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Merck
CN

530816

1-[2-(Trimethylsilyl)ethoxycarbonyloxy]pyrrolidin-2,5-dione

Synonym(s):

1-[[[[2-(Trimethylsilyl)ethyl]oxy]carbonyl]oxy]-2,5-pyrrolidinedione, 1-[[[2-(Trimethylsilyl)ethoxy]carbonyl]oxy]pyrrolidin-2,5-dione, 1-[[[2-(Trimethylsilyl)ethoxy]carbonyl]oxy]pyrrolidine-2,5-dione, 2,5-Dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] carbonate, 2,5-Dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonate, N-[[[(2-Trimethylsilylethyl)oxy]carbonyl]oxy]succinimide, N-[[[2-(Trimethylsilyl)ethoxy]carbonyl]oxy]succinimide

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About This Item

Empirical Formula (Hill Notation):
C10H17NO5Si
CAS Number:
78269-85-9
Molecular Weight:
259.33
NACRES:
NA.22
PubChem Substance ID:
24877776
UNSPSC Code:
12352100
MDL number:
MFCD02683467

Key Documents

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InChI

1S/C10H17NO5Si/c1-17(2,3)7-6-15-10(14)16-11-8(12)4-5-9(11)13/h4-7H2,1-3H3

SMILES string

C[Si](C)(C)CCOC(=O)ON1C(=O)CCC1=O

InChI key

FLDNDAMSCINJDX-UHFFFAOYSA-N

mp

83-88 °C (lit.)

functional group

imide

storage temp.

2-8°C

Quality Level

100

Related Categories

General description

1-[2-(Trimethylsilyl)ethoxycarbonyloxy]pyrrolidin-2,5-dione (Teoc-OSu) is a silicon-based reagent that can be prepared from 2-trimethylsilylethyl carbonochloridite and N-hydroxysuccinimide.

Application

1-[2-(Trimethylsilyl)ethoxycarbonyloxy]pyrrolidin-2,5-dione (Teoc-OSu) may be used as an acylating reagent to produce Teoc-amino acid derivatives.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP9845
MKCN7703
MKCG3040
MKCD6213
MKBX5896V

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Synthesis and evaluation of novel activated mixed carbonate reagents for the introduction of the 2-(trimethylsilyl) ethoxycarbonyl (Teoc)-protecting group.
Shute RE and Rich DH
Synthesis, 1987(04 ), 346-349 (1987)

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