인돌

인돌
인돌 구조식 이미지
카스 번호:
120-72-9
한글명:
인돌
동의어(한글):
인돌
상품명:
Indole
동의어(영문):
1H-INDOLE;Indol;1H-Indol;FEMA 2593;Benzazole;1-BENZAZOLE;Benzopyrrole;BENZO(B)PYRROLE;2,3-BENZOPYRROLE;1H-indole analogue
CBNumber:
CB8275772
분자식:
C8H7N
포뮬러 무게:
117.15
MOL 파일:
120-72-9.mol
MSDS 파일:
SDS

인돌 속성

녹는점
51-54 °C (lit.)
끓는 점
253-254 °C (lit.)
밀도
1.22
증기압
0.016 hPa (25 °C)
굴절률
1.6300
FEMA
2593 | INDOLE
인화점
>230 °F
저장 조건
2-8°C
용해도
메탄올: 0.1 g/mL, 투명
산도 계수 (pKa)
3.17 (quoted, Sangster, 1989)
물리적 상태
결정성 분말
색상
흰색에서 약간 분홍색
수소이온지수(pH)
5.9 (1000g/l, H2O, 20℃)
냄새
fecal odor, floral in high dilution
Odor Threshold
0.0003ppm
?? ??
동물
수용성
2.80g/L(25℃)
감도
Light Sensitive
Merck
14,4963
JECFA Number
1301
BRN
107693
안정성
안정적이지만 가볍거나 공기에 민감할 수 있습니다. 강한 산화제, 철 및 철염과 호환되지 않습니다.
LogP
2.14-2.24
CAS 데이터베이스
120-72-9(CAS DataBase Reference)
NIST
Indole(120-72-9)
EPA
Indole (120-72-9)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,N,T
위험 카페고리 넘버 21/22-37/38-41-50/53-36-39/23/24/25-23/24/25-52/53
안전지침서 26-36/37/39-60-61-45-36/37
유엔번호(UN No.) UN 2811 6.1/PG 3
WGK 독일 1
RTECS 번호 NL2450000
F 고인화성물질 8-13
TSCA Yes
HS 번호 2933 99 20
위험 등급 9
포장분류 III
유해 물질 데이터 120-72-9(Hazardous Substances Data)
독성 LD50 orally in rats: 1 g/kg (Smyth)
기존화학 물질 KE-21007
그림문자(GHS): GHS hazard pictogramsGHS hazard pictograms
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 GHS hazard pictograms P264, P270, P301+P312, P330, P501
H311 피부와 접촉하면 유독함 급성 독성 물질 - 경피 구분 3 위험 GHS hazard pictograms P280, P302+P352, P312, P322, P361,P363, P405, P501
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H400 수생생물에 매우 유독함 수생 환경유해성 물질 - 급성 구분 1 경고 GHS hazard pictograms P273, P391, P501
예방조치문구:
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P273 환경으로 배출하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P301+P312 삼켜서 불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
NFPA 704
1
3 0

인돌 C화학적 특성, 용도, 생산

개요

인돌. 방향족 두고리 헤테로고리 화합물이다. N이 있어서 염기성일 것 같지만 질소의 전자가 모조리 방향족 전자구조에 기여하기 때문에 전혀 염기성이 아니다. 다섯고리 헤테로고리 화합물인 피롤에 벤젠이 달라붙어서 10개의 π전자를 갖게 되어 분자가 방향족성을 띈다.

용도

순수한 인돌은 꽃향기가 난다(애초에 인돌이 속한 방향족 탄화수소에서 방향(芳香)이 꽃향기를 뜻한다). 향수 산업의 필수적인 화합물로, 자스민 오일은 2.5%의 인돌을 포함하고 있다. 하지만 스카톨과 함께 방귀의 산캐한냄새의 한 축을 담당하기도 한다.

개요

Indole has an almost floral odor when highly purified. Otherwise, it exhibits the characteristic odor of feces. It is not very stable on exposure to light (turns red). Indole may be obtained from the 220 - 260°C boiling fraction of coal tar or by heating sodium phenylglycine-o-carboxylate with NaOH, saturating the aqueous solution of the melt with C 02, and finally reducing with sodium amalgam; can be prepared also by the reduction of indoxyl, indoxyl carboxylic acid, or indigo.

