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Merck

458910

2-(Boc-amino)ethanethiol

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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InChI

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

SMILES string

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

InChI key

GSJJCZSHYJNRPN-UHFFFAOYSA-N

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

Quality Level

100

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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

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCS1466
MKCP9774
MKCM6255
MKCF6498
MKCC4515

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Poly (amino acid)-grafted polymacrolactones. Synthesis, self-assembling and ionic coupling properties
E Tinajero-Diaz, et al.
Reactive and Functional Polymers, 143, 104316-104316 (2019)
Terpolymerization of propylene oxide and vinyl oxides with CO 2: copolymer cross-linking and surface modification via thiol-ene click chemistry.
DJ Darensbourg, et al.
Polym. Chem., 1768-1776 (2015)
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
Ernesto Tinajero-Díaz et al.
Polymers, 12(4) (2020-04-30)
The enzymatic ring-opening copolymerization (eROP) of globalide (Gl) and pentadecalactone (PDL) was performed in solution from mixtures of the two macrolactones at ratios covering the whole range of comonomeric compositions. The resulting P(Glx-r-PDLy) random copolyesters were aminofunctionalized by thiol-ene reaction
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
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