phenylhydrazine

• ChemBase编号: 103452
• 分子式: C6H8N2
• 平均质量: 108.14112
• 单一同位素质量: 108.06874827
• SMILES: NNc1ccccc1
• Canonical SMILES: NNc1ccccc1
• InChI: InChI=1S/C6H8N2/c7-8-6-4-2-1-3-5-6/h1-5,8H,7H2
• InChIKey: HKOOXMFOFWEVGF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: phenylhydrazine
• IUPAC传统名: phenylhydrazine
• 别名: 苯肼; Phenylhydrazine; Monophenylhydrazine; Hydrazinobenzene; PHENYLHYDRAZINE

登记号

• CAS号: 100-63-0
• EC号: 202-873-5
• MDL号: MFCD00007573
• Beilstein号: 606080
• 默克索引号: 147293
• PubChem SID: 24887153; 162091326; 24887154; 24898342
• PubChem CID: 7516
• CHEBI ID: 27924
• CHEMBL: 456807
• Chemspider ID: 7235
• KEGG ID: C02304
• 维基百科标题: Phenylhydrazine

理论计算性质

• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 1.1338776
• LogD (pH = 7.4): 1.3610642
• Log P: 1.3648884
• 摩尔折射率: 35.7647 cm^3
• 极化性: 12.905999 Å^3
• 极化表面积: 38.05 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Soluble in dilute acids
• 熔点: 18-20°C; 18-21 °C(lit.); 19.5 °C; 19.5 °C; 24 °C for hemihydrate
• 沸点: 238-241 °C(lit.); 238-241°C; 243 °C (with decomposition); 243.5 °C (decomposition)
• 闪点: 192.2 °F; 88.8°C; 88°C(190°F); 89 °C
• 自燃点: 345 °F
• 密度: 1.0978 g/cm^3; 1.098 g/mL at 25 °C(lit.); 1.099; 1.10 at 20 °C (water = 1)
• 折射率: 1.6065; n20/D 1.607(lit.)
• 蒸汽压: <0.1 mm Hg at 30 °C; <0.1 mmHg ( 20 °C)
• 蒸汽密度: 3.70 (air = 1); 4.3 (vs air)

安全信息

• 保存条件: Room Temperature (15-30°C), Desiccate, Protect from light
• 保存注意事项: Air & Light Sensitive
• RTECS编号: MV8925000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 有毒(Toxic) (T)
• 联合国危险货物编号: 2572; UN2572
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2; II
• 澳大利亚Hazchem: 3X
• 危险公开号: 45-23/24/25-36/38-43-48/23/24/25-50-68; 45-23/24/25-36/38-43-48/23/24/25-68-50; R:23/24/25-36-50
• 安全公开号: 53-45-61; S:28-45-61
• 欧盟危险货物分类: T1
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 153
• TSCA收录: 是
• GHS危险品标识: GHS06; GHS08; GHS09
• GHS警示词: Danger
• NFPA704:
  

  2

  3

  3
• GHS危险声明: H301-H311-H315-H317-H319-H331-H341-H350-H372-H400; H301-H311-H331-H315-H319-H317-H350-H372-H341-H400-H227
• GHS警示性声明: P201-P261-P273-P280-P301 + P310-P305 + P351 + P338; P210-P301+P310-P305+P351+P338-P361-P405-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2572 6.1/PG 2

产品相关信息

• 纯度: ≥95.0% (GC); 97%
• 级别: purum; purum p.a.
• 线性分子式: C6H5NHNH2

详细说明

MP Biomedicals - 02151837

Free Base Used as N-protecting reagent and for cleavage of phthaloyl group. 1 ml = approx. 1.10 g

MP Biomedicals - 05217394

MP Biomedicals Rare Chemical collection

Sigma Aldrich - P26252

包装
5, 100, 500 g in glass bottle

Sigma Aldrich - 78670

Application
用于铝、铬、钼、钛、锆的分光光度法测定

Toronto Research Chemicals - P335075

An aryl hydrazine used in the preparation of various dyes and pharmaceutical compounds. It is used in the investigation of oligosaccharides as well as the structure of photosystem II.

参考文献

• Lattova, E. et al.: Meth. Mol. Biol., 534, 65 (2009)
• Anderson, L.B. et al.: J. Biol. Chem., 275, 4920 (2009)
• Derivatizing agent for the conversion of carbonyl compounds to their phenylhydrazones best known as intermediates in the Fischer indole synthesis, by cyclization under acidic conditions with loss of ammonia. The classical reagent is anhydrous ZnCl₂: Org. Synth. Coll., 3, 725 (1976). For reviews, see: Chem. Rev., 63, 373 (1963); 69, 227 (1969); Tetrahedron, 36, 161 (1980); Org. Prep. Proced. Int., 25,609 (1993). Milder cyclization conditions are sometimes effective, e.g.: dilute H₂SO₄: J. Org. Chem., 59, 3738 (1994); PCl₃: J. Chem. Soc., Chem. Commun., 563 (1981); Tetrahedron, 41, 4615 (1985). Cyclohexanone phenylhydrazone gives tetrahydrocarbazole on heating in acetic acid: Org. Synth. Coll., 4, 884 (1963).
• Methods used for the cleavage of phenylhydrazones include exchange by refluxing with acetone: J. Org. Chem., 40, 3302 (1975), or oxidative cleavage by Fe(NO₃)₃ on a clay support: Synthesis, 439 (1985).