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

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Others 其他杂环
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Sulfur Compounds 硫化合物
  5. Sulfonyl Hydrazides - Sulfur Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Sulfur Compounds 硫化合物
  5. Sulfonyl Hydrazides - Sulfur Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Sulfur Compounds 硫化合物
  5. Sulfonyl Halides