primarily as an anion in water and may not absorb to suspended solids and sediments as much as the neutral species (SRC). Volatilization from water surfaces is not expected to be an important environmental fate process since anions do not volatilize(SRC). According to a classification scheme(5), BCF values of 6.7 or lower measured in carp(6), suggest bioconcentration in aquatic organisms is low(SRC). A 1.3% of its theoretical BOD in 2 weeks using an activated sludge inoculum and the Japanese MITI test(6) suggests that 3-hydroxy-2-naphthalenecarboxylic acid is biodegraded slowly in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 3-hydroxy-2-naphthalenecarboxylic acid, which has an estimated vapor pressure of 5.4X10-7 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 3-hydroxy-2-naphthalenecarboxylic acid is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 16 hours(SRC), calculated from its rate constant of 2.4X10-11 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). Particulate-phase 3-hydroxy-2-naphthalenecarboxylic acid may be removed from the air by wet and dry deposition(SRC). 3-Hydroxy-2-naphthalenecarboxylic acid absorbs light in the environmental UV spectrum(4) and may be capable of undergoing photolysis, but the rate of this reaction is not known(SRC).
The rate constant for the vapor-phase reaction of 3-hydroxy-2-naphthalenecarboxylic acid with photochemically-produced hydroxyl radicals has been estimated as 2.4X10-11 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 16 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Other than the dissociation of the acidic protons, 3-hydroxy-2-naphthalenecarboxylic acid is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). 3-Hydroxy-2-naphthalenecarboxylic acid exhibits absorption of UV light at wavelengths greater than 290 nm(3), suggesting that it has the potential to undergo photolysis in the environment(SRC). A pKa of 2.79(4), indicates that 3-hydroxy-2-naphthalenecarboxylic acid will primarily exist as an anion in the environment.
3.98|The BCF values of 3-hydroxy-2-naphthalenecarboxylic acid at water concentrations of 0.1 and 1.0 mg/l were 6.7 or lower, measured in carp over an 6 week exposure period(1). According to a classification scheme(2), these BCF values suggest the potential for bioconcentration in aquatic organisms is low(SRC).
The Koc of 3-hydroxy-2-naphthalenecarboxylic acid is estimated as 1,100(SRC), using a measured log Kow of 3.05(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 3-hydroxy-2-naphthalenecarboxylic acid is expected to have low mobility in soil. The pKa of 3-hydroxy-2-naphthalenecarboxylic acid is 2.79(4), indicating that this compound will exist as an anion in moist soils(SRC) and the mobility of anions is usually much greater than neutral species(5).
The Henry's Law constant for 3-hydroxy-2-naphthalenecarboxylic acid is estimated as 1.4X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 3-hydroxy-2-naphthalenecarboxylic acid is expected to be essentially nonvolatile from water surfaces(2). Furthermore, 3-hydroxy-2-naphthalenecarboxylic acid is a weak acid with pKa of 2.79(2), indicating that this compound will exist as an anion in the environment, and anions do not volatilize from water or soil surfaces(SRC). 3-Hydroxy-2-naphthalenecarboxylic acid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5.4X10-7 mm Hg(SRC), determined from a fragment constant method(4).
NIOSH (NOES Survey 1981-1983) has statistically estimated that 1,641 workers (none of these are female) are potentially exposed to 3-hydroxy-2-naphthalenecarboxylic acid in the US(1). Occupational exposure to 3-hydroxy-2-naphthalenecarboxylic acid may occur through inhalation and dermal contact with this compound at workplaces where 3-hydroxy-2-naphthalenecarboxylic acid is produced or used(SRC).
Drug Information
Cholagogues and Choleretics
The fission product, resulting from the oxidative metabolism of phenanthrene by pseudomonas aeruginosa was converted by enzymes through 2-hydroxy-3-naphthaldehyde into 2-hydroxy-3-naphthoic acid.
Fresh air, rest.
Remove contaminated clothes. Rinse and then wash skin with water and soap.
Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention.
Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/
3-hydroxy-2-naphthoic acid
The substance can be absorbed into the body through the skin and by ingestion.
Sore throat. Cough.
Redness. Pain.
Redness. Pain. Burns.
3-Hydroxy-2-naphthoic acid Use and Manufacturing
OBTAINED BY ACTION OF CARBON DIOXIDE ON SODIUM SALT OF BETA-NAPHTHOL UNDER PRESSURE @ 280-290 °C
Dyes and pigments. 2-hydroxy-3-naphthoic acid (BON) is coupled with diazo compounds and their calcium salts are bright red bleed resistance pigments. The somewhat higher cost manganese salt shows better exterior durability than the calcium or barium salts. The BON red pigments are characterized by an extremely high degree of color stability, resistance to acids and alkalies and are nontoxic.
Pigments
Agricultural products (non-pesticidal)
1,000,000 - 10,000,000 lb|(1977) AT LEAST 4.54X10+8 G|(1981) PROBABLY GREATER THAN 2.27X10+6 G
By treating sodium-2-naphtholate with carbon dioxide under pressure.
Printing ink manufacturing|2-Naphthalenecarboxylic acid, 3-hydroxy-: ACTIVE|Absorption of polar bioactive substances from the GI tract is enhanced by including a hydroxyaromatic acid adjuvant in the formulation.|Hydroxyaryl acids incorporated into suppositories to enhance the absorption rate of the rectally delivered drugs. /Hydroxylaryl acids/|Oral formulatons for improved absorption of beta-lactam antibiotics such as penicillins, cephalosporins, etc, comprise hydroxyaryl acids as adjuvants.
Computed Properties
Molecular Weight:188.18
XLogP3:2.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:188.047344113
Monoisotopic Mass:188.047344113
Topological Polar Surface Area:57.5
Heavy Atom Count:14
Complexity:227
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of 3-Hydroxy-2-naphthoic acid
-
CN
5 YRS
Business licensedTrader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives -
CN
5 YRS
Business licensedTrader Supplier of Ethyl chloroacetate,Methyl chloroacetate,2-ThiophenecarboxaldehydeInquiryCAS No.: 92-70-6Grade: Industrial GradeContent: 99% -
CN
2 YRS
Business licensedTrader Supplier of API,Antibiotics,Anti cancer category -
CN
5 YRS
Business licensedTrader Supplier of Peptides,Chemicals,API,AdditivesInquiryCAS No.: 92-70-6Grade: Industrial GradeContent: 99% -
CN
3 YRS
Business licensedTrader Supplier of chemicalInquiryCAS No.: 92-70-6Grade: Chemical GradeContent: 99%
Learn More Other Chemicals
-
3,5-DIBROMO-2-[[[(3,5-DINITROBENZOYL)AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID
535965-38-9
-
3,5-DIBROMO-2-[[[[(2-CHLOROPHENOXY)ACETYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID
532386-89-3
-
3,5-DIBROMO-2-[[[(4-METHYL-3-NITROBENZOYL)AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID
532943-48-9
-
3,5-DIBROMO-2-[[[[3-(2-FURANYL)-1-OXO-2-PROPENYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Formula
586392-09-8
-
3,5-DIBROMO-2-[[[[(2-METHYLPHENOXY)ACETYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Formula
531548-30-8
-
2-(1,8-dibromo-16,18-dioxo-17-azapentacyclo[6.6.5.0~2,7~.0~9,14~.0~15,19~]nonadeca-2,4,6,9,11,13-hexaen-17-yl)benzoic acid Formula
333340-54-8
-
3,5-DIBROMO-2-[[[[3-(PHENOXYMETHYL)BENZOYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Structure
586393-79-5
-
3,5-DIBROMO-2-[[[(4-CHLOROBENZOYL)AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Structure
531530-32-2
-
What is 2-Cyclopentyl-3-(2,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-oxo-4-isoquinolinecarboxylic acid
400073-92-9
-
What is 9-Octadecenoic acid (9Z)-, compd. with N,N-dimethylcyclohexanamine (1:1)
65122-23-8