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디페닐아민

디페닐아민
디페닐아민 구조식 이미지
카스 번호:
122-39-4
한글명:
디페닐아민
동의어(한글):
디페닐아민;다이페닐아민(디페닐아민);디페닐아민용액;다이페닐아민;N,N-다이페닐아민;N-페닐벤젠아민;N-페닐아닐린Phenylaniline;아닐리노벤젠
상품명:
Diphenylamine
동의어(영문):
DFA;DPA;Z-876;OA-505;CORAZA;ci10355;Scaldip;NO SCALD;bigdipper;c.i.10355
CBNumber:
CB7852949
분자식:
C12H11N
포뮬러 무게:
169.22
MOL 파일:
122-39-4.mol

디페닐아민 속성

녹는점
52 °C
끓는 점
302 °C(lit.)
밀도
1.16
증기 밀도
5.82 (vs air)
증기압
1 mm Hg ( 108 °C)
굴절률
1.5785 (estimate)
인화점
307 °F
저장 조건
Store below +30°C.
용해도
alcohol: passes test
물리적 상태
crystalline
산도 계수 (pKa)
0.79(at 25℃)
색상
tan
냄새
Floral odor
수용성
Slightly soluble. 0.03 g/100 mL
감도
Air & Light Sensitive
Merck
14,3317
BRN
508755
노출 한도
TLV-TWA 10 mg/m3 (ACGIH and MSHA).
안정성
Stable; may discolour on exposure to light. Incompatible with strong acids, strong oxidizing agents.
CAS 데이터베이스
122-39-4(CAS DataBase Reference)
NIST
Diphenylamine(122-39-4)
EPA
Diphenylamine (122-39-4)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 T,N,F
위험 카페고리 넘버 23/24/25-33-50/53-52/53-39/23/24/25-11-51/53
안전지침서 28-36/37-45-60-61-28A-16-7
유엔번호(UN No.) UN 3077 9/PG 3
WGK 독일 3
RTECS 번호 JJ7800000
F 고인화성물질 8-10-23
자연 발화 온도 630 °C DIN 51794
TSCA Yes
HS 번호 2921 44 00
위험 등급 6.1
포장분류 III
유해 물질 데이터 122-39-4(Hazardous Substances Data)
독성 LD50 orally in Rabbit: 1120 mg/kg LD50 dermal Rabbit > 5000 mg/kg
기존화학 물질 KE-28303
유해화학물질 필터링 2019-1-936
함량 및 규제정보 물질구분: 유독물질; 혼합물(제품)함량정보: N-페닐벤젠아민[N-Phenylbenzenamine; Diphenylamine; 122-39-4] 및 이를 25% 이상 함유한 혼합물
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H301 삼키면 유독함 급성 독성 물질 - 경구 구분 3 위험 P264, P270, P301+P310, P321, P330,P405, P501
H311 피부와 접촉하면 유독함 급성 독성 물질 - 경피 구분 3 위험 P280, P302+P352, P312, P322, P361,P363, P405, P501
H331 흡입하면 유독함 급성 독성 물질 흡입 구분 3 위험 P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H370 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킴(노출되어도 특정 표적장기 독성을 일으키지 않는다는 결정적인 노출경로가 있다면 노출경로를 기재) 특정 표적장기 독성 - 1회 노출 구분 1 위험 P260, P264, P270, P307+P311, P321,P405, P501
H373 장기간 또는 반복 노출되면 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킬 수 있음 특정 표적장기 독성 - 반복 노출 구분 2 경고 P260, P314, P501
H400 수생생물에 매우 유독함 수생 환경유해성 물질 - 급성 구분 1 경고 P273, P391, P501
H410 장기적 영향에 의해 수생생물에 매우 유독함 수생 환경유해성 물질 - 만성 구분 1 경고 P273, P391, P501
H411 장기적 영향에 의해 수생생물에 유독함 수생 환경유해성 물질 - 만성 구분 2
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P273 환경으로 배출하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P309 노출되었거나 몸이 편치 않은 경우
P310 즉시 의료기관(의사)의 진찰을 받으시오. 삼켰다면 즉시 의료기관(의사)의 도움을 받으시오.
P311 의료기관(의사)의 진찰을 받으시오.
P301+P310 삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.
P302+P352 피부에 묻으면 다량의 물로 씻으시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P405 밀봉하여 저장하시오.
P403+P233 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 저장하시오.
P501 ...에 내용물 / 용기를 폐기 하시오.
NFPA 704
1
2 0

디페닐아민 C화학적 특성, 용도, 생산

물성

(C6H5)2NH2차아민의 일종. 무색, 방향을 가진 잎모양 결정. 융점 55℃, 비점 302℃.

