3,3'-二氨基联苯胺

3,3'-二氨基联苯胺 基本信息
CAS号 91-95-2 分子式 C12H14N4
分子量 214.26600 精确质量  214.12200
PSA  104.08000 LogP  4.00720

基本信息 展开↓

CAS号:
91-95-2
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分子式:
C12H14N4
分子量:
214.26600
中文名称:
3,3'-二氨基联苯胺
英文名称:
3,3'-Diaminobenzidine
中文别名:
3,3'-二氨基联苯胺;
3,3’-二氨基联苯胺;
3,3',4,4'-联苯四胺;
3,3',4,4'-四氨基联苯
英文别名:
3,3'-Diaminobenzidine;
4-(3,4-diaminophenyl)benzene-1,2-diamine
精确分子量/精确质量:
214.12200
极性分子表面积/PSA:
104.08000
油水分配系数/LogP:

LogP值指的是某物质在正辛醇/水两相体系中的分配系数的对数值,反映了物质在油水两相中的分配情况。其中、LogP值越大,说明该物质越亲油;反之,LogP值越小,则说明该物质越亲水。
贝尔斯坦号/MDL:
MFCD00007725
EINECS:
202-110-6
PubChem:
24894175
BRN:
1212988
InChI:
InChI=1/C12H14N4/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6H,13-16H2

生产制备方法及用途展开↓

制备方法


(1)3,3`-二氯联苯胺为原料,在铜催化剂作用下,与氨反应而得;(2)以联苯胺为原料,与乙酸反应,生成联苯二乙酰胺,再与硝酸反应,生成3,3`-二硝基联苯二乙酰胺,在硫酸水溶液中水解,生成3,3`-二硝基联苯胺,最后用硫化钠还原,或催化加氢还原而得。

合成制备方法


(1)3,3`-二氯联苯胺为原料,在铜催化剂作用下,与氨反应而得;(2)以联苯胺为原料,与乙酸反应,生成联苯二乙酰胺,再与硝酸反应,生成3,3`-二硝基联苯二乙酰胺,在硫酸水溶液中水解,生成3,3`-二硝基联苯胺,最后用硫化钠还原,或催化加氢还原而得。

用途简介


光度法测定硒,过氧化物酶底物。

用途


 

与芳香族二羧酸反应聚合,生成多环聚合物的聚苯并咪唑;与芳香族原二羧酐反应,生成梯形聚合物聚苯并咪唑吡咯酮等。

物化性质展开↓

外观与性状:
固体
密度:
1.307g/cm3
熔点:
175-177 °C(lit.)
沸点:
481.7ºC at 760 mmHg
闪点:
282.7ºC
水溶解性:
0.55 g/L (20 ºC)
折射率:
1.765
存储条件/存储方法:
库房通风低温干燥
其它信息:

1.       性状:灰色至黄棕色片状结晶或结晶性粉末。在空气中颜色逐渐变黑。

2.       密度(g/mL,25/4℃): 未确定

3.       相对蒸汽密度(g/mL,空气=1):未确定

4.       熔点(ºC):176-180

5.       沸点(ºC,常压):未确定

6.       沸点(ºC,5.2kPa):未确定

7.       折射率:未确定

8.       闪点(ºC): 未确定

9.       比旋光度(º):未确定

10.    自燃点或引燃温度(ºC):未确定

11.    蒸气压(kPa,25ºC):未确定

12.    饱和蒸气压(kPa,60ºC):未确定

13.    燃烧热(KJ/mol):未确定

14.    临界温度(ºC):未确定

15.    临界压力(KPa):未确定

16.    油水(辛醇/水)分配系数的对数值:未确定

17.    爆炸上限(%,V/V):未确定

18.    爆炸下限(%,V/V):未确定

19.    溶解性:溶于热水及热乙醇。

安全信息展开↓

海关代码:
2921590090
WGK_Germany:
1
德国有关水污染物质的分类清单
危险类别码:
R22;R36/37/38;R40
安全说明:
S26-S36/37-S45-S36/37/39
RTECS号:
DV8750000
安全标志:
S26:万一接触眼睛,立即使用大量清水冲洗并送医诊治。
危险标志:
Xn:Harmful;

合成路线查看所有的合成路线

  • 6271-79-0

    二硝基联苯胺

  • ~89%

  • 91-95-2

    3,3'-二氨基联苯胺

  • 74959-03-8

    2-Benzoylacetamidine

  • ~80%

  • 91-95-2

    3,3'-二氨基联苯胺

  • 7647-01-0

    氯化氢

  • +

  • 6271-79-0

    二硝基联苯胺

  • 91-95-2

    3,3'-二氨基联苯胺

化学图谱

  1. 3,3'-二氨基联苯胺质谱(MS)

  2. 3,3'-二氨基联苯胺核磁图(13CNMR)

  3. 3,3'-二氨基联苯胺核磁图(1HNMR)

  4. 3,3'-二氨基联苯胺红外图谱(IR1)

  5. 3,3'-二氨基联苯胺红外图谱(IR2)

