기본 정보
- 표준 SMILES
O=C1c2ccccc2C(=O)c2c1ccc(O)c2O- InChIKey
RGCKGOZRHPZPFP-UHFFFAOYSA-N- 분자식
- C14H8O4
- 평균 분자량
- 240.21 g/mol
- 단동위원소 질량
- 240.04225874
개요
Alizarin is a dihydroxyanthraquinone that is anthracene-9,10-dione in which the two hydroxy groups are located at positions 1 and 2. It has a role as a chromophore, a dye and a plant metabolite.
이름 및 식별자
- 우선 이름
- Alizarin
- IUPAC
- 1,2-dihydroxyanthracene-9,10-dione
- 현지명
- 알리자린
- 영어명
- Alizarin
- 분자식
- C14H8O4
- 분자량
- 240.21
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
72-48-0- PubChem CID
- 6293
- DTXSID
DTXSID5045960- ChEMBL
CHEMBL1206015、CHEMBL55814- ChEBI
CHEBI:16866- UNII
- 60MEW57T9G
- EC Number
- 200-782-5
- Nikkaji
- J2.816I
물성
구조 계산 물성
- XLogP
- 3.2
- 극성 표면적
- 74.6 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 18
- 형식 전하
- 0
- 복잡도
- 378
실험 및 물리화학적 성질
물리화학적 성질
- 녹는점
- 287 °C · 287 °C
- 끓는 점
- 430 °C · 430 °C
- 밀도
- 1.06 g/mL · 1.06 g/mL at 20 °C
- 굴절률
- 1.519 · 1.5190 (estimate)
- 인화점
- 430 °C · 430°C subl.
- 저장 조건
- Inert atmosphere,Room Temperature
- 용해도
- 용해도 물에 거의 녹지 않습니다. 에탄올에 적당히 용해되고 벤젠, 톨루엔, 익실렌, 피리딘, 아세트산에 용해됩니다.
- 물리적 상태
- 고운 가루
- 산도 계수 (pKa)
- 6.77 · 6.77(at 25℃)
- 색상
- 주황색에서 주황색 갈색까지
- 수소이온지수(pH)
- 5.5 · 5.5~7.2
- 수용성
- 헥산과 클로로포름에 용해됩니다. 물에 약간 용해됩니다.
- Merck
- 14 · 14,251
- BRN
- 1914037 · 1914037
- 안정성
- 안정적인. 강한 산화제, 강한 염기와 호환되지 않습니다.
- 주요 응용
- 플라즈마 디스플레이, 반사 방지 코팅, 화학 기계적 연마, 광수용체, 유리 코팅, 페인트, 부식 방지 코팅, 열가소성 수지, 목재 착색제, 섬유, pH 센서 장치, 세제, 염색약, 피부 착색제, 화장품, 구충제, 항진균제
- 화장품 원료 기능
- 머리 염색색소
- InChI
- 1S/C14H8O4/c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16/h1-6,15,18H
- InChIKey
- RGCKGOZRHPZPFP-UHFFFAOYSA-N
- SMILES
- Oc1ccc2C(=O)c3ccccc3C(=O)c2c1O
- LogP
- 2.479 · 2.479 (est)
- NIST
- Alizarin(72-48-0)
- EPA
- Alizarin (72-48-0)
화학적 성질
orange-red crystals or powder
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 10.8% (8 of 74) of reports.
Warning
H302 (55.4%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 74 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Chemical: 9,10-Anthracenedione, 1,2-dihydroxy-
Status: Cease Manufacture Update: 15-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23796
9,10-Anthracenedione, 1,2-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Anthraquinones are toxic by ingestion: vomiting, diarrhea, kidney and liver damage, and coma; Deaths have been reported after children ingested Rhamnus berries; [HSDB] Toxic by ingestion; An eye irritant; [Sax] An irritant; Harmful by ingestion, inhalation, or skin absorption; Toxic if swallowed; [Aldrich MSDS]
안전 및 보호
Protective Action Criteria (PAC)
1.2 [mg/m3]
13 [mg/m3]
79 [mg/m3]
독성 정보
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- YO8300000
- ridadr
- UN3077
- HS 번호
- 29146990
- risk_code
- 36/38-36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-24/25-22
- 위험 등급
- 9
- 기존화학 물질
- KE-10780
- Hazard Classifications
- Aquatic Chronic 1Eye Dam. 1Skin Sens. 1A
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
용도 및 제조
Uses
Used as a pH indicator for the pH range of 5.8-7.2 and 10.2-11.8; [Ullmann] The parent chemical for many dyes, pigments, lakes, indicators, and biological stains; Naturally occurring in madder root; [Hawley]
Textiles (Printing, Dyeing, or Finishing) [Category: Industry]
응용 분야
역사In ancient times, alizarin was the preferred red dye. Cloth dyed with it has been found in Egyptian tombs dating 6000 years ago. The dye is found in the madder plant, a member of the Rubiaceae family. In 1944 about 35 species of this plant were known, but the use of more sophisticated analytical methods led to the detection of many more species; by 1984 the number had increased to 50. Alizarin is a mordant dye forming various colored coordination complexes with different metallic salts.
용도Alizarin is used widely as a prominent red dye for textile facbrics. Alizarin red is now used in biochemical assay to determine quantitatively by colorimetry, the presence of calcific deposition by ce lls of the osteogenic lineage. Alzarine derivatives was evaluated as new inhibitors of the HIV-1 reverse transcriptase associated DNA polymerase and RNase H. Alizarin was also shown to inhibit prolife ration, tumor growth and suppress tumorigenesis in human osteosarcoma and breast cancer cell representative for bone metastasis.
제조 방법
(a) 2 – Bromoanthraquinone and Potassium hydroxide heating; (b) 9,10-Dioxo-9,10-dihydroanthracene-2-sulfonic acid (Sodium) and Sodium hydroxide and Sodium nitrate and Sodium chlorate heating; (C) Anthracene-9,10-dioneand Sodium hydroxide and Sodium chlorate and Sodium nitrate heating (GP 186526); (d) in the presence of Sodium nitrite and Sodium hydroxide and Anthracene-9,10-dioneand Sodium nitrate heating (GP 241806245 987); (e) in the Oxidant and Sodium sulfite and the presence of lime, anthracene in a nitrocellulose derivatives and Sodium hydroxide heating (GP 292247); (f) 2 – Anthraquinonesulfonic acid in the presence of air, with the Sodium hydroxide Etanol wetting treatment (GP 287270); (g) 2-Chloroanthracene-9,10-dione Sodium chlorate in the presence of alkali fusion for (USP 1744815); (h) 2-Methylanthracene-9,10-dione in the presence of Oxidant, with Sodium hydroxide treatment (BP 293328).
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의alizarin: An orange-red compound,C14H8O4. The compound is a derivativeof anthraquinone, with hydroxylgroups substituted at the 1and 2 positions. It is an importantdyestuff producing red or violetlakes with metal hydroxide.Alizarin occurs naturally as the glucosidein madder. It can be synthesizedby heating anthraquinone withsodium hydroxide.
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