용도

디페닐아민의 진한 황산용액은 흔적 정도의 질산 및 아질산이 있어도 진한 청색으로 변하므로 이들의 검출제로 쓰인다. 또 당의 발색반응 뿐만 아니라 DNA의 정량 등에 쓰인다(디페닐아민반응). 또 아닐린블루 그 밖에 염료의 제조 원료 및 질산셀룰로오스의 안정제 등에도 쓰인다.

개요

Solutions of diphenylamine are used to treat apples a few days before harvest. Residue on apples’ surfaces of 10 ppm is permitted by regulation in Australia, Canada, and the United States.

화학적 성질

white crystals or powder

화학적 성질

Diphenylamine is a colorless monoclinic leafl et substance. It is used in the manufacture of a variety of substances, i.e., dyestuffs and their intermediates, pesticides, antihelmintic drugs, and as reagents in analytical chemistry laboratories.

용도

Diphenylamine is an aromatic amine that was shown to exhibit antioxidant activities and is now used as an anti-scald agent. It is also used in the manufacture of a variety of substances, for instance, dye stuffs and their intermediates, pesticides, anthelmintic drugs, and as reagents in analytical chemistry laboratories.

용도

Diphenylamine is used in the manufactureof dyes, as a stabilizer for nitrocelluloseexplosives, and as an analytical reagent forcolorimetric tests for nitrate and chlorate.
Other applications of this compoundinclude preventing postharvest deteriorationof apple and peer crops; as an antioxidant inrubber and elastomer industry and in the per fumery. As a stabilizer for propellants andexplosives, it binds their degradation prod ucts thus prolonging the storage time of suchpropellants.

용도

Diphenylamine is used post-harvest to prevent superficial scald in apples in cold store.

정의

ChEBI: An aromatic amine containing two phenyl substituents. It has been used as a fungicide for the treatment of superficial scald in apples and pears, but is no longer approved for this purpose within the European Union.

정의

diphenylamine: A colourless crystallinearomatic compound,(C6H5)2NH; m.p. 54°C. It is made byheating phenylamine (aniline) withphenylamine hydrochloride. It is asecondary amine and is both slightlyacidic (forming an N-potassium salt)and slightly basic (forming salts withmineral acids). Its derivatives are employedas stabilizers for syntheticrubber and rocket fuels.

Synthesis Reference(s)

The Journal of Organic Chemistry, 58, p. 6900, 1993 DOI: 10.1021/jo00076a063

일반 설명

Light tan to brown solid with a pleasant odor. Sinks in water.

공기와 물의 반응

Dust may be explosive if mixed with air in critical proportions and in the presence of a source of ignition [USCG, 1999]. Insoluble in water.

반응 프로필

Diphenylamine discolors in light. Diphenylamine can react violently with hexachloromelamine and trichloromelamine. Diphenylamine is incompatible with strong oxidizing agents and strong acids. Diphenylamine is also incompatible with iron and silver salts. Diphenylamine reacts with nitrogen oxides.

건강위험

Inhalation may irritate mucous membranes. Overexposure, including ingestion of solid or skin contact, may cause fast pulse, hypertension, and bladder trouble. Contact with dust irritates eyes.

건강위험

Diphenylamine is much less toxic than aniline. The acute oral toxicity is low. A doseof 3000 mg/kg was lethal to rats. At a concentration of >500 ppm, a diet fed to ratsfor over 7 months resulted in renal cysts inanimals. Its absorption through the skin andthe respiratory system is lower than that ofaniline. Exposure to its dusts caused changesin liver, spleen, and kidney in test animals.Industrial exposure to diphenylamine hascaused tachycardia, hypertension, eczema,and bladder symptoms in workers (Fairhall1957). Carcinogenicity of this compound isunknown. It showed an adverse reproduc tive effect in animals, causing developmentalabnormalities in urogenital system in pregnant rats.
LD50 value, oral guinea pig: 300 mg/kg.

