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458910

Sigma-Aldrich

2-(Boc-amino)ethanethiol

97%

Synonym(s):

tert-Butyl N-(2-mercaptoethyl)carbamate

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$80.50
25 ML
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5 ML
$80.50
25 ML
$251.05

About This Item

Linear Formula:
HSCH2CH2NHCO2C(CH3)3
CAS Number:
67385-09-5
Molecular Weight:
177.26
Beilstein/REAXYS Number:
2243173
MDL number:
MFCD00274335
UNSPSC Code:
12352105
PubChem Substance ID:
24869348
NACRES:
NA.22

$80.50

List Price$101.00Save 20%
Web-Only Promotion

In StockDetails

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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

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1 of 4

This Item
3820271735415369
2-(Boc-amino)ethanethiol 97%

458910

2-(Boc-amino)ethanethiol

N-Boc-ethanolamine 98%

382027

N-Boc-ethanolamine

2-(Boc-amino)ethyl bromide ≥97.0% (GC)

17354

2-(Boc-amino)ethyl bromide

N-Boