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2-萘酚

2-萘酚用途

2-Naphthol 是 naphthalene 的代谢物,由细胞色素 P450 亚型 (CYP 1A1,CYP 1A2,CYP 2A1,CYP 2E1 和 CYP 2F2) 催化而成。

2-萘酚名称

[ CAS 号 ]:
135-19-3

[ 中文名 ]:
β-萘酚

[ 英文名 ]:
2-Naphthol

[中文别名 ]:

[英文别名 ]:

β-naphthol
β-Naphthyl alcohol
2-Naphthalenol
β-hydroxynaphthalene
Betanaphthol
EINECS 205-182-7
Naphthol B
2-Hydroxynaphthalene
b-Naphthol
Isonaphthol

2-萘酚生物活性

[ 描述 ]:

2-Naphthol 是 naphthalene 的代谢物,由细胞色素 P450 亚型 (CYP 1A1,CYP 1A2,CYP 2A1,CYP 2E1 和 CYP 2F2) 催化而成。

[ 相关类别 ]:

研究领域 >> 其他

天然产物 >> 酚类

[ 靶点 ]

Human Endogenous Metabolite

[体外研究]

2-萘酚是萘的代谢产物,由细胞色素P450(CYP)同工酶(CYP 1A1,CYP 1A2,CYP 2A1,CYP 2E1和CYP 2F2)催化。 2-萘酚(10,25,50和100μM)不会引起细胞毒作用和抑制外周血单核细胞增殖[1]。

[参考文献]

[1]. Kapuci M, et al. Determination of cytotoxic and genotoxic effects of naphthalene, 1-naphthol and 2-naphthol on human lymphocyte culture. Toxicol Ind Health. 2014 Feb;30(1):82-9.

[相关活性小分子]

2-萘酚物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
285.5±0.0 °C at 760 mmHg

[ 熔点 ]:
120-122 °C(lit.)

[ 分子式 ]:
C₁₀H₈O

[ 分子量 ]:
144.170

[ 闪点 ]:
144.0±10.6 °C

[ 精确质量 ]:
144.057510

[ PSA ]:
20.23000

[ LogP ]:
2.71

[ 外观性状 ]:
裂纹白有光泽的片或白色粉末

[ 蒸汽密度 ]:
4.97 (vs air)

[ 蒸汽压 ]:
0.0±0.6 mmHg at 25°C

[ 折射率 ]:
1.678

[ 储存条件 ]:
Refrigerator

[ 稳定性 ]:
Stable. Combustible. Dust may form explosive mixture with air. Incompatible with strong oxidizing agents, phenol.

[ 水溶解性 ]:
1 g/L (20 ºC)

2-萘酚MSDS

2-萘酚毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QL2975000

CHEMICAL NAME :: 2-Naphthol

CAS REGISTRY NUMBER :: 135-19-3

LAST UPDATED :: 199710

DATA ITEMS CITED :: 30

MOLECULAR FORMULA :: C10-H8-O

MOLECULAR WEIGHT :: 144.18

WISWESSER LINE NOTATION :: L66J CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1960 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >770 mg/m3/1H

TOXIC EFFECTS :: Gastrointestinal - changes in structure or function of salivary glands

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2940 mg/kg

TOXIC EFFECTS :: Behavioral - sleep Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 97500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - cat

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 3800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 3 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 3800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 1335 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 2670 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 10080 mg/kg/28D-C

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in bladder weight Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 107 mg/kg/35W-I

TOXIC EFFECTS :: Brain and Coverings - other degenerative changes Behavioral - alteration of classical conditioning

TYPE OF TEST :: TCLo - Lowest published toxic concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1350 ug/m3/17W-I

TOXIC EFFECTS :: Blood - changes in erythrocyte (RBC) count Blood - changes in leukocyte (WBC) count Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other esterases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 298 mg/kg/35W-I

TOXIC EFFECTS :: Liver - liver function tests impaired

MUTATION DATA

TYPE OF TEST :: DNA repair

TEST SYSTEM :: Bacteria - Bacillus subtilis

DOSE/DURATION :: 5 gm/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 42,19,1977 *** REVIEWS *** TOXICOLOGY REVIEW MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 47,75,1978 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 0.1 mg/m3 JAN 1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84296 No. of Facilities: 971 (estimated) No. of Industries: 18 No. of Occupations: 18 No. of Employees: 6346 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X1957 No. of Facilities: 113 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 453 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 84296 No. of Facilities: 199 (estimated) No. of Industries: 11 No. of Occupations: 26 No. of Employees: 10985 (estimated) No. of Female Employees: 590 (estimated)