건강위험

Diphenylamine is highly toxic and is rapidly absorbed by the skin and through inhalation. It has caused anorexia, hypertension, eczema, and bladder symptoms. Experimental animals exposed to diphenylamine demonstrated cystic lesions but failed to demonstrate cancerous growth. Inhalation of diphenylamine dust may cause systemic poisoning. The symptoms of toxicity include, but are not limited to, anoxia, headache, fatigue, anorexia, cyanosis, vomiting, diarrhea, emaciation, hypothermia, bladder irritation, kidney, heart, and liver damage.

화재위험

Noncombustible solid; autoignition temperature 634°C (1173°F); low reactivity.

농업용

Insecticide, Fungicide, Herbicide, Plant growth regulator: Topically in anti-screwworm mixtures, foliar application in a modified growth chamber to decrease ozone injury to leaves of apple, bean, muskmelon, petunia, and tobacco plants. To control weather fleck in tobacco and inhibit algae formation. To prolong the fresh appearance of snapdragons. Protect rice from the toxic effects of thiolcarbamate herbicides [83] . Not currently approved for use in EU countries (resubmitted) . Registered for use in the U.S. and other countries.

상품명

NOSCALD DPA 31; NOSCALD DPA 283; SCALDIP; Z-876

Safety Profile

Poison by ingestion. Experimental teratogenic effects. Action similar to anhne but less severe. Combustible when exposed to heat or flame. Can react violently with hexachloromelamine or trichloromelamine. Can react with oxilzing materials. To fight fire, use CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of NOx,. See also ANILINE, AMINES, and AROMATIC AMINES.

환경귀착

Diphenylamine is present in waste water from industrial processes. Diphenylamine has been detected in milk of animals (cow, sheep, goat, water buffalo) raised in Italy and France.
Pseudokirchneriella subcapitata (Algae) growth was inhibited with a dose of 0.30 mg l-1. Aquatic invertebrates Daphnia magna showed an acute 48 h EC50 dose of 1.2 mg l-1.

신진 대사 경로

The major metabolite of diphenylamine (DPA) identified in stored apples is a glucose conjugate of 4-hydroxydiphenylamine, and additional metabolites, characterized as glycosyl conjugates of 2-hydroxy- DPA, 3-hydroxy-DPA, 4-hydroxy-DPA, or dihydroxy- DPA, are also detected along with their intact (i.e. non-conjugated) forms in apple pulp.

저장

Diphenylamine should be protected from physical damage. Storage of diphenylamine outside or a detached area is preferred. Inside storage should be in a standard flammable liquids storage room or cabinet. Diphenylamine should be kept separately from oxidizing materials and incompatible chemical substances. Storage and work areas should be no smoking areas. Diphenylamine should be kept protected from light.

Purification Methods

Crystallise diphenylamine from pet ether, MeOH, or EtOH/water. Dry it under vacuum. [Beilstein 12 H 174, 12 IV 271.]

Degradation

Diphenylamine is an anti-oxidant and therefore reacts with oxygen under conditions of use. It darkens on exposure to sunlight. Aqueous photolysis is pH and oxygen dependant (Lopez et al., 1980). It is converted into carbazole (2) and hydrogen peroxide in the presence of dissolved oxygen. In degassed solution it is converted into carbazole (2) and tetrahydrocarbazole (3) (see Scheme 1).

주의 사항

Students and occupational workers should be careful during use and handling of diphenylamine. Workers should wear impervious protective clothing, including boots, gloves, a laboratory coat, apron or coveralls, as appropriate, to prevent skin contact. Finely dispersed particles of diphenylamine form explosive mixtures in air. Diphenylamine is very harmful on exposures by swallowing, inhalation, and/or skin absorption. Diphenylamine causes irritation to the skin, eyes, and respiratory tract, and causes blood vascular changes leading to methemoglobinemia.

디페닐아민 준비 용품 및 원자재

원자재

준비 용품


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