Phenylhydrazine 苯肼

CAS 100-63-0 MFCD00007573

化学结构图

100-63-0
SMILES: NNc1ccccc1

化学属性

Mol. FormulaC6H8N2
Mol. Weight108
Refractive index1.6060 to 1.6100
Boiling Point238-241 °C(lit.)
Density1.098 g/mL at 25 °C(lit.)
Melting Point18-21 °C(lit.)
Flash Point88°C(lit.)
Solubility不溶于冷水,溶于热水、乙醇、醚、苯等多数有机溶剂。
TSCAYes
Autoignition Point345 °F
Vapor Density4.3 (vs air)
Vapor Pressure<;0.1 mmHg ( 20 °C)
Stability对光敏感
Danger-Level-
pH-:-
Redox-

别名和识别编码

Chemical NamePhenylhydrazine
CAS Number100-63-0
Synonym 苯基联氨 Hydrazine-benzene Hydrazinobenzol Fenylhydrazine 肼基苯;苯基联氨;肼苯;单苯肼;肼化苯 HYDRAZINOBENZENE 联氨基苯 hydrazine,phenyl- phenyl-hydrazin Phenylhydrazine~99% PHENYLHYDRAZINE FREE BASE Phenyl hydrazine hydrazine, phenyl- Fenilidrazina 苯基联胺 monophenylhydrazine 苯肼草酸盐 苯肼、肼化苯、苯基联胺 Hydrazinobenzene PHENYLHYDRAZINE,REAGENT Hydrazinobenzene; Monophenylhydrazine; Phenyl hydrazine 草酸苯肼 PHENYLHYDRAZINE Phenylhydrazine、Hydrazinobenzene、phenyl-Hydrazine、fenilidrazina、fenilidrazina (italian)、fenylhydrazine、phenyl-hydrazin、hydrazine-benzene、monophenylhydrazine、phenylhydrazin、phenylhydrazin hydrazine-benzene PhenylHydrazineGr PhenylHydrazineForSynthesis Phenylhydrazin 1-Phenylhydrazine 1-Hydrazinobenzene phenylhydrazine 肼化苯 苯肼 Phenyl hydrazide 肼基苯,苯基联氨,肼苯,单苯肼, 肼化苯 AKOS BBS-00004362 Monophenylhydrazine Phenylhydrazine Phenyldiazane Phenyl-hydrazine
PubChem Substance ID7516
EC Number202-873-5
Beilstein Registry Number15(2)44
MDL NumberMFCD00007573
Reaxys-RN606080
Merck Number7293
Chemical Name Translation苯肼
Wiswesser Line NotationZMR
LabNetwork Molecule IDLN00196607
InChIInChI=1S/C6H8N2/c7-8-6-4-2-1-3-5-6/h1-5,8H,7H2
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分类

  • {uni_hamburg} no charge; carbocycle; aromatic; 6RingOnly; 6ring; 1fragment
  • {SNA} Building Blocks, Chemical Synthesis, Chromophores, Glycan Labeling, Glycan Labeling and Analysis, Glycobiology, Hydrazines, Molecular Biology, Nitrogen Compounds, Organic Building Blocks, Post-Translational Modification, Proteomics
  • {SNA} Building Blocks, Chemical Synthesis, Chromophores, Glycan Labeling, Hydrazines,
  • Building Blocks, Chemical Synthesis, Hydrazines, Nitrogen Compounds, Organic Building Blocks
  • {SNA} Analytical Reagents, Analytical/Chromatography, Building Blocks, Chemical Synthesis,
  • {SNA} Building Blocks,

产品应用

  • 作为弱碱用于使铅、铬和其他三价、四价元素以氢氧化物形式沉淀出来。光度测定铝、铬、铜、钼、钛、锆。检定金、铱、钼、钯、铂、银。比色测定磷酸的还原剂。可与醛、酮、糖形成熔点不同的苯腙,据以鉴别这些物质。

相关文献及参考

  • Lattova, E. et al.: Meth. Mol. Biol., 534, 65 (2009); Anderson, L.B. et al.: J. Biol. Chem., 275, 4920 (2000);
  • 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).
  • Merck:14,7293
  • Short: II/27B
  • Merck:14,7293 Beilstein:15(2)44
  • 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).

