3,3'-디클로로-4,4'-디아미노바이페닐

3,3'-다이클로로벤지딘 · 3,3'-디클로로-4,4'-디아미노바이페닐 · 3,3'-디클로로벤지딘 · 3,3-디클로로벤지딘 · 3,3-다이클로로-(1,1'-바이페닐)-4,4'다이아민 · 3,3-다이클로로벤지딘 · 4-(4-아미노-3-클로로페닐)-2-클로로아닐린 · 4,4'-다이아미노-3,3'-다이클로로바이페닐

https://huagongshe.com/ko/chemical/7070

식별자 및 물리적 특성

CAS No.	86349-58-8
분자식	C12H10Cl2N2
평균 분자량	253.12 g/mol
단동위원소 질량	252.02210368 g/mol
SMILES	Nc1ccc(-c2ccc(N)c(Cl)c2)cc1Cl
InChIKey	HUWXDEQWWKGHRV-UHFFFAOYSA-N
PubChem CID	7070
ChEMBL	CHEMBL314470
ChEBI	CHEBI:82315
EC No.	202-109-0
DTXSID	DTXSID6020432
현지명	3,3'-디클로로-4,4'-디아미노바이페닐

화학 및 물리적 성질

XLogP	3.5
극성 표면적	52
수소 결합 공여자 수	2
수소 결합 수용자 수	2
회전 가능 결합 수	1
무거운 원자 수	16
형식 전하	0
복잡도	213
물질 분류	Hazardous Air Pollutants (HAPs)Nitrogen Compounds -> Benzidine and DerivativesCarcinogensSemi-Volatile Organic Compound (SVOC)
pH	Weak base
SpringerMaterials Properties	Crystal structure
농약	Pesticide -> EPA IRIS
LogP(분배 계수)	log Kow = 3.51
Color/Form	Needles from alcohol or benzeneWhite crystalline solidGray to purple, crystalline solid
용해도	0.07 % at 59 °F (NIOSH, 2024)Solubility in water: 2-4% at 22 °C and pH 4.6 to pH 8.9 /Dihydrochloride salt/In water, 3.1 mg/L at 25 °CModerately soluble in alcoholreadily soluble in etherSoluble in acetic acid, benzene, and ethanolSlightly soluble in dilute hydrochloric acid에탄올, 벤젠 및 빙초산에 용해됨(Windholz et al., 1983)
끓는 점	788 °F at 760 mmHg (NIOSH, 2024)368 °C402 °C @760 [mm Hg]398.89°C (rough estimate)
Decomposition	When heated to decomposition it emits very high toxic fumes of /hydrogen chloride and nitrogen oxides./
녹는점	270 to 271 °F (NTP, 1992)132.5 °C132-133 °C270-271 °F132.5°C
Physical Description	3,3'-dichlorobenzidine is a gray to purple crystalline powder. Insoluble in water. Very toxic. Used in the dye industry, curing agent for isocyanate terminated resins.Gray to purple, crystalline solid[NIOSH]GREY-TO-PURPLE CRYSTALS.Gray to purple, crystalline solid.
Dissociation Constants	pKa1 = 1.6pKa2 = 3.2
밀도	1.3171 (rough estimate)
증기압	4.2 x 10-7 at 25 °C (estimated, Howard, 1989)
굴절률	1.6400 (estimate)
인화점	10 °C
저장 조건	2-8°C
pKa(산도 계수)	2.70±0.10(Predicted)
용해도	3.114mg/L(25℃)
헨리 상수	4.5 x 10-8 atmm3/mol at 25 °C (estimated, Howard, 1989)
안정성	안정적인. 강한 산화제와 호환되지 않습니다.
주요 응용	청소용품화장품환경음식 및 음료개인 위생 관리
InChI	1S/C12H10Cl2N2/c13-9-5-7(1-3-11(9)15)8-2-4-12(16)10(14)6-8/h1-6H,15-16H2
InChIKey	HUWXDEQWWKGHRV-UHFFFAOYSA-N
SMILES	Clc1c(ccc(c1)c2cc(c(cc2)N)Cl)N
NIST	[1,1'-Biphenyl]-4,4'-diamine, 3,3'-dichloro-(91-94-1)
EPA	3,3'-Dichlorobenzidine (91-94-1)

화학적 성질

colourless to white crystalline solid

안전 및 규제

GHS 분류	DangerH312: Harmful in contact with skin [Warning Acute toxicity, dermal]P203, P261, P272, P273, P280, P302+P352, P317, P318, P321, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
규제 정보	Chemical: [1,1'-Biphenyl]-4,4'-diamine, 3,3'-dichloro-3,3-Dichlorobenzidine: 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.The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
기타 안전 정보	IMAP assessments - [1,1'-Biphenyl]-4,4'-diamine, 3,3'-dichloro-: Environment tier I assessment
운송 라벨(DOT)	Poison
화재 위험	Combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire.
건강 유해성	Excerpt from NIOSH Pocket Guide for 3,3'-Dichlorobenzidine (and its salts):
유해성 요약	3,3'-Dichlorobenzidine is a gray-to-purple colored crystalline solid. It changes from a solid to a gas very slowly. 3,3'-Dichlorobenzidine salt is the major form in actual use. It is a stable, off-white colored crystalline solid that does not evaporate. Neither 3,3'-dichlorobenzidine nor its salt are found naturally in the environment. They are manufactured for pigments for printing inks, textiles, plastics and enamels, paint, leather, and rubber.3,3'-Dichlorobenzidine was used in the past in the production of dyes and pigmentsit is no longer used to manufacture dyes in the United States. No information is available on the acute (short-term), reproductive or developmental effects of 3,3'-dichlorobenzidine in humans. Chronic (long-term) exposure may result in effects on the gastrointestinal, respiratory, and central nervous system (CNS) in humans. A human study detected a possible association between benzidine-based azodyes (including 3,3'-dichlorobenzidine). Animal studies, via the oral route, have reported an increased incidence of tumors at a variety of sites. EPA has classified 3,3'-dichlorobenzidine as a Group B2, probable human carcinogen.

용도

Intermediate in the manufacture of azo dyes and pigments for printing inks, textiles, paints, plastics, and crayons; curing agent for isocyanate-terminated polymers and resins; rubber compounding ingredient; analytical determination of gold; formerly used as chemical intermediate for direct red 61 dye.

일반 설명

Gray to purple crystalline powder. Insoluble in water. Very toxic. Used in the dye industry, curing agent for isocyanate terminated resins.