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Key Documents

458910

Sigma-Aldrich

2-(Boc-amino)ethanethiol

97%

Sinonimo/i:

tert-Butyl N-(2-mercaptoethyl)carbamate

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About This Item

Formula condensata:
HSCH2CH2NHCO2C(CH3)3
Numero CAS:
Peso molecolare:
177.26
Beilstein:
2243173
Numero MDL:
Codice UNSPSC:
12352105
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

97%

Impiego in reazioni chimiche

reagent type: cross-linking reagent

Indice di rifrazione

n20/D 1.474 (lit.)

P. eboll.

68 °C/0.3 mmHg (lit.)

Densità

1.049 g/mL at 20 °C (lit.)

Gruppo funzionale

Boc
amine
thiol

Stringa SMILE

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)
GSJJCZSHYJNRPN-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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).

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

228.2 °F - closed cup

Punto d’infiammabilità (°C)

109 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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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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