β-옥시나프토에산

3-Hydroxy-2-naphthoic acid

HCID 7104CAS 92-70-6

기본 정보

표준 SMILES
O=C(O)c1cc2ccccc2cc1O
InChIKey
ALKYHXVLJMQRLQ-UHFFFAOYSA-N
분자식
C11H8O3
평균 분자량
188.18 g/mol
단동위원소 질량
188.04734412

개요

3-Hydroxy-2-naphthoate is a naphthoic acid.

이름 및 식별자

우선 이름
3-Hydroxy-2-naphthoic acid
IUPAC
3-hydroxynaphthalene-2-carboxylic acid
현지명
β-옥시나프토에산
영어명
3-Hydroxy-2-naphthoic acid
분자식
C11H8O3
분자량
188.18

이름 및 동의어

3-Hydroxy-2-naphthoic acid92-70-6BON acidDeveloper BONBONA2-Naphthalenecarboxylic acid, 3-hydroxy-C.I. Developer 202-Naphthoic acid, 3-hydroxy-Miketazol Developer ONSNaphthol B.O.N.B.o.n. acidC.I. Developer 8
이름 더 보기
3-하이드록시-2-나프토산3-히드록시-2-나프토산β-옥시나프토에산3-하이드록시-2-나프토익산3-하이드록시-2-나프토산2-하이드록시-3-나프토익산2-하이드록시-3-카르복시나프탈렌베타-옥시나프토익산베타-하이드록시나프토익산BON2-HYDROXY-3-NAPHTHOIC ACID3-hydroxy-2-naphthoicacideveloper8naphtholbondeveloperboncideveloper20
3-Naphthol-2-carboxylic acidNaphthol bonbeta-Oxynaphthoic acid3-HYDROXY-2-NAPHTHALENECARBOXYLIC ACIDDeveloper 82-Hydroxy-3-naphthalenecarboxylic acidCI Developer 20beta-Hydroxynaphthoic acid

데이터베이스 식별자

CAS
92-70-6
PubChem CID
7104
DTXSID
DTXSID3026560
ChEMBL
CHEMBL229301
ChEBI
CHEBI:80383
UNII
C7S9D784HX
EC Number
202-180-8
Nikkaji
J4.659K

물성

구조 계산 물성

XLogP
2.9
극성 표면적
57.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
1
무거운 원자 수
14

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Naphthoic Acids
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP · 2건

log Kow = 3.05

3.4-3.59

Color/Form · 2건

Very pale yellow crystals

Yellow rhombic leaflets

Solubility · 4건

Sol in benzene, chloroform, alkaline soln; freely soluble in alcohol and ether

SOL IN TOLUENE

0.1 wt% in water at 25 °C

Solubility in water, g/100ml: 0.047 (very poor)

Flash Point>150 °C c.c.

물리화학적 성질

녹는점
218 · 218-221 °C(lit.)
끓는 점
283.17 °C · 283.17°C (rough estimate)
밀도
1.43 g/cm3 · 1.43 g/cm3 (23℃)
굴절률
1.716 · 1.7160 (estimate)
인화점
150 °C · >150°C
저장 조건
Sealed in dry,Room Temperature
화학적 성질 · 1건

yellow to beige-brown fine crystalline powder. 3 -Hydroxy-2-naphthoic acid [92-70-6], BON acid, C11H8O3, Mr 188.17, mp 222℃, forms pale yellow crystals from aqueous ethanol. Alkaline solutions have a green fluorescence. Aqueous ferric chloride produces a blue color, and warming with CHCl3– NaOH results in a green color. Oxidation with alkaline permanganate gives 2-carboxyphenylglyoxylic acid and then phthalic acid. Dry distillation produces dibenzoxanthone. Bromination gives the 4,7-dibromo derivative; nitration, the 4-nitro derivative; and sulfonation with oleum, the 5,7-disulfonic acid derivative.

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 0.5% (1 of 209) of reports.

