230766
(三甲基甲硅烷基)异硫氰酸酯
99%
别名:
三甲硅烷基异氰酸酯
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关于此项目
线性分子式:
(CH3)3SiNCS
化学文摘社编号:
分子量:
131.27
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-929-7
Beilstein/REAXYS Number:
1745262
MDL number:
Assay:
99%
Form:
liquid
InChI key
XLTUPERVRFLGLJ-UHFFFAOYSA-N
InChI
1S/C4H9NSSi/c1-7(2,3)5-4-6/h1-3H3
SMILES string
C[Si](C)(C)N=C=S
vapor density
>1 (vs air)
assay
99%
form
liquid
refractive index
n20/D 1.482 (lit.)
bp
143 °C (lit.)
mp
−32.8 °C (lit.)
density
0.931 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Quality Level
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Application
异硫氰酸三甲基硅烷基酯已被用作氨基酸硫代乙内酰脲合成中的衍生试剂。
General description
三甲基甲硅烷基异硫氰酸酯（TMS-ITC）可与富勒烯混合的过氧化物C60(O)(OOtBu)4反应生成异硫氰酸酯衍生物C60(NCS)(OH)(OOtBu)4。TMS-ITC可与2-苄基氨基-5-甲基-3-苯基环戊-1-烯基羧酸乙酯发生缩合反应，生成1-苄基-5-甲基-7-苯基-2-硫代-1,2,3,5,6,7-六氢环戊嘧啶-4-酮。它可参与到N-取代的氮丙啶和环己烯氧化物的开环反应。
signalword
Danger
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
84.2 °F - closed cup
flash_point_c
29 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
Frans D Therkelsen et al.
Organic & biomolecular chemistry, 1(16), 2908-2918 (2003-09-13)
Condensation of 3-(3,5-dimethylphenyl)-2-oxocyclopentanecarboxamide (11) with oxalyl chloride and condensation of ethyl 2-benzylamino-5-methyl-3-phenylcyclopent-1-enecarboxylate (17a) with trimethylsilyl isothiocyanate gave 7-(3,5-dimethylphenyl)-6,7-dihydro-5H-cyclopenta[e][1,3]oxazine-2,4-dione (12) and 1-benzyl-5-methyl-7-phenyl-2-thioxo-1,2,3,5,6,7- hexahydrocyclopentapyrimidin-4-one (18a), respectively. Acid catalyzed ring-closure of 6-(4-methyl-1-phenylpent-3-enyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (26) and radical mediated ring-closure of 1,3-bis(benzyloxymethyl)-5-bromo-6-(1-phenylbut-3-enyl)-1H-pyrimidine-2,4- dione (32a) gave 5,5-dimethyl-8-phenyl-5,6,7,8-tetrahydro-1H-quinazoline-2,4-
J M Bailey et al.
Biochemistry, 29(12), 3145-3156 (1990-03-27)
Proteins and peptides can be sequenced from the carboxy terminus with isothiocyanate reagents to produce amino acid thiohydantoin derivatives. Previous studies in our laboratory indicated that the use of trimethylsilyl isothiocyanate (TMS-ITC) as a coupling reagent significantly improved the yields
Noncatalyzed Addition of Trimethylsilyl Isothiocyanate to Aziridines and Cyclohexene Oxide.
Prusinowska N and Gawronski J.
Synthetic Communications, 39(15), 2795-2803 (2009)
D H Hawke et al.
Analytical biochemistry, 166(2), 298-307 (1987-11-01)
A reinvestigation of the isothiocyanate-based chemistry for cyclic degradations of peptides and proteins revealed that the reagent trimethylsilylisothiocyanate (TMS-ITC) gives superior results in terms of coupling efficiency and lack of complicating side reactions. Acetic anhydride (10 min at various temperatures)
B Mo et al.
Analytical biochemistry, 249(2), 207-211 (1997-07-01)
A novel and efficient method to prepare amino acid thiohydantoins, which are required as reference standards for development of C-terminal protein sequencing, is reported. Amino acid thiohydantoins were prepared using a straightforward method involving reaction of 20 free amino acids
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