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3,3'-ジアミノベンジジン

3,3'-Diaminobenzidine

HCID 7071
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
91-95-2
標準SMILES
Nc1ccc(-c2ccc(N)c(N)c2)cc1N
InChIKey
HSTOKWSFWGCZMH-UHFFFAOYSA-N
分子式
C12H14N4
平均分子量
214.27 g/mol
単同位体質量
214.12184646

概要

3,3'-diaminobenzidine is a member of the class of biphenyls that is benzidine in which one of the hydrogens ortho to each of the amino groups has been replaced by an amino group. It has a role as a histological dye. It is a member of biphenyls and a substituted aniline.

名称と識別子

優先名称
3,3'-Diaminobenzidine
IUPAC
4-(3,4-diaminophenyl)benzene-1,2-diamine
現地名
3,3'-ジアミノベンジジン
英語名
3,3'-Diaminobenzidine
分子式
C12H14N4
分子量
214.27

名称と別名

3,3'-Diaminobenzidine91-95-23,3-DIAMINOBENZIDINE3,3',4,4'-Tetraaminobiphenyl3,3',4,4'-Biphenyltetramine3,3',4,4'-Tetraaminodiphenyl3,3',4,4'-Diphenyltetramine3,3',4,4'-Tetraminobiphenyl[1,1'-Biphenyl]-3,3',4,4'-tetramineBiphenyl-3,3',4,4'-tetrayltetraamine(1,1'-Biphenyl)-3,3',4,4'-tetramineDTXSID2036827
名称をさらに表示
3,3'-ジアミノベンジジン1,1'-ビフェニル-3,3',4,4'-テトラキスアミン3,3',4,4'-テトラアミノビフェニル3,3-ジアミノベンジジンビフェニル-3,3',4,4'-テトラアミン4,4'-ビ(1,2-ベンゼンジアミン)1,1'-ビフェニル-3,3',4,4'-テトラアミン3,3',4,4'-[1,1'-ビフェニル]テトラアミン[1,1'-ビフェニル]-3,3',4,4'-テトラアミン3,3',4,4'-テトラアミノ-1,1'-ビフェニルジアミノベンジジン4,4'-ビ(o-フェニレンジアミン)3,3',4,4'-ビフェニルテトラアミン4,4'-ビ[1,2-ベンゼンジアミン]テトラアミノビフェニル3,3′-ジアミノベンジジン3,4,3',4'-テトラアミノビフェニル3,3'-ジアミノベンジジン [生化学用]3,3’,4,4’-ビフェニルテトラアミン3,3′‐ジアミノベンジジンDABDIAMINOBENZIDINE[1,1'-biphenyl]-3,3',4,4'-tetraaMineTETRAAMINOBIPHENYL3,3'DAB BUFFERJACS-91-95-2TIMTEC-BB SBB008427

データベース識別子

CAS
91-95-2
PubChem CID
7071
DTXSID
DTXSID2036827
ChEMBL
CHEMBL1396955
ChEBI
CHEBI:90994
UNII
2RV4T6KHQI
EC Number
202-110-6
Nikkaji
J3.927F

物性

構造計算による物性補完中

XLogP
0.9
極性表面積
104 Ų
水素結合供与体数
4
水素結合受容体数
4
回転可能結合数
1
重原子数
16
形式電荷
0
複雑度
209

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Benzidine and Derivatives
LogP0.09
SolubilitySolubility in water: very poor
Flash Point>200 °C
Melting Point176 °C
Physical Description · 3 件

Dry Powder

Red to brown hygroscopic solid; [ICSC]

RED-TO-BROWN HYGROSCOPIC SOLID IN VARIOUS FORMS.

Autoignition Temperature560 °C

物理化学的性質

融点
175 · 175-177 °C(lit.)
沸点
344.41 °C · 344.41°C (rough estimate)
比重(密度)
1.1726 · 1.1726 (rough estimate)
屈折率
1.5 · 1.5000 (estimate)
闪点
12 °C · 12 °C
貯蔵温度
room temp

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Danger

H341 (100%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 3 件

Hazard Traits - Carcinogenicity

[1,1'-Biphenyl]-3,3',4,4'-tetramine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of [1,1'-Biphenyl]-3,3',4,4'-tetramine 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)

Biphenyl-3,3',4,4'-Tetrayltetraamine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Fire HazardsCombustible.
Hazards Summary · 1 件

Causes muscle weakness, cyanosis, and urine changes in inhalation lethal-dose study of rats; [RTECS] May cause eye irritation; A possible human carcinogen; [ICSC] May cause irritation; Possible teratogen and carcinogen; [Aldrich MSDS] See Benzidine.

Chemical DangersDecomposes on burning. This produces nitrogen oxides. Reacts with strong oxidants.
Hazard Classes and Categories · 3 件

Muta. 2 (100%)

Carcinogenicity - category 1B

Carc. 1B

安全と保護具

化学と産業

用途と製造

UsesUsed as a reagent; [REPROTOX]
U.S. Production2023: 140,461 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesNot Known or Reasonably Ascertainable
General Manufacturing Information · 2 件

Textiles, apparel, and leather manufacturing

[1,1'-Biphenyl]-3,3',4,4'-tetramine: ACTIVE

応用分野 · 4 件

解説3,3'-ジアミノベンジジン,板状晶.融点178~180 ℃.空気中で酸化されてしだいに褐色となる.各種耐熱ポリマーの原料であり,イソフタル酸と縮合重合させたポリ(ベンゾイミダゾール)の合成や,そのほか全芳香族ポリマーの成分として用いられる.森北出版「化学辞典(第2版)

用途有機合成用試薬。

説明3,3'-Diaminobenzidine (DAB) is a precursor to polybenzimidazole. DAB is frequently used in the immunohistochemical staining of nucleic acids and proteins. It can also be used to detect fingerprints in blood because that it can be oxidized by hydrogen peroxide in the presence of hemoglobin to give a dark-brown color.

