343609
(R)-(+)-甲基对甲苯亚砜
99%
别名:
(+)-(R)-Methyl 4-tolyl sulfoxide, (+)-Methyl p-tolyl sulfoxide, (R)-4-Methylphenyl methyl sulfoxide, 1-Methyl-4-[(R)-methylsulfinyl]benzene
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关于此项目
线性分子式:
CH3C6H4S(O)CH3
化学文摘社编号:
分子量:
154.23
Beilstein:
2040677
MDL编号:
UNSPSC代码:
12191600
PubChem化学物质编号:
NACRES:
NA.22
质量水平
方案
99%
旋光性
[α]20/D +145°, c = 2 in acetone
光学纯度
ee: 99% (HPLC)
mp
73-75 °C (lit.)
官能团
sulfoxide
SMILES字符串
Cc1ccc(cc1)S(C)=O
InChI
1S/C8H10OS/c1-7-3-5-8(6-4-7)10(2)9/h3-6H,1-2H3/t10-/m1/s1
InChI key
FEVALTJSQBFLEU-SNVBAGLBSA-N
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一般描述
(R)-(+)-Methyl p-tolyl sulfoxide may be used to prepare (R)-(+)-methyl 3,5-dimethoxy-6-[8-oxo-9-(p-tolylsulfinyl) nonyl] benzoate, an intermediate for (R)-lasiodiplodin synthesis. Its anions undergo addition reaction with nitrones to form optically active a-substituted N-hydroxylamines. (R)-(+)-Methyl p-tolyl sulfoxide also reacts with O-mesitylsulfonylhydroxylamine (MSH) to form (-)-(R)-S-methyl-S-p-tolylsulfoximine.
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
Chemistry of sulfoxides and related compounds. XLIX. Synthesis of optically active sulfoximines from optically active sulfoxides.
Johnson CR, et al. 
The Journal of Organic Chemistry, 39(16), 2458-2459 (1974)
Asymmetric synthesis of orsellinic acid type macrolides: The example of lasiodiplodin.
Solladie G, et al. 
Tetrahedron Asymmetry, 1(3), 187-198 (1990)
The reaction of nitrones with (R)-(+)-methyl p-tolyl sulfoxide anion; asymmetric synthesis of optically active secondary amines.
Murahashi S-I, et al. 
Tetrahedron Letters, 34(16), 2645-2648 (1993)
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