화학적 성질

Indole has an unpleasant odor at high concentration, odor becomes floral at higher dilutions

물리적 성질

Colorless to yellow scales with an unpleasant odor. Turns red on exposure to light and air. Odor threshold of 0.14 ppm was reported by Buttery et al. (1988).

출처

Reported occurring in several natural products as a complex compound that decomposes during enfleurage or steam distillation yielding free indole; reported found in the essential oil from flower of Jasminum grandiflorum, in neroli oil and in the oil extracted from flowers of bitter orange; also reported in the flowers of several plants: lemon, coffee, Hevea brasiliensis and Randia formosa in the oil extracted from flowers of Jasminum odoratissinium L. and in the oil of Narcissus jonquilla. Also reported found in apricot, mandarin orange peel oil, grapes, kohlrabi, French fried potato, crispbread, cheeses, butter, milk, milk powder, boiled egg, fish oil, chicken, beef, pork, beer, rum, Finnish whiskey, red and white wine, coffee, tea, soybean, mushrooms, cauliflower, figs, rice, licorice, buckwheat, malt, wort, elder flower, clary sage, shrimp, okra, crab, clam, squid and green maté

용도

In highly dil solutions the odor is pleasant, hence indole has been used in perfumery.

정의

indole: A yellow solid, C8H7N, m.p.52°C. Its molecules consist of a benzenering fused to a nitrogen-containingfive-membered ring. It occurs insome plants and in coal tar, and isproduced in faeces by bacterial action.It is used in making perfumes.Indole has the nitrogen atom positionednext to the fused benzenering. An isomer with the nitrogentwo atoms away from the fused ringis called isoindole.

제조 방법

Obtained from the 220 to 260°C boiling fraction of coal tar or by heating sodium phenyl-glycine-o-carboxylate with NaOH, saturating the aqueous solution of the melt with CO2 and finally reducing with sodium amalgam; can be prepared also by the reduction of indoxyl, indoxyl carboxylic acid or indigo.

일반 설명

Indole is classified under the volatile flavor compounds (VFCs). It is known to play significant role in various biological functions such as anti-inflammatory, anticonvulsant, cardiovascular and antibacterial activities.

위험도

A carcinogen.

건강위험

Low to moderate toxicity was observed inexperimental animals resulting from oral orsubcutaneous administration of indole. Theoral LD50 value in rats is 1000 mg/kg. It is ananimal carcinogen. It caused tumors in bloodand lungs in mice subjected to subcutaneousadministration.

화재위험

Noncombustible solid.

환경귀착

Biological. In 9% anaerobic municipal sludge, indole degraded to 1,3-dihydro-2H-indol-2-one (oxindole), which degraded to methane and carbon dioxide (Berry et al., 1987). Heukelekian and Rand (1955) reported a 5-d BOD value of 1.70 g/g which is 65.4% of the ThOD value of 2.48 g/g.
Chemical/Physical. The aqueous chlorination of indole by hypochlorite/hypochlorous acid, chlorine dioxide, and chloramines produced oxindole, isatin, and possibly 3-chloroindole (Lin and Carlson, 1984).

신진 대사 경로

The indole is metabolized in a mineral salt medium inoculated with 9% anaerobically digested nitrate- reducing sewage sludge, resulting in the sequential occurrence of four structurally related compounds: oxindole, isatine, dioxindole, and anthranilic acid. Indole is metabolized by fungus via indoxyl (3-hydroxyindole), N-formylanthranilic acid, anthranilic acid, 2,3-dihydroxybenzoic acid, and catecol, which is further degraded by an ortho cleavage.

신진 대사

Indole is oxidized to 3-hydroxyindole (indoxyl) which is conjugated with glucuronic and sulphuric acids before excretion. The sulphate conjugate seems to be the main product in rabbits and, even with relatively large doses of indole, the sulphate conjugation always exceeds that of glucuronic acid(Williams, 1959).

Purification Methods

It can be further purified by sublimation in a vacuum or by zone melting. The picrate forms orange crystals from EtOH and has m 175o. [Beilstein 20 II 196, 20 III/IV 3176, 20/7 V 5.]

인돌 준비 용품 및 원자재

원자재

준비 용품


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