使用3,3'-Diaminobenzidine is used as peroxidase substrate and a reagent for spectrophotometric determination of selenium. DAB is used for the immunohistochemical staining of nucleic acids and proteins. As a dark brown dye, was used as an antibody-specific stain to identify the paired antibodies in breast tissue. It may be used for the synthesis of a useful, linear, Schiff-base coordination polymer.

調製方法 · 1 件

製造方法15 kg of 98.5% pure 3,3'-dinitro-4,4'-diaminobiphenyl tide product and 45 kg of methanol,0.075 kg of palladium carbon is mixed, and hydrogen gas of 0.85-0.9 MPa is introduced at 55-60 ° C, and stirred for 3 hours.At the end of the reaction, the catalyst was recovered, methanol was recovered, 30 kg of water was added, and the mixture was centrifuged and dried to obtain 9.3 kg of 3,3'-Diaminobenzidine having a purity of 99.3%.The yield was 90.6% (based on 3,3'-dinitro-4,4'-diacetylaminobiphenyl).

関連反応

23 件
反応記録を作成
HRID 1718 の反応式
HRID 1718反応物としてuspto-grants-1998_03
HRID 456362 の反応式
HRID 456362反応物としてuspto-grants-2007_03
HRID 456363 の反応式
HRID 456363反応物としてuspto-grants-2007_03
HRID 456364 の反応式
HRID 456364反応物としてuspto-grants-2007_03
HRID 628572 の反応式
HRID 628572反応物としてuspto-grants-2016_04
HRID 628573 の反応式
HRID 628573反応物としてuspto-grants-2016_04
HRID 628578 の反応式
HRID 628578反応物としてuspto-grants-2016_04
HRID 628580 の反応式
HRID 628580反応物としてuspto-grants-2016_04
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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
3'-DiaMinobenzidine
3,3'-Diaminobenzidin
2RV4T6KHQIDiaminobenzidine, 3,3NSC-76152DTXCID0016827CHEBI:909943,3 Diaminobenzidine3,3' diaminobenzidineDiaminobenzidine, 3,3'
溶解性
0.55 g/リットル · 0.55g/リットル
外見
タブレット
酸解離定数(Pka)
4.39 · 4.39±0.10(Predicted)
色
MeOHからの結晶
PH
7 · 7 (1g/l, H2O, 20℃)
水溶解度
0.55 g/L · 0.55g/L(20℃)
BRN
1212988 · 1212988
安定性
安定性 湿気と光に敏感。強力な酸化剤とは相容れない。
主な用途
診断アッセイの製造血液学組織学
InChI
1S/C12H14N4/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6H,13-16H2
InChIKey
HSTOKWSFWGCZMH-UHFFFAOYSA-N
SMILES
NC1=C(N)C=CC(C2=CC(N)=C(N)C=C2)=C1
CAS データベース
91 · 91-95-2(CAS DataBase Reference)
NISTの化学物質情報
3 · 3,3'-Diaminobenzidine(91-95-2)
EPAの化学物質情報
3 · 3,3'-Diaminobenzidine (91-95-2)

化学的性質

化学的特性Off-white to brown solid.

Fire FightingUse water spray, powder, alcohol-resistant foam, carbon dioxide.
First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible).

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

Safe StorageDry. Well closed. Separated from food and feedstuffs and strong oxidants. Store in an area without drain or sewer access.
Spillage Disposal · 1 件

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting.

Eye PreventionWear safety spectacles.
Fire PreventionNO open flames.
Inhalation RiskA harmful concentration of airborne particles can be reached quickly.
Skin PreventionProtective gloves. Protective clothing.
Exposure PreventionAVOID ALL CONTACT!
Ingestion PreventionDo not eat, drink, or smoke during work. Wash hands before eating.
Inhalation PreventionUse closed system or ventilation.
Effects of Long Term ExposureThis substance is possibly carcinogenic to humans.

毒性情報

Exposure RoutesThe substance can be absorbed into the body in hazardous amounts by inhalation of its aerosol and by ingestion.
Signs and SymptomsRedness.
ICSC Environmental DataEnvironmental effects from the substance have not been investigated adequately.
Toxicity DataLCLo (rat) = 260 mg/m3/4hr

安全データ

F
8-10-23
wgk
1
tsca
TSCA listed
rtecs
DV8750000
ridadr
UN 3316 9
毒性
LDLo orl-rat: 3000 mg/kg CNREA8 26,619,66
hs_code
29214200
risk_code
36/37/38-40-22-20/21/22-68-45-67-37-34-11-8
化審法
(4)-1475
安衛法
変異原性物質
hazard_code
Xn,T,F,O
safety_code
26-36/37-45-36/37/39-22-53-16
Hazard Classifications
Acute Tox. 4 OralCarc. 1BEye Irrit. 2Muta. 2
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

上流・下流製品情報

上流原料

ベンジジン
補足説明 · 1 件

定義ChEBI: 3,3'-diaminobenzidine is a member of the class of biphenyls that is benzidine in which one of the hydrogens ortho to each of the amino groups has been replaced by an amino group. It has a role as a histological dye. It is a member of biphenyls and a substituted aniline.