1-나프틸아민

1-나프틸아민
1-나프틸아민 구조식 이미지
카스 번호:
134-32-7
한글명:
1-나프틸아민
동의어(한글):
1-나프틸아민;1-아미노나프탈렌;알파-나프틸아민
상품명:
1-Naphthylamine
동의어(영문):
naphthalen-1-amine;1-AMINONAPHTHALENE;α-Naphthylamine;1-AMinonapthalene;1-Naphthalenamine;ALPHA-NAPHTHYLAMINE;1-Nap;ci37265;Aminogen I;C.I. 37265
CBNumber:
CB8719818
분자식:
C10H9N
포뮬러 무게:
143.19
MOL 파일:
134-32-7.mol
MSDS 파일:
SDS

1-나프틸아민 속성

녹는점
47-50 °C (lit.)
끓는 점
301 °C (lit.)
밀도
1.114 g/mL at 25 °C (lit.)
증기압
0.003 hPa (20 °C)
굴절률
1.6703
인화점
>230 °F
저장 조건
Store below +30°C.
용해도
1.7g/L
산도 계수 (pKa)
3.92(at 25℃)
물리적 상태
플레이크
색상
연한 황갈색에서 보라색까지
수소이온지수(pH)
7.1 (1g/l, H2O, 20℃)
pH 범위
Non& uorescence (3.4) to blue & uorescence (4.8)
냄새
암모니아 냄새
수용성
불용성. 0.1698g/100mL
Merck
14,6398
BRN
386133
Henry's Law Constant
6.13 x 10-10 atm?m3/mol at 25 °C (thermodynamic method-GC/UV spectrophotometry, Altschuh et al., 1999)
노출 한도
TLV-TWA not assigned; carcinogenicity: Human Carcinogen (skin) (MSHA and OSHA).
주요 응용
color filter, photoresists, recording media, light-emitting device, disk, display device, oil products, construction materials, leather, textile, chalk, explosives
CAS 데이터베이스
134-32-7(CAS DataBase Reference)
IARC
3 (Vol. 4, Sup 7) 1987
NIST
1-Naphthalenamine(134-32-7)
EPA
1-Naphthalenamine (134-32-7)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 C,N,Xn,T
위험 카페고리 넘버 34-51/53-22-45
안전지침서 26-36/37/39-45-61-24-53
유엔번호(UN No.) UN 2790 8/PG 3
WGK 독일 2
RTECS 번호 QM1400000
F 고인화성물질 8-23
자연 발화 온도 460 °C
HS 번호 2921 45 00
위험 등급 6.1(b)
포장분류 III
유해 물질 데이터 134-32-7(Hazardous Substances Data)
독성 LD50 orally in Rabbit: 680 mg/kg
기존화학 물질 KE-25544
그림문자(GHS): GHS hazard pictograms
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H314 피부에 심한 화상과 눈에 손상을 일으킴 피부부식성 또는 자극성물질 구분 1A, B, C 위험 GHS hazard pictograms P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
예방조치문구:
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P303+P361+P353 피부(또는 머리카락)에 묻으면 오염된 모든 의복은 벗거나 제거하시오 피부를 물로 씻으시오/샤워하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P363 다시 사용전 오염된 의류는 세척하시오.
P405 밀봉하여 저장하시오.
NFPA 704
1
2 0

1-나프틸아민 MSDS


Naphthalidam

1-나프틸아민 C화학적 특성, 용도, 생산

화학적 성질

α-Naphthylamine exists as white needle-like crystals which turn red on exposure to air. Has a weak ammonia-like odor. Solubility in water is 0.16% at 20℃. It behaves as a typical primary aromatic amine in forming salts with strong acids (but not with acetic or benzoic acid) and readily forming N-acyl derivatives. 1-Naphthylamine couples with diazo compounds in the 4-position, with up to 10 % byproduct being formed by coupling in the 2-position.

물리적 성질

White to yellow crystals or rhombic needles with an unpleasant odor. Becomes purplish-red on exposure to air. Odor threshold concentrations were 140–290 μg/m3 (quoted, Keith and Walters, 1992).

용도

1-Naphthylamine is used as a chemical intermediate in the synthesis of a wide variety of chemicals, the most important of which include dyes, tonic prints, Toning prints made with cerium salts, antioxidants, and herbicides.

