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458910

2-(Boc-amino)ethanethiol

Name: 2-(Boc-amino)ethanethiol
Brand: ALDRICH

97%

Synonym(s):

tert-Butyl N-(2-mercaptoethyl)carbamate

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About This Item

Linear Formula:

HSCH₂CH₂NHCO₂C(CH₃)₃

CAS Number:

67385-09-5

Molecular Weight:

177.26

UNSPSC Code:

12352105

NACRES:

NA.22

PubChem Substance ID:

24869348

MDL number:

MFCD00274335

Beilstein/REAXYS Number:

2243173

Assay:

97%

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Properties

Quality Level

100

assay

97%

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.474 (lit.)

bp

68 °C/0.3 mmHg (lit.)

density

1.049 g/mL at 20 °C (lit.)

functional group

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)

InChI key

GSJJCZSHYJNRPN-UHFFFAOYSA-N

Description

General description

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.

Application

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).

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

228.2 °F - closed cup

flash_point_c

109 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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A convenient route to thiol terminated peptides for conjugation and surface functionalization strategies.

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

Functional-Polymer Library through Post-Polymerization Modification of Copolymers Having Oleate and Pentafluorophenyl Pendants.

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

Cyclodextrin-mesoporous silica particle composites for controlled antibiotic release. A proof of concept toward colon targeting.

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

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Global Trade Item Number

SKU	GTIN
458910-25ML	04061838127938
458910-5ML	04061838127945