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230766

Sigma-Aldrich

(三甲基甲硅烷基)异硫氰酸酯

99%

同義詞:

三甲硅烷基异氰酸酯

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About This Item

線性公式:
(CH3)3SiNCS
CAS號碼:
分子量::
131.27
Beilstein:
1745262
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

蒸汽密度

>1 (vs air)

化驗

99%

形狀

liquid

折射率

n20/D 1.482 (lit.)

bp

143 °C (lit.)

mp

−32.8 °C (lit.)

密度

0.931 g/mL at 25 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

C[Si](C)(C)N=C=S

InChI

1S/C4H9NSSi/c1-7(2,3)5-4-6/h1-3H3

InChI 密鑰

XLTUPERVRFLGLJ-UHFFFAOYSA-N

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一般說明

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

應用

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

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

84.2 °F - closed cup

閃點(°C)

29 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


分析證明 (COA)

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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-
Noncatalyzed Addition of Trimethylsilyl Isothiocyanate to Aziridines and Cyclohexene Oxide.
Prusinowska N and Gawronski J.
Synthetic Communications, 39(15), 2795-2803 (2009)
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
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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