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毒理性展开↓

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DV8750000
CHEMICAL NAME :
3,3'4,4'-Biphenyltetramine
CAS REGISTRY NUMBER :
91-95-2
BEILSTEIN REFERENCE NO. :
1212988
LAST UPDATED :
199712
DATA ITEMS CITED :
12
MOLECULAR FORMULA :
C12-H14-N4
MOLECULAR WEIGHT :
214.30
WISWESSER LINE NOTATION :
ZR BZ DR CZ DZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3 gm/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 :
1834 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 :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
9000 mg/kg/27D-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors
TYPE OF TEST :
Mutation test systems - not otherwise specified

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
100 mg/kg
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 319,19,1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5448 No. of Facilities: 38 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 135 (estimated) No. of Female Employees: 95 (estimated)

MSDS 展开↓

Name: 3 3 -Diaminobenzidine 99% Material Safety Data Sheet
Synonym: 3,3',4,4'-Biphenyltetramine; 3,3',4,4'-Tetraaminobiphenyl
CAS: 91-95-2
Section 1 - Chemical Product   MSDS Name:3 3 -Diaminobenzidine 99% Material Safety Data Sheet
Synonym:3,3',4,4'-Biphenyltetramine; 3,3',4,4'-Tetraaminobiphenyl

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
91-95-2 3,3'-Diaminobenzidine 99 202-110-6
Hazard Symbols: XN
Risk Phrases: 22 36/37/38 40

Section 3 - HAZARDS IDENTIFICATION
  EMERGENCY OVERVIEW
Harmful if swallowed. Irritating to eyes, respiratory system and skin. Limited evidence of a carcinogenic effect.Light sensitive.Hygroscopic (absorbs moisture from the air).
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes irritation with burning pain, itching, and redness.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated. May be harmful if swallowed.
Inhalation:
May cause cyanosis (bluish discoloration of skin due to deficient oxygenation of the blood). Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

Section 4 - FIRST AID MEASURES
  Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.
Antidote: None reported.

Section 5 - FIRE FIGHTING MEASURES
  General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or appropriate foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
  General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.

Section 7 - HANDLING and STORAGE
  Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Store protected from light.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture. Store protected from light.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
  Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 91-95-2: United States OSHA: (Cancer suspect agent - see 29 CFR 1910.1010) (listed under Benzidine).
France - VME: (listed as benzidine): 0.001 ppm VME; 0.008 mg/m3 V Germany: 0.003 ppm TWA; 0.03 mg/m3 TWA (inhalable fraction) Germany: Skin absorber Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES
 
Physical State: Crystalline powder
Color: brown
Odor: odorless
pH: 7 (1g/l aq. soln.)
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 176.00 - 180.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature: > 400 deg C
Solubility in water: 0.55 g/l (20 c)
Specific Gravity/Density:
Molecular Formula: C12H14N4
Molecular Weight: 214.27

Section 10 - STABILITY AND REACTIVITY
  Chemical Stability:
Stable under normal temperatures and pressures. Light sensitive.
Hygroscopic: absorbs moisture or water from the air.
Conditions to Avoid:
Incompatible materials, light, dust generation, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, ammonia.
Hazardous Polymerization: Will not occur.

Section 11 - TOXICOLOGICAL INFORMATION
  RTECS#:
CAS# 91-95-2: DV8750000 LD50/LC50:
CAS# 91-95-2: Oral, mouse: LD50 = 1834 mg/kg.
Carcinogenicity:
3,3'-Diaminobenzidine - California: carcinogen, initial date 2/27/87 (listed as Benzidine).
NTP: Known carcinogen (listed as Benzidine).
IARC: Group 1 carcinogen (listed as Benzidine).
Other:
See actual entry in RTECS for complete information.

Section 12 - ECOLOGICAL INFORMATION
 

Section 13 - DISPOSAL CONSIDERATIONS
  Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION
 
IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

Section 15 - REGULATORY INFORMATION
 
European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 22 Harmful if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
R 40 Limited evidence of a carcinogenic effect.
Safety Phrases:
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 91-95-2: 2
Canada
CAS# 91-95-2 is listed on Canada's NDSL List.
CAS# 91-95-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 91-95-2 is listed on the TSCA inventory.


SECTION 16 - ADDITIONAL INFORMATION
N/A

海关数据查看详细

中国海关编码:2921590090

概述:
2921590090. 其他芳香多胺及衍生物及它们的盐. 增值税率:17.0%. 退税率:13.0%. 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:
2921590090. other aromatic polyamines and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

分子结构与计算化学数据展开↓

分子结构数据


1、  摩尔折射率:67.78

2、  摩尔体积(cm3/mol):163.8

3、  等张比容(90.2K):483.9

4、  表面张力(dyne/cm):76.1

5、  极化率(10-24cm3):26.87

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:4

3.氢键受体数量:4

4.可旋转化学键数量:1

5.互变异构体数量:无

6.拓扑分子极性表面积104

7.重原子数量:16

8.表面电荷:0

9.复杂度:209

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

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