주요 응용

1-Naphthylamine is mainly used for the production of 1-naphthol. Other major uses are in the production of aminonaphthalenesulfonic acid dye intermediates and as a component of azo dyes.
1-Naphthylamine can also be used as a starting material to synthesize:
[(S)-HY-Phos], a novel chiral phosphine-phosphoramidite ligand for use in rhodium-catalyzed asymmetric hydrogenation of various functionalized olefins.
N-(naphthalen-1-yl)picolinamide.
Pitnot-2, an inactive analog of clathrin inhibitor Pitstop 2.

제조 방법

1-Naphthylamine is prepared by reduction of 1-nitronaphthalene: Purified 1-nitronaphthalene was traditionally reduced with iron in boiling dilute hydrochloric acid, but modern plants use hydrogenation with a nickel catalyst. The 1-naphthylamine produced is further purified by distillation under vacuum. The content of 2-naphthylamine in the commercial product is specified at <10 ppm.

정의

ChEBI: 1-naphthylamine is a naphthylamine that is naphthalene substituted by an amino group at position 1. It has a role as a human xenobiotic metabolite.

일반 설명

1-naphthylamine appears as a crystalline solid or a solid dissolved in a liquid. Insoluble in water and denser than water. Contact may slightly irritate skin, eyes and mucous membranes. May be slightly toxic by ingestion. Used to make other chemicals.

공기와 물의 반응

Sensitive to exposure to air and light. Insoluble in water. Napthyl amines can be slowly hydrolyzed, releasing NH3 as a byproduct [N.L. Drake, Org. React. 1, (1942), 105].

반응 프로필

1-Aminonaphthalene is incompatible with oxidizing agents. 1-Aminonaphthalene is also incompatible with nitrous acid. 1-Aminonaphthalene reduces warm ammoniacal silver nitrate. .

위험도

Toxic, especially if containing the β isomer; a questionable carcinogen.

건강위험

1-Naphthylamine is a moderately toxic and cancer-causing substance. The toxic symptoms arising from oral intake or skin absorption of this compound include acute hemorrhagic cystitis, dyspnea, ataxia, dysuria, and hematuria. An intraperitoneal LD50 value in mice is 96 mg/kg. Inhalation of dusts or vapors is hazardous, showing similar symptoms. 1-Naphthylamine caused leukemia in rats. There is substantial evidence of its cancer-causing effects in animals and humans.

화재위험

Special Hazards of Combustion Products: Toxic nitrogen oxides are produced in a fire.

Safety Profile

Confirmed carcinogen with experimental tumorigenic data. Along with p-naphthylamine and benzidine, it has been incriminated as a cause of urinary bladder cancer. Poison by subcutaneous and intraperitoneal routes. Moderately toxic by ingestion. Mutation data reported. Combustible when exposed to heat or flame. Incompatible with nitrous acid. To fight fire, use dry chemical, CO2, mist, spray. When heated to decomposition it emits toxic fumes of NOx.

잠재적 노출

α-Naphthylamine is used as an intermediate in dye production; for manufacturing herbicides and antioxidants; in the manufacture of condensation colors, rubber, and in the synthesis of many chemicals, such as α-naphthol, sodium naphthionate; o-naphthionic acid; Neville and Winther’s acid; sulfonated naphthylamines, α-naphthylthiourea (a rodenticide); and N-phenyl- α-naphthylamine.

Carcinogenicity

1-Naphthylamine has been tested for carcinogenic activity in mice, hamsters, and dogs by oral administration, in newborn mice by SC injection, and in mice by bladder implantation. Most of these studies reported negative findings, while a few found marginal or equivocal results. In contrast, with the exception of bladder implantation study, 2-naphthylamine gave positive results in virtually all these studies. Mixed results were reported in various genotoxicity tests. 1-Naphthylamine was positive in the Ames test and in vitro chromosome aberration, negative in micronucleus, cell transformation, and recessive lethal mutation in Drosophila, and inconclusive in sister chromatid exchange assays.

운송 방법

UN2077 alpha-Naphthylamine, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. PGIII.

Purification Methods

Sublime the amine at 120o in a stream of nitrogen, then crystallise it from pet ether (b 60-80o), or absolute EtOH then diethyl ether. Dry it in vacuo in an Abderhalden pistol. It has also been purified by crystallisation of its hydrochloride (see below) from water, followed by liberation of the free base and distillation; it is finally purified by zone melting. The styphnate has m 181-182o (from EtOH). [Beilstein 12 III 2846, 12 IV 3009.] CARCINOGEN.

비 호환성

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, nitrous acid, organic anhydrides, isocyanates, aldehydes. Oxidizes on contact with air.

폐기물 처리

Controlled incineration whereby oxides of nitrogen are removed from the effluent gas by scrubber, catalyst, or thermal device. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.

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