邻苯二酚

邻苯二酚用途

【用途一】
用作分析试剂
【用途二】
是重要的化工中间体，可用于制造橡胶硬化剂、电镀添加剂、皮肤防腐杀菌剂、染发剂、照相显影剂等
【用途三】
邻苯二酚是杀菌剂乙霉威、杀虫剂残杀威和克百威的中间体。
【用途四】
作为重要的医药中间体，用来制造黄连素和异丙肾上腺素等。也可用于生产4-叔丁基邻苯二酚，作苯乙烯、丁二烯、氯乙烯的阻聚剂。或用于制造抗氧剂、显影剂、杀菌剂、橡胶助剂、电镀添加剂、特种墨水、光稳定剂、染料、香料等。
【用途五】
显色反应或比色分析测定钛、钼、钨、钒、铁和铈。
【用途六】
用于照相、染料、抗氧剂、光稳定剂，并为重要的医药中间体。用于ICP-AES、AAS、AFS、ICP-MS、离子色谱等。滴定分析用标准溶液。

邻苯二酚名称

[ CAS 号 ]:
120-80-9

[ 中文名 ]:
邻苯二酚

[ 英文名 ]:
1,2-Benzenediol

[中文别名 ]:

儿茶酚

[英文别名 ]:

1,2-dihydroxybenzene
Phthalsaeure-diheptylester
di-n-octyl phthalate
phthalic acid diheptyl ester
EINECS 204-427-5
diheptyl
1,2-benzenediol
1,2-Benzenediol,1,2-Dihydroxybenzene,Catechol
Dihept-1-yl phthalate
DI-N-HEPTYL PHTHALAT

邻苯二酚物理化学性质

[ 密度 ]:
1.3±0.1 g/cm3

[ 沸点 ]:
245 ºC

[ 熔点 ]:
103-106 ºC

[ 分子式 ]:
C₆H₆O₂

[ 分子量 ]:
110.111

[ 闪点 ]:
131 ºC

[ 精确质量 ]:
110.036781

[ PSA ]:
40.46000

[ LogP ]:
0.88

[ 外观性状 ]:
淡灰色至淡棕色片状

[ 蒸汽密度 ]:
3.8 (vs air)

[ 蒸汽压 ]:
0.0±0.5 mmHg at 25°C

[ 折射率 ]:
1.612

[ 储存条件 ]:
库房通风低温干燥,与氧化剂、食品添加剂分开存放

[ 稳定性 ]:
Stable. Substances to be avoided include acid chlorides, acid anhydrides, bases, oxidizing agents, nitric acid. Light sensitive; may discolour on exposure to air. Combustible.

[ 水溶解性 ]:
430 g/L (20 ºC)

邻苯二酚MSDS

详细MSDS(安全技术说明书)

邻苯二酚毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UX1050000

CHEMICAL NAME :: Pyrocatechol

CAS REGISTRY NUMBER :: 120-80-9

BEILSTEIN REFERENCE NO. :: 0471401

LAST UPDATED :: 199712

DATA ITEMS CITED :: 75

MOLECULAR FORMULA :: C6-H6-O2

MOLECULAR WEIGHT :: 110.12

WISWESSER LINE NOTATION :: QR BQ

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 :: 260 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 - rat

DOSE/DURATION :: 110 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 - mouse

DOSE/DURATION :: 260 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 :: 68 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 :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 247 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 :: Mammal - dog

DOSE/DURATION :: 130 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 :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 40 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 :: 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 :: 200 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Blood - leukopenia Blood - methemoglobinemia-carboxyhemoglobin

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 800 mg/kg

TOXIC EFFECTS :: Skin and Appendages - primary irritation (after topical exposure) Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 225 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 :: 210 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 :: Intraperitoneal

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 150 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 :: 200 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 :: Amphibian - frog

DOSE/DURATION :: 160 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 :: Parenteral

SPECIES OBSERVED :: Amphibian - frog

DOSE/DURATION :: 160 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - convulsions or effect on seizure threshold

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 240 mg/kg

TOXIC EFFECTS :: Behavioral - changes in motor activity (specific assay) Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - chicken

DOSE/DURATION :: 98 gm/kg/4W-I

TOXIC EFFECTS :: Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 437 gm/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 645 gm/kg/96W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 60640 mg/kg/24W-C

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 349 gm/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 171 gm/kg/51W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1 gm/kg

SEX/DURATION :: female 11 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 5 mg/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - ovaries, fallopian tubes

TYPE OF TEST :: Unscheduled DNA synthesis

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Micronucleus test

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Rodent - rabbit Bone marrow

REFERENCE :: AJIMD8 American Journal of Industrial Medicine. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1980- Volume(issue)/page/year: 7,485,1985 *** REVIEWS *** ACGIH TLV-Animal carcinogen DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 ACGIH TLV-TWA 23 mg/m3 (5 ppm) (skin) DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 IARC Cancer Review:Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 15,155,1977 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 15,155,1977 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 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 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-AUSTRALIA:TWA 5 ppm (20 mg/m3) JAN 1993 OEL-BELGIUM:TWA 5 ppm (23 mg/m3) JAN 1993 OEL-DENMARK JAN 1993 OEL-FINLAND:TWA 5 ppm (22 mg/m3);STEL 10 ppm (45 mg/m3) JAN 1993 OEL-FRANCE:TWA 5 ppm (20 mg/m3) JAN 1993 OEL-THE NETHERLANDS:TWA 5 ppm (20 mg/m3) JAN 1993 OEL-SWITZERLAND:TWA 5 ppm (23 mg/m3) JAN 1993 OEL-UNITED KINGDOM:TWA 5 ppm (20 mg/m3) JAN 1993 OEL IN BULGARIA, COLOMBIA, JORDAN, KOREA check ACGIH TLV OEL IN NEW ZEALAND, SINGAPORE, VIETNAM check ACGIH TLV *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH RECOMMENDED EXPOSURE LEVEL (REL) : NIOSH REL TO CATECHOL-air:10H TWA 5 ppm (Sk) REFERENCE : NIOSH* National Institute for Occupational Safety and Health, U.S. Dept. of Health, Education, and Welfare, Reports and Memoranda. Volume(issue)/page/year: DHHS #92-100,1992 NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M1763 No. of Facilities: 147 (estimated) No. of Industries: 4 No. of Occupations: 6 No. of Employees: 642 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M1763 No. of Facilities: 700 (estimated) No. of Industries: 8 No. of Occupations: 15 No. of Employees: 13516 (estimated) No. of Female Employees: 5799 (estimated)