Danger

H302 (99.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P330, P337+P317, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 209 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

유해성 정보

Regulatory Information · 4건

Chemical: 2-Naphthalenecarboxylic acid, 3-hydroxy-

2-Naphthalenecarboxylic acid, 3-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Naphthalenecarboxylic acid, 3-hydroxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 21-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14175

3-Hydroxy-naphthalene-2-carboxylic acid: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsCombustible. Gives off irritating or toxic fumes (or gases) in a fire.
Hazards Summary · 1건

Emergency medical treatment: irritants; [HSDB] Cause severe damage to eyes in animal studies; Causes skin necrosis after occlusive exposure for 24 hours to the 10-12% solution; Positive for sensitization in a guinea pig maximization test after open epicutaneous challenge. Negative results in patch testing 36 humans volunteers; Evidence of liver and kidney injury in high-dose animal studies; [OECD SIDS: 3-Hydroxy-2-naphthoic acid - 2004] An irritant; [MSDSonline]

TSCA Requirements · 2건

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 3-Hydroxy-2-naphthoic acid is included on this list.

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329.

Chemical DangersDecomposes on heating. This produces irritating fumes. Reacts with strong oxidants.
Hazard Classes and Categories · 3건

Acute Tox. 4 (99.5%)

Acute toxicity (Oral) - Category 4

Acute toxicity (Oral) - Category 4

안전 및 보호

Fire FightingUse water spray, foam, dry powder.
First Aid Measures · 4건

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.

Rinse mouth. Give one or two glasses of water to drink. Seek medical attention if you feel unwell.

Safe StorageSeparated from strong oxidants. Store in an area without drain or sewer access.
Cleanup MethodsWaste water treatment: ion exchange: adsorption on Amberlite XAD-2: 39% retention, influent: 0.6 ppm.
Disposal Methods · 1건

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.

Spillage Disposal · 1건

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.

독성 정보

Ecotoxicity ValuesLC50 Brachydanio rario /(Zebra fish)/ 50-71 mg/L/48-96 hr
Environmental Fate · 3건

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).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body through the skin and by ingestion.
Signs and Symptoms · 4건

Sore throat. Cough.

Redness. Pain.

Redness. Pain. Burns.

Sore throat. Nausea. Vomiting. Diarrhoea.

ICSC Environmental DataThe substance is harmful to aquatic organisms.

규제 정보

TSCA Requirements · 2건

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 3-Hydroxy-2-naphthoic acid is included on this list.

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
QL1755000
독성
The acute oral LD50 of 3-Hydroxy-2-naphthoic acid in rats was 823-1040 mg/kg bw.
HS 번호
29182910
risk_code
22-36-36/37/38

화학 및 산업

약리 정보

Metabolism/MetabolitesThe 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.

용도 및 제조

Uses · 5건

Used as a chemical intermediate for dyes and pigments; Has been used as a gallbladder stimulant; [HSDB] Used as intermediate for insecticides and pharmaceuticals; [eChemPortal: SIDSUNEP]

DYES & PIGMENTS

CHEM INT FOR DYES-EG, PIGMENT REDS 57:1, 52:1, 48:2, 48:1

CHEM INT FOR P-(NAPHTHYLAMINO)PHENOL-INT FOR SULFUR DYES

MEDICATION

U.S. Imports · 2건

(1979) 5.99X10+8 G (PRINCIPAL CUSTOMS DISTRICTS)

(1981) 5.04X10+8 G (PRINCIPAL CUSTOMS DISTRICTS)

U.S. Production · 3건

2023: 1,000,000 - <8,500,000 lb

(1977) AT LEAST 4.54X10+8 G

(1981) PROBABLY GREATER THAN 2.27X10+6 G

Consumer UsesPigment
Industry UsesPigment
Methods of ManufacturingOBTAINED BY ACTION OF CARBON DIOXIDE ON SODIUM SALT OF BETA-NAPHTHOL UNDER PRESSURE @ 280-290 °C

응용 분야

용도3-Hydroxy-2-naphthoic acid is mainly used as intermediate for the production of dyes and pigments. Further uses are as intermediate for insecticides and pharmaceuticals (ECB, 2000).

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]

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