制备方法

将23.8g2,4-二硝基苯胺、240ml95%乙醇及120ml浓氨水的混合物加热到45℃,搅拌下通入硫化氢气体,维持在45-55℃反应。反应毕,冷却,析出4-硝基邻苯二胺。将过滤得到的粗品溶于盐酸,加活性炭脱色,趁热过滤,滤液用浓氨水中和,过滤,水洗,干燥,即得成品,收率52-58%。

合成制备方法

将23.8g2,4-二硝基苯胺、240ml95%乙醇及120ml浓氨水的混合物加热到45℃，搅拌下通入硫化氢气体，维持在45-55℃反应。反应毕，冷却，析出4-硝基邻苯二胺。将过滤得到的粗品溶于盐酸，加活性炭脱色，趁热过滤，滤液用浓氨水中和，过滤，水洗，干燥，即得成品，收率52-58%。

用途简介

染发剂中间体。

用途

主要用于合成药物及合成颜料、染料等。

包装等级：

II

风险类别：

6.1

海关代码：

2921519090

WGK_Germany：

3
德国有关水污染物质的分类清单

危险类别码：

R22;R68

安全说明：

S36/37-S45

RTECS号：

ST2975000

安全标志：

:

危险标志：

Xn:Harmful;

CHEMICAL IDENTIFICATION

RTECS NUMBER :

ST2975000

CHEMICAL NAME :

o-Phenylenediamine, 4-nitro-

CAS REGISTRY NUMBER :

99-56-9

BEILSTEIN REFERENCE NO. :

0608106

LAST UPDATED :

199710

DATA ITEMS CITED :

55

MOLECULAR FORMULA :

C6-H7-N3-O2

MOLECULAR WEIGHT :

153.16

WISWESSER LINE NOTATION :

ZR BZ DNW

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 :

681 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 - rat

DOSE/DURATION :

>1600 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 :

681 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Intraperitoneal

DOSE :

3 gm/kg

SEX/DURATION :

male 30 day(s) pre-mating

TOXIC EFFECTS :

Reproductive - Effects on Embryo or Fetus - fetal death

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Subcutaneous

DOSE :

2560 mg/kg

SEX/DURATION :

female 6-15 day(s) after conception

TOXIC EFFECTS :

Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Subcutaneous

DOSE :

7680 mg/kg

SEX/DURATION :

female 6-15 day(s) after conception

TOXIC EFFECTS :

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

TYPE OF TEST :

Specific locus test

TYPE OF TEST :

Sex chromosome loss and nondisjunction

TYPE OF TEST :

Sex chromosome loss and nondisjunction

TYPE OF TEST :

Micronucleus test

TYPE OF TEST :

Mutation test systems - not otherwise specified

TYPE OF TEST :

Dominant lethal test

MUTATION DATA

TYPE OF TEST :

Sister chromatid exchange

TEST SYSTEM :

Rodent - hamster Ovary

DOSE/DURATION :

25 mg/L

REFERENCE :

MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 56,207,1977 *** REVIEWS *** 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: 16,63,1978 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: 16,63,1978 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 JACTDZ Journal of the American College of Toxicology. (Mary Ann Liebert, Inc., 1651 Third Ave., New York, NY 10128) V.1-12, 1982-1993. Discontinued. Volume(issue)/page/year: 4(3),161,1985 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - A1601 No. of Facilities: 2065 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 17652 (estimated) No. of Female Employees: 11624 (estimated)

毒理学数据：

1、    急性毒性：大鼠经口LD5O：681mg/kg

生态数据：

该物质对水有稍微的危害。

中国海关编码：2921519090

概述：

2921519090. 间-、对-苯二胺、二氨基甲苯等〔包括衍生物及它们的盐〕. 增值税率:17.0%. 退税率:17.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%

申报要素：

品名, 成分含量, 用途

摘要/Summary：

2921519090. o-, m-, p-phenylenediamine, diaminotoluenes, and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:17.0%. . MFN tariff:6.5%. General tariff:30.0%

分子结构数据

1、   摩尔折射率：41.27

2、   摩尔体积（cm³/mol）：105.8

3、   等张比容（90.2K）：314.4

4、   表面张力（dyne/cm）：77.9

5、   介电常数：

6、   偶极距（10^-24cm³）：

7、 极化率：16.36

计算化学数据

1.疏水参数计算参考值（XlogP）:无

2.氢键供体数量:2

3.氢键受体数量:4

4.可旋转化学键数量:0

5.互变异构体数量:无

6.拓扑分子极性表面积97.9

7.重原子数量:11

8.表面电荷:0

9.复杂度:156

10.同位素原子数量:0

11.确定原子立构中心数量:0

12.不确定原子立构中心数量:0

13.确定化学键立构中心数量:0

14.不确定化学键立构中心数量:0

15.共价键单元数量:1

• 
  4-硝基邻苯二胺质谱(MS)
• 
  4-硝基邻苯二胺核磁图(¹³CNMR)
• 
  4-硝基邻苯二胺核磁图(¹HNMR)
• 
  4-硝基邻苯二胺红外图谱(IR1)
• 
  4-硝基邻苯二胺红外图谱(IR2)