188204
对甲苯磺酰甲基异腈
98%
别名:
N-对甲苯磺酰甘氨酸, TosMIC, 对甲基苯磺酰甲基异腈
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关于此项目
线性分子式:
CH3C6H4SO2CH2NC
化学文摘社编号:
分子量:
195.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
253-140-1
Beilstein/REAXYS Number:
3592382
MDL number:
产品名称
对甲苯磺酰甲基异腈, 98%
InChI key
CFOAUYCPAUGDFF-UHFFFAOYSA-N
InChI
1S/C9H9NO2S/c1-8-3-5-9(6-4-8)13(11,12)7-10-2/h3-6H,7H2,1H3
SMILES string
Cc1ccc(cc1)S(=O)(=O)C[N+]#[C-]
assay
98%
form
solid
mp
109-113 °C (lit.)
solubility
water: slightly soluble
functional group
amine
isonitrile
sulfone
storage temp.
2-8°C
Quality Level
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Application
对甲基苯磺酰甲基异腈：
- 用于具有1,3,5-三氧杂环己烷骨架的三联体药物的合成中
- 用作制备生物活性吡咯和咪唑的试剂
- 用作使用糖衍生醛的非对映选择性雀形目反应中的异腈组分
General description
对甲苯磺酰甲基异腈在微波辐射下与固定化亚胺进行碱促进的1,3-偶极环加成反应，得到1,5-二取代咪唑。它是有机化学中的多功能合成子，广泛用于杂环化合物的合成。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral
supp_hazards
存储类别
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Tetrahedron Letters, 48, 5977-5977 (2006)
p-Toluenesulfonylmethyl Isocyanide: A Versatile Synthon in Organic Chemistry.
Tandon VK and Rai S.
Journal of Sulfur Chemistry, 24(3), 307-385 (2003)
Il Farmaco (Societa Chimica Italiana : 1989), 48, 209-209 (1993)
Hiroshi Nagase et al.
Bioorganic & medicinal chemistry letters, 21(20), 6198-6202 (2011-09-06)
An improved synthetic method for triplet drugs with the 1,3,5-trioxazatriquinane skeleton was developed that used p-toluenesulfonylmethyl isocyanide (TosMIC) instead of 1,3-dithiane. Using the improved method, we synthesized compounds with two identical pharmacophore units and an epoxymethano group, that is, capped
Medicinal Chemistry Research, 3, 192-192 (1993)
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