邻苯二酚安全信息

[ 符号 ]:

GHS05, GHS06, GHS08

[ 信号词 ]:
Danger

[ 危害声明 ]:
H301 + H311-H315-H317-H318-H332-H341

[ 警示性声明 ]:
P280-P301 + P310-P305 + P351 + P338-P312

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

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R21/22;R36/38

[ 安全声明 (欧洲) ]:
S22-S26-S37

[ 危险品运输编码 ]:
UN 2811 6.1/PG 3

[ WGK德国 ]:
2

[ RTECS号 ]:
UX1050000

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1

[ 海关编码 ]:
2907291000

邻苯二酚合成路线

详细合成路线

邻苯二酚上下游产品

邻苯二酚上游产品

邻苯二酚下游产品

邻苯二酚制备

1、邻苯二酚多数以衍生物的形式存在于自然界中。例如，邻甲氧基酚和2-甲氧基-4-甲基苯酚是山毛榉杂酚油的重要万分。邻苯二酚最早是由于馏原儿茶酸或蒸馏儿茶提取液得到的：后来发现，干馏某些植物或碱熔融某些树脂等也能得到邻苯二酚。在工业上，过去一般采用从煤低温干馏的焦油中萃取获得。合成邻苯二酚有多种工艺路线。
（1）以苯酚为原料，经氯气氯化；硫酸铜和氢氧化钠水解；盐酸酸化而得。
（2）由苯或苯酚与双氧水直接氧化。采用双氧水直接氧化苯酚制取邻苯二酚的有日本宇部兴产公司和法国罗纳-普朗克公司。
（3）由邻氯苯酚在碱性介质中加压水解制得。

2、在室温下，先将水杨醛与1mol／l 犔的氢氧化钠溶液相混合，然后搅拌下加入稍过量的双氧水，进行反应，温度升高到45～50℃：

反应液放置15～20h后，加入醋酸中和过量碱，然后减压蒸发至干。固体粉碎后加入一定量甲苯，加热至沸进行反复提取，每次冷却析出的邻苯二酚合并后进行减压蒸馏，压力控制在1333Pa，收集119～121℃馏份，再用5倍的甲苯重结晶，即可得邻苯二酚产品。

3、搅拌下，向苯和苯酚的混合物中通入氯气，温度控制在24～28℃

当混合液的相对密度达0.954时，停止通氯，并减压排出氯化氢。在21332Pa,125℃下蒸出多余苯后，冷却至60℃，再进行减压蒸馏，压力为2666～3333Pa ，收集中段馏份（75℃）为邻氯苯酚。低沸物（＜75℃）和高沸物（＞75℃）可回收利用。制得的邻氯苯酚与硫酸铜、氢氧化钠以适量比例混合后，通入已预热至230～２240℃的管式反应器中进行反应：

控制反应温度为180～190℃，反应停留时间为50～60min，经反应回流出的反应液进入盛有盐酸的容器，进行中和，控制中和的ph值为3～3.5：

之后用活性炭脱色，过滤，滤液用醋酸异丙酯逆流提取，提取液经常压、减压蒸馏，可得邻苯二酚。

邻苯二酚海关

[ 海关编码 ]: 2907291000

[ 中文概述 ]:
2907291000 邻苯二酚。监管条件:无。增值税率:17.0%。退税率:9.0%。最低关税:4.0%。普通关税:11.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 原产地证据文件及编号(例附原产地证书, 原产于日本、美国的

[ Summary ]:
2907291000 pyrocatechol。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。Lowest tariff:4.0%。General tariff:11.0%

邻苯二酚文献

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The electrochemical degradation of the nonsteroidal anti-inflammatory drug ketoprofen in tap water has been studied using electro-Fenton (EF) and anodic oxidation (AO) processes with platinium (Pt) an...

Synthesis and application of boronic acid-functionalized magnetic adsorbent for sensitive analysis of salbutamol residues in pig tissues.

Biomed. Chromatogr. 29 , 1834-41, (2015)

Salbutamol (SAL) is the most widely used β2 -agonist drug for asthma and chronic obstructive pulmonary patients, but it is also often abused as feed additive. In recent years, the abuse of SAL has led...

Arhodomonas sp. strain Seminole and its genetic potential to degrade aromatic compounds under high-salinity conditions.

Appl. Environ. Microbiol. 80(21) , 6664-76, (2014)

Arhodomonas sp. strain Seminole was isolated from a crude oil-impacted brine soil and shown to degrade benzene, toluene, phenol, 4-hydroxybenzoic acid (4-HBA), protocatechuic acid (PCA), and phenylace...

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