安全信息

GHS Symbol
WGK Germany3
Hazard Codes T,N T;N
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H331 Toxic if inhaled 吸入中毒
  • H311 Toxic in contact with skin 皮肤接触中毒
  • H301 Toxic if swallowed 吞食有毒
  • H350 May cause cancer 可能致癌
  • H341 Suspected of causing genetic defects 怀疑导致遗传性缺陷
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H372 Causes damage to organs through prolonged or repeated exposure 长期或频繁接触会损伤器官
  • H227 Combustible liquid 可燃液体
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSMV8925000
Precautionary statements
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P302+P350
  • P337+P313
  • P403+P233
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P403+P235
  • P302+P352+P310+P361+P364
Signal word Danger
UN Number UN2572 2572 UN 2572 6.1/PG 2
Risk Statements
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
  • R23/24/25 Toxic by inhalation, in contact with skin and if swallowed 吸入,皮肤接触及吞食都有毒
  • R45 May cause cancer 可能致癌
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R50 Very toxic to aquatic organisms 对水生生物极毒
  • R68 Possible risk of irreversible effects 可能有不可挽回的作用的危险
  • R48/23/24/25
Safety Statements
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
Storage condition Store at RT. 充氩保存. Air & Light Sensitive 密封阴凉避光保存。
Packing GroupII
Hazard Class6.1
Warnings 危化品目录(2015)
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 5200 mg/kg/52W-I
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Liver - tumors
   Skin and Appendages - tumors
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 19(6),28,1975

TYPE OF TEST            : LC50 - Lethal concentration,

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 175 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Behavioral - changes in motor activity (specific assay)
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 30(8),21,1965

TYPE OF TEST            : LDLo - Lowe

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 120 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   XPHBAO U.S. Public Health Service, Public Health Bulletin.  (Washington, DC)
    Volume(issue)/page/year: 271,159,1941

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 80 mg/kg
TOXIC EFFECTS :
   Behavioral - excitement
   Behavioral - muscle contraction or spasticity
REFERENCE :
   HYSAAV Hygiene and Sanitation (USSR).  English translation of GISAAA.
   (Springfield, VA)  1964-71. Discontinued.  Volume(issue)/page/year:
   30(7-9),191,1965

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Amphibian - frog
DOSE/DURATION           : 300 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   XPHBAO U.S. Public Health Service, Public Health Bulletin.  (Washington, DC)
    Volume(issue)/page/year: 271,159,1941

TYPE OF TEST            : LC50 - Lethal con

TYPE OF TEST            : DNA damage
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 350 umol/kg
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   41,1469,1981

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 500 ng/well
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 133,161,1984

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 39100 ng/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 412,17,1998

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 4600 nmol/plate
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   41,1469,1981

TYPE OF TEST            : Gene conversion and mitotic recombination
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 25 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 308,159,1994

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 150 ug/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 30 mg/kg
SEX/DURATION            : female 17-19 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - behavioral
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 8,97,1973

Restrict -

其他信息

  • 用途五:作为弱碱用于使铅、铬和其他三价、四价元素以氢氧化物形式沉淀出来。光度测定铝、铬、铜、钼、钛、锆。检定金、铱、钼、钯、铂、银。比色测定磷酸的还原剂。可与醛、酮、糖形成熔点不同的苯腙,据以鉴别这些物质。
  • 方法二:由苯胺经重氮化、还原、酸析得苯肼盐酸盐,再经中和制得苯肼。
  • 苯肼价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80100616 苯肼;肼基苯; 苯基联氨 100g 23.4元 2011/08/23 80100626 苯肼;肼基苯; 苯基联氨 100g 19.5元 2011/08/23 XN400162 苯肼;肼基苯; 苯基联氨 5ml 55.55元
  • {Chem
  • {Chemica
  • 检测方法:T
  • {Chemi
  • Used in th
  • 用途一:用于制染料、药物、显影剂等
  • 肼衍生物:苯肼(Phenylhydrazine)也称联氨基苯,由德国有机化学家赫尔曼·埃米尔·费歇尔于1875年首次合成,是第一个合成的肼衍生物
  • F
  • 微有芳香气味。暴露在空气中见光逐渐变成黄至深红色。具弱碱性。能与乙醇、乙醚、氯仿和苯混溶,溶于稀酸,微溶于水和石油醚,水中溶解度:145 G/L (20°C)。能形成半水合物。易燃。中等毒,半数致死量(大鼠,经口)188mg/kg。有致癌可能性。有腐蚀性。
  • 用途二:用作分析试剂及色谱分析试剂
  • MSDS 信息
  • 用途四:该品是染料、医药、农药的中间体,用于生产色酚AS-G、药物安替比林等。将苯肼溶于95%乙醇中,然后加入苯甲醛,回流1h可
  • 可燃性危险特性:明火可燃; 受热放出有毒氮化合物气体
  • 蒸气密度:4.3 (vs air)
  • Alfa Aesar:苯肼,97% Phenylhydrazine, 97%(100-63-0)
  • {C
  • 职业标准:TLV-TWA 0.1 PPM; TWA 5 PPM (22 毫克/ 立方米); STEL 2 毫克/ 立方米
  • 赫尔曼·
  • 类别:有毒物品
  • 肼衍生物:苯肼(Phenylhydrazine)也称联氨基苯,由德国有机化学家赫尔曼·埃米尔·费歇尔于1875年首次合成,是第一个合成的肼衍生物。常温下为一种浅黄色结晶或油状液体,低温下为单斜棱柱结晶,在空气中易被氧化而呈深褐色或深红色。是肼的衍生物之一,常缩写为PhNHNH2。微溶于水和碱溶液,溶于稀酸。与乙醇、乙醚、氯仿和苯混溶。常用的制备方法是通过苯胺与亚硝酸钠在盐酸作用下生成重氮盐,再用亚硫酸钠/氢氧化钠还原制取。酸析生成苯肼盐酸盐,经过中和即得苯肼。用于制染料、药物、显影剂等,也是一种重要的鉴定羰基的试剂,用作鉴定醛类、酮类和糖类。与苯甲醛反应生成苯腙,利用苯肼或2,4-二硝基苯肼所生成的腙来鉴定醛和酮,与醛酮发生费歇尔吲哚合成(由赫尔曼·埃米尔·费歇尔在1883年发现。反应是用苯肼与醛、酮在酸催化下加热重排消除一分子氨,得到2-或3-取代的吲哚。)得到吲哚环系化合物。
  • vapor pressure:<;0.1 mm Hg ( 20 °C)
  • 苯肼的用途与制备方法:苯肼是第一个人工合成的肼衍生物,常用作有机,染料、医药、农药的中间体。有机中间体,制备吡唑啉、三唑、吲哚等;染料中间体,制备二重氮染料中间体,如 1-苯基-3-甲基-5-吡唑啉酮等;医药中间体,制备解热、镇痛、消炎药,如安替比林及氨基比林等;摄影药物(感光色素)、苯肼也是生产农药杀虫剂“打杀磷”的原料;苯肼也是一种重要的羰基鉴定试剂,用作鉴定醛类、酮类和糖类。 苯肼有毒,吸入后因溶血作用,引起贫血及头痛, 严重时引起黄胆,对眼睛也有刺激作用,能引起 角膜障碍。大鼠经口LD50188mg/kg。工作场所 最高允许浓度0.44mg/m3。 实验室以苯胺为原料,在盐酸中与亚硝酸钠反应,生成重氮盐,再与亚硫酸及二氧化硫反应,还原,生成苯基联氨磺酸钠,再用盐酸进行盐析,生成苯肼盐酸盐,中和脱酸,可制得苯肼。 以上信息由Chemicalbook的晓楠编辑整理。
  • Acros O

系列性分类