4-Methylbenzenesulfonhydrazide 对甲苯磺酰肼

CAS 1576-35-8 MFCD00007588

化学结构图

1576-35-8
SMILES: Cc1ccc(S(=O)(=O)NN)cc1

化学属性

Mol. FormulaC7H10N2O2S
Mol. Weight186.23
Melting Point103-108°C
TSCAYes
Density1.4
Solubility5 G/L (15 ºC)
Appearance 白色结晶细粉末。 易溶于碱、溶于甲醇、乙醇和丁酮,微溶于水、醛类,不溶于苯、甲苯。
Boiling Point340.5°C at 760 mmHg
Flash Point60°C

别名和识别编码

Chemical Name4-Methylbenzenesulfonhydrazide
CAS Number1576-35-8
Alfabeta NameMETHYLBENZENESULFONHYDRAZIDE 4-
MDL NumberMFCD00007588
Synonym 4-Methylbenzenesulphonylhydrazide {LY} 4-Methylbenzenesulphonylhydrazide {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {} {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylbenzenesulphonylhydrazide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylbenzenesulphonylhydr
EC Number216-407-3
Beilstein Registry Number11(2)66
Reaxys-RN610130
PubChem Substance ID15303
Chemical Name Translation对甲苯磺酰肼
Wiswesser Line NotationZMSWR D1
LabNetwork Molecule IDLN00174040
InChIInChI=1S/C7H10N2O2S/c1-6-2-4-7(5-3-6)12(10,11)9-8/h2-5,9H,8H2,1H3
Canonical SMILESO=S(C1=CC=C(C)C=C1)(NN)=O
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分类

  • {SNA} Building Blocks, Chemical Synthesis, Organic Building Blocks, Sulfonyl Hydrazides, Sulfur Compounds

相关文献及参考

  • Beil. 11 ,IV,470
  • Several simple methods are known for cleavage of tosylhydrazones, including:
  • For a reviews of the Bamford-Stevens, Shapiro-Heath and related reactions, see: Org. React., 23, 405 (1976); 39, 1 (1990). For an example (bornene: 63-66% yield from camphor tosylhydrazone and MeLi), see: Org. Synth. Coll., 6, 172 (1988).
  • React
  • Reaction of tosylhydrazones with base leads to alkenes (Bamford-Stevens reaction): J. Chem. Soc., 4735 (1952). Dianion formation from the tosylhydrazone with an alkyllithium or LDA results in a vinyllithium intermediate, which, on protonation, also gives the alkene (Shapiro-Heath reaction). With unsymmetrical tosylhydrazones, this is a useful synthe
  • Exchange with refluxing acetone: J. Org. Chem., 40, 3302 (1975); acetone/ BF3 etherate: Synthesis, 456 (1976); Amberlyst. 15 in aqueous acetone: J. Chem. Soc., Perkin 1, 2563 (1988).
  • Reduction of tosylhydrazones to alkanes by NaBH4 is a mild alternative to the Clemmensen and Wolff-Kishner methods: Chem. Ind. (London), 153, 1689 (1964). NaBH4 in AcOH is a more selective system: J. Org. Chem., 43, 2299 (1978). For reduction of a steroidal ketone by catecholborane, see: Org. Synth. Coll., 6, 293 (1988). Aliphatic tosylhydrazones are also reduced to methylenes by NaBH3CN, effective even for hindered ketones. For a study of the mechanism of this reduction, see: J. Org. Chem., 54, 4175 (1989).
  • Precursor of the versatile synthetic intermediates, tosylhydrazones. For a brief feature on tosylhydrazones, see: Synlett, 1844 (1999). Preparation using AcOH rather than mineral acid was found to reduce azine formation: Synthesis, 957 (1984).
  • Reaction of tosylhydrazones with base leads to alkenes (Bamford-Stevens reaction): J. Chem. Soc., 4735 (1952). Dianion formation from the tosylhydrazone with an alkyllithium or LDA results in a vinyllithium intermediate, which, on protonation, also gives the alkene (Shapiro-Heath reaction). With

