Thioanisole 甲基苯基硫醚

CAS 100-68-5 MFCD00008559

化学结构图

100-68-5
SMILES: CSC1CCCCC1

化学属性

Mol. FormulaC6H5SCH3
Mol. Weight124
Density1.057
Refractive index1.5860 to 1.5880
Boiling Point188
Melting Point-15
Flash Point57°C(lit.)
TSCAYes
Solubility不溶
Appearance 无色液体,沸点187-188oC,相对密度1.0533,闪点75oC,折射率1.5842。不溶于水,可溶于一般有机溶剂。
Stability恶臭

别名和识别编码

Chemical NameThioanisole
MDL NumberMFCD00008559
CAS Number100-68-5
EC Number202-878-2
Beilstein Registry Number1904179
Synonym (1-Thiaethyl)benzene (Methylsulfanyl)benzene (methylthio)benzene 1-Phenyl-1-thioethan 1-phenyl-1-thiaethane Anisole, thio- FEMA 3873 MPS Methyl phenyl sulfi Methyl phenyl sulfide, Methylthiobenzene Methyl phenyl sulfide; MPS Methyl phenyl thioether Methyl phenylsulfide Methylphenylsulfid PHSME Phenyl methyl sulfide Phenylthiomethane Sulfide, methyl phenyl Thioanisol benzene, (methylthio)- methyl phenyl sulfide methyl phenyl thioether methyl-phenyl sulfide methylphenylthioether sulfide,methylphenyl thioanisole 甲基苯基硫醚 甲基苯基硫醚 茴香硫醚 苯基甲基硫醚 苯甲硫醚 茴香硫醚
PubChem Substance ID87576182
Reaxys-RN1904179
Chemical Name Translation甲基苯基硫醚
Wiswesser Line Notation1SR
LabNetwork Molecule IDLN00221864
InChIInChI=1S/C7H8S/c1-8-7-5-3-2-4-6-7/h2-6H,1H3
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分类

  • {SNA} Building Blocks, Chemical Synthesis, Organic Building Blocks, Sulfides/Disulfides, Sulfur Compounds
  • {Chemicalbook} 食品添加剂: 食用香料(增香剂): 天然等同香料和人造香
  • {SA} Alphabetical Listings, Flavors and Fragrances, M-N
  • {uni_hamburg} no charge; carbocycle; aromatic; 6RingOnly; 6ring; sulfide; 1fragment

产品应用

  • 高效启动剂,用于酸催化裂解N-Z, O-benzyl 和 O-methyl保护基团。

相关文献及参考

  • Beilstein:6,297
  • Short: II/24C
  • Cation scavenger in the acidic deprotection of peptides; see, e.g.: Int. J. Pept. Prot. Res., 36, 255 (1990). See Appendix 6. The combination of the soft nucleophile thioanisole and the hard acid triflic acid has been used for the cleavage of methyl ethers, e.g. O-methyltyrosine, resistant to other methods: J. Chem. Soc., Chem. Commun., 971 (1979). The same conditions have been used for the cleavage of Cbz, Boc, benzyl and 4-methoxybenzyl protecting groups in peptide synthesis: Chem. Pharm. Bull., 28, 1214 (1980); 29, 600 (1981); J. Chem. Soc., Chem. Commun., 101 (1980); see also: Angew. Chem. Int. Ed., 33, 1729 (1994).
  • Short: II/24B
  • Monolithiation is thought to occur initially on the ring, but rearrangement then gives the more stable phenylthiomethyllithium: J. Org. Chem., 31, 4097 (1966); Tetrahedron Lett., 1961 (1977). Further metallation occurs at the ortho-position. See, e.g.: Tetrahedron, 46, 861 (1990). Demetallation and acylation is the basis of a route to 3-substituted benzo[b]thiophenes: Synthesis, 888 (1988):

安全信息

Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • 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。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241+P242+P243
  • 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+P312+P330
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • 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
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H302 Harmful if swallowed 吞食有害
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H226 Flammable liquid and vapour 易燃液体和蒸气
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSDA6200000
Packing GroupIII
UN Number 1993 3334
Hazard Codes 3 9
Hazard Class3
Storage condition 2-8°C
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 56 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#00184

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 891 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PCBPBS Pesticide Biochemistry and Physiology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802)  V.1-    1971-  Volume(issue)/page/year:
   1,356,1971

其他信息

  • 下游产品:2-乙酰-3-甲基苯并[B]噻吩 --> 4,4-二甲基-6-乙酰基硫代苯并二氢吡喃 --> 3-甲基苯并[B]噻吩-2-羰醛 --> 2-溴-1-(4-甲磺酰基)苯乙酮 --> 3-甲基苯噻吩 --> 醋酸奥曲肽 --> 2-甲基-4-苯基硫基-2-丁醇
  • Alfa Aesar:硫代苯甲醚,99% Thioanisole, 99%(100-68-5)
  • 敏感性:Stench
  • 图谱信息:甲基苯基硫醚(100-68-5)核磁图( 1 HNMR) 甲基苯基硫醚(100-68-5)红外图谱(IR1) 甲基苯基硫醚(100-68-5)质谱(MS) 甲基苯基硫醚(100-68-5)核磁图( 13 CNMR)
  • 用途一:用作农药、医药、染料中间体
  • 检测方法:GC,NMR
  • 用途二:高效启动剂,用于酸催化裂解N-Z, O-benzyl 和 O-methyl保护基团。
  • 参考质量标准:FAO/WHO,1999 含量(GT-10-4) ≥98% 折射率(n D 20 ) 1.532~1.551 相对密度(d 25 25 ) 0.958~0.968
  • 甲基苯基硫醚价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 T0191 甲基苯基硫醚 Thioanisole 25ML 239元 2011/04/16 T0191 甲基苯基硫醚 Thioanisole 500ML 1430元 2010/06/21 138675000 甲基苯基硫醚 Thioanisole 99% 500 GR 1449元
  • 海关编码:29309070
  • 不溶于水,溶于大多数有机溶剂。
  • Hazard Note:Harmful/Stench
  • TCI Shanghai:甲基苯基硫醚 Thioanisole,>;99.0%(GC)(100-68-5)
  • MSDS 信息:Methyl phenyl sulfide(100-68-5).msds
  • 毒性:GRAS(FEMA)。
  • Sigma Aldrich:100-68-5(sigmaaldrich)
  • FEMA:3873
  • Acros Organics:苯甲硫醚 Thioanisole, 99%(100-68-5)
  • MOL 文件:100-68-5.mol
  • 使用限量:FEMA(mg/kg):焙烤制品0.06~1.0;无醇饮料0.2~2.0;油脂0.01~0.04;明胶、布丁、调味汁,0.1~1.0;肉类制品0.4~4.0;调味香料0.5~1.0。
  • 甲基苯基硫醚价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T0191 甲基苯基硫醚 Thioanisole 25ML 227元 2014/06/02 T0191 甲基苯基硫醚 Thioanisole 500ML 1360元 2010/06/21 138675000 甲基苯基硫醚 Thioanisole 99% 500 GR 1449元
  • F:13

系列性分类