2-萘酚安全信息

[ 符号 ]:

GHS07, GHS09

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302 + H332-H400

[ 警示性声明 ]:
P273

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R20/22;R50

[ 安全声明 (欧洲) ]:
S24/25-S61

[ 危险品运输编码 ]:
UN 3077 9/PG 3

[ WGK德国 ]:
2

[ RTECS号 ]:
QL2975000

[ 包装等级 ]:
III

[ 危险类别 ]:
9

[ 海关编码 ]:
2907151000

2-萘酚合成路线

2-萘酚上下游产品

2-萘酚上游产品

2-萘酚下游产品

2-萘酚制备

1.由萘经磺化、碱熔制得。磺化碱熔法是国内外广泛采用的生产方法，但腐蚀严重，成本较高，废水生物氧耗量高。美国氰胺公司开发的2-异丙萘法，以萘和丙烯为原料，在生产2-萘酚的同时副产丙酮，这方法与异丙苯法制苯酚的情况类似。原料消耗定额：精萘1170kg/t、硫酸1080kg/t、固体烧碱700kg/t。

2.将熔融的精萘加热至140℃，以萘∶硫酸＝1∶1.085 （摩尔比）的比例，将98%的硫酸在20min
内均匀加入后，升温至160～164℃进行2.5h的磺化反应，当2-萘磺酸含量达66%以上，总酸度为25%～27%时，反应结束，然后于160℃进行水解反应1h，在140～150℃下用水蒸气吹去游离萘，再缓慢均匀加入事先预热至80～90℃的相对密度为1.14的亚硫酸钠溶液进行中和反应至刚果红试纸不变蓝为
止。反应中生成的二氧化硫气体及时用蒸汽排除，中和产物降温至35～40℃冷却结晶，吸滤所得结晶用10%食盐水洗涤，吸干后，于300～310℃下加到熔融态的98%的氢氧化钠中，搅拌并维持320～330℃，使2-萘磺酸钠碱熔为2-萘酚钠，然后用热水稀释碱熔物，再通入上述中和反应生成的二氧化硫，在70～80℃下酸化反应直到酚酞呈无色为止。将酸化产物静置分层，所得上层液体加热至沸，静置，分去水层，所得粗品2-萘酚先加热脱水，再减压精馏，可得纯品。
过程反应式为：

3.此法以萃取结晶法去除2- 萘酚中的1- 萘酚。将2-萘酚与水以一定比例混合加热至95℃，当2-萘酚熔融后，用力搅拌混合物并迅速降温至85℃左右，将结晶的浆状产物冷却至室温并过滤，即可。经纯度分析，1-萘酚含量为痕量。

4. 由2-萘磺酸经碱熔而制得。

2-萘酚海关

[ 海关编码 ]: 2907151000

[ 中文概述 ]:
HS:2907151000 β-萘酚(2-萘酚) 增值税率:17.0% 退税率:9.0% 监管条件:无最低关税:5.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
HS:2907151000 naphthalen-2-ol VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

2-萘酚文献

High-performance thin-layer chromatography analysis of steviol glycosides in Stevia formulations and sugar-free food products, and benchmarking with (ultra) high-performance liquid chromatography.

J. Chromatogr. A. 1350 , 102-11, (2014)

A high-performance TLC (HPTLC) method was newly developed and validated for analysis of 7 steviol glycosides in 6 different types of food and Stevia formulations. After a minimized one-step sample pre...

Development of a novel magnetic molecularly imprinted polymer coating using porous zeolite imidazolate framework-8 coated magnetic iron oxide as carrier for automated solid phase microextraction of estrogens in fish and pork samples.

J. Chromatogr. A. 1365 , 35-44, (2014)

A high-performance magnetic molecularly imprinted polymer (MIP) coating using zeolite imidazolate framework-8 coated magnetic iron oxide (Fe3O4@ZIF-8) as a carrier was developed for simultaneous autom...

QSAR study and synthesis of new phenyltropanes as ligands of the dopamine transporter (DAT).

Bioorg. Med. Chem. 20 , 1388-95, (2012)

The dopamine transporter (DAT) plays a pivotal role in the regulation of dopamine neurotransmission, and is involved in a number of physiological functions and brain disorders. Furthermore the DAT ana...

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