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458910

Sigma-Aldrich

2-(Boc-amino)ethanthiol

97%

Synonym(e):

N-(2-Mercaptoethyl)carbamidsäure-tert-butylester

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About This Item

Lineare Formel:
HSCH2CH2NHCO2C(CH3)3
CAS-Nummer:
67385-09-5
Molekulargewicht:
177.26
Beilstein:
2243173
MDL-Nummer:
MFCD00274335
UNSPSC-Code:
12352105
PubChem Substanz-ID:
24869348
NACRES:
NA.22

Assay

97%

Eignung der Reaktion

reagent type: cross-linking reagent

Brechungsindex

n20/D 1.474 (lit.)

bp

68 °C/0.3 mmHg (lit.)

Dichte

1.049 g/mL at 20 °C (lit.)

Funktionelle Gruppe

Boc
amine
thiol

SMILES String

SCCNC(OC(C)(C)C)=O

InChI

1S/C7H15NO2S/c1-7(2,3)10-6(9)8-4-5-11/h11H,4-5H2,1-3H3,(H,8,9)

InChIKey

GSJJCZSHYJNRPN-UHFFFAOYSA-N

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Allgemeine Beschreibung

2-(Boc-amino)ethanethiol also known as tert-butyl N-(2-mercaptoethyl)carbamate, is a cross linking reagent which can be utilized in various organic syntheses.

Anwendung

2-(Boc-amino)ethanethiol is used to introduce the amine functional group for the surface functionalization of cross-linked polymer films by thiol-ene click chemistry reactions. Additionally, it participates in the thiol-ene reaction to achieve amine functionalization of polyglobalide(PGI).

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

228.2 °F - closed cup

Flammpunkt (°C)

109 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Analysenzertifikate (COA)

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T M Winger et al.
Bioconjugate chemistry, 6(3), 323-326 (1995-05-01)
The derivatization of poly(p-(chloromethyl)styrene-co-divinylbenzene) (Merrifield resin) with N-(tert-butoxycarbonyl)-2-aminoethanethiol is presented as a convenient route for the generation of thiol terminated peptides using a solid phase methodology. Maximum resin substitution reached 92% (773 mumol/g) after 24 h. However, at 30 min
Binoy Maiti et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(60), 15156-15165 (2017-08-30)
Poly[2-(methacryloyloxy)ethyl oleate-co-pentafluorophenyl methacrylate] [P(MAEO-co-PFPMA)] random copolymers with oleate and pentafluorophenyl side-chain pendants were synthesized. These copolymers were utilized as dual-reactive polymeric scaffolds in a range of post-polymerization modification strategies involving thiol-ene and para-fluoro-thiol substitution, amidation, trans-esterification, and epoxidation followed by
Louise Stjern et al.
International journal of pharmaceutics, 531(2), 595-605 (2017-05-31)
Cyclodextrins (CDs) and mesoporous silica particles (MSPs) have been combined as composite carriers for controlled antibiotic release. CDs were employed as "gatekeeper" agents and grafted onto MSPs to retain drug molecules inside the MSP carrier. A variety of CDs (unfunctionalized
Anne Müller et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(39), 13723-13731 (2015-08-08)
Azobenzene linker molecules can be utilized to control peptide/protein function when they are ligated to appropriately spaced amino acid side chains of the peptide. This is because the photochemical E/Z isomerization of the azobenzene N=N double bond allows to switch
Josiane P Lafleur et al.
Lab on a chip, 15(10), 2162-2172 (2015-04-09)
A novel, rapid and simple method for the preparation of emulsion-templated monoliths in microfluidic channels based on thiol-ene chemistry is presented. The method allows monolith synthesis and anchoring inside thiol-ene microchannels in a single photoinitiated step. Characterization by scanning electron

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