benzene-1,3,5-triol

• ChemBase编号: 89823
• 分子式: C6H6O3
• 平均质量: 126.11004
• 单一同位素质量: 126.03169405
• SMILES: Oc1cc(cc(c1)O)O
• Canonical SMILES: Oc1cc(O)cc(c1)O
• InChI: InChI=1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H
• InChIKey: QCDYQQDYXPDABM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: benzene-1,3,5-triol
• IUPAC传统名: phloroglucinol
• 别名: 无水间苯三酚; 1,3,5-三羟苯; 间苯三酚; 1,3,5-Benzenetriol, anhydrous; Phloroglucinol, anhydrous; 1,3,5-Benzenetriol; Benzene-s-triol; Dilospan S; NSC 1572; Phloroglucin; Spasfon-Lyoc; sym-Trihydroxybenzene; Phloroglucinol; Benzene-1,3,5-triol; 1,3,5-TRIHYDROXYBENZENE; 1,3,5-Trihydroxybenzene; PHLOROGLUCINOL; phloroglucine; 1,3,5-benzenetrioe; or cyclohexane-1,3,5-trione; Phloroglucinol

登记号

• CAS号: 108-73-6
• EC号: 203-611-2
• MDL号: MFCD00002286
• Beilstein号: 1341907
• 默克索引号: 147328
• PubChem SID: 162076679; 24898417; 24898169; 24887444
• PubChem CID: 359
• CHEBI ID: 16204
• ATC码: A03AX12
• CHEMBL: 473159
• Chemspider ID: 352
• 美国药典/FDA物质标识码: DHD7FFG6YS
• 维基百科标题: Phloroglucinol

理论计算性质

• Acid pKa: 9.126325
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 1.0624478
• LogD (pH = 7.4): 1.0545149
• Log P: 1.0625498
• 摩尔折射率: 32.0007 cm^3
• 极化性: 12.179353 Å^3
• 极化表面积: 60.69 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 1 g/100 mL in water; Methanol
• 外观: white solid; White to Off-White Solid
• 熔点: 215-220 °C; 215-220°C; 215-220°C; 217.9-218.6°C; 217°C; 218°C; 218–220 °C

安全信息

• 保存条件: -20°C Freezer; Room Temperature (15-30°C)
• 保存注意事项: Harmful/Irritant/Mutagenic/Teratogenic/Light Sensitive/Hygroscopic; Light Sensitive & Hygroscopic
• RTECS编号: SY1050000; UX1050000
• 欧盟危险性物质标志: 有毒(Toxic) (T); 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 德国WGK号: 2
• 危险公开号: 36/37/38; 63-68; R:25
• 安全公开号: 26-37; 36/37; S:28-36/37/39-45-53
• TSCA收录: 是
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335; H341-H361
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P281
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥99.0% (HPLC); 98%
• 适用性: plant cell culture tested
• 杂质: ≤2% water; diresorcin, none detected
• Empirical Formula (Hill Notation): C6H6O3

详细说明

MP Biomedicals - 02151848

Anhydrous

MP Biomedicals - 05217839

MP Biomedicals Rare Chemical collection

Sigma Aldrich - P1178

General description
Phloroglucinol is a trihydroxybenzene with antithrombotic, profibrinolytic, antimicrobial, antimalarial, cancer chemopreventive, anti-HIV and anti-leishmanial activities. Phloroglucinol (PG) is a biosynthetic precursor of the 2,4-diacetylphloroglucinol (DAPG) an antibiotic against soil-borne diseases. Phloroglucinol is a useful intermediate because it is polyfunctional.

Sigma Aldrich - 79330

包装
25, 100 g in poly bottle

Toronto Research Chemicals - P340000

Antispasmodic.

参考文献

• Mizuuchi, Y., et al.: Biol. Pharm. Bull., 31, 2205 (2008)
• Li, Y., et al.: Bioorg. Med. Chem., 17, 1963 (2008)
• da Silva, S., et al.: Eur. J. Med. Chem., 44, 312 (2008)
• Zhu, Q., et al.: J. Agric. Food Chem., 57, 1065 (2008)
• Reacts with mono- or dimethylamine in DMF-water, with displacement of one of the OH groups, to give 5-aminoresorcinols: Helv. Chim. Acta, 56, 510 (1973).
• The electron-rich nucleus undergoes acylation with nitriles under mild Lewis acid catalysis, to give ketones (Houben-Hoesch reaction).
• Selective monobromination cannot be achieved conventionally. For bromination-debromination protocols for the preparation of the mono- and di-brominated derivatives, see: Can. J. Chem., 67, 335 (1989).