安全信息

Warnings IRRITANT
GHS Symbol
WGK Germany2
Hazard statements
  • H242 Heating may cause a fire 加热可能会引起火灾
  • H301 Toxic if swallowed 吞食有毒
  • H302 Harmful if swallowed 吞食有害
  • H319 Causes serious eye irritation 严重刺激眼睛
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Hazard Codes F,Xn
RTECSMW0210000
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • 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。
  • 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。
  • P220 Keep/Store away from clothing/…/combustible materials. 保持远离/贮存远离服装/....../可燃材料。
  • P234 Keep only in original container. 只保留在原来的容器中。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • 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。
  • P301+P310
  • P301+P310+P330
  • P301+P312
  • P302+P350
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P308+P313
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P370+P378
  • P403+P235
  • P405 Store locked up. 上锁保管。
  • P411 Store at temperatures not exceeding … oC/…oF. 储存在温度不超过…oC /…oF。
  • P420 Store away from other materials. 远离其他材料。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word
UN Number UN3226 3226
Safety Statements
Risk Statements
  • R11 Highly flammable 非常易燃
  • R44 Risk of explosion if heated under confinement 密封下加热有爆炸危险
  • R22 Harmful if swallowed 吞咽有害
Storage condition 2-8°C, sealed storage, away from moisture {LY} 2-8°C, sealed storage, away from moisture Flammables area Moisture Sensitive {} {LY} 2-8°C, sealed storage, away from moisture {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moist
Packing GroupII
Hazard Class4.1
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1200 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   RPTOAN Russian Pharmacology and Toxicology (English Translation).
   Translation of FATOAO.  (Euromed Pub., 33, Woodlands Rd., Surbiton, Surrey,
   UK)  V.30-    1967-  Volume(issue)/page/year: 36,27,1973

其他信息

  • MSDS 信息:p-Toluenesulfonhydrazide(1576-35-8).msds
  • Acros Organics:对甲苯磺酰肼 4-Methylbenzenesulfonhydrazide, 97%(1576-35-8)
  • 检测方法:HPLC,NMR,MS
  • Sigma Aldrich:1576-35-8(sigmaaldrich)
  • 方法一:对甲苯磺酰氯与水合肼在苯介质中于60-70℃进行缩合,排放的氯化氢用水吸收。过滤,水洗,于65℃干燥得发泡剂TSH。滤液中的苯层供循环使用,水层可回收硫酸肼。原料消耗(kg/t)对甲苯磺酰氯(96.8%) 1110水合肼(40%) 820苯 520
  • 用途一:用作天然胶、合成胶及多种塑料的发泡剂及用于有机合成中
  • 图谱信息:对甲苯磺酰肼(1576-35-8)核磁图( 13 CNMR) 对甲苯磺酰肼(1576-35-8)质谱(MS) 对甲苯磺酰肼(1576-35-8)核磁图( 1 HNMR) 对甲苯磺酰肼(1576-35-8)红外图谱(IR2) 对甲苯磺酰肼(1576-35-8)红外图谱(IR1)
  • 存储注意事项:氮气保护
  • TCI Shanghai:4-甲苯磺酰肼 p-Toluenesulfonyl Hydrazide,>;98.0%(LC)(1576-35-8)
  • 对甲苯磺酰肼价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T0286 对甲苯磺酰肼 p-Toluenesulfonyl Hydrazide 25G 130元 2014/06/02 T0286 对甲苯磺酰肼 p-Toluenesulfonyl Hydrazide 500G 720元 2010/06/21 157861000 对甲苯磺酰肼 4-Methylbenzenesulfonhydrazide 97% 100 GR 447元
  • 上游原料:4-甲苯磺酰氯 --> 硫酸肼
  • 海关编码:29280090
  • 用途二:用作天然橡胶、合成橡胶及多种塑料的发泡剂,使塑料及橡胶制品产生细微闭孔结构,制品的收缩率小,抗撕裂强度大。
  • 敏感性:Moisture Sensitive
  • MOL 文件:1576-35-8.mol
  • Alfa Aesar:对甲苯磺酰肼,98% p-Toluenesulfonyl hydrazide, 98%(1576-35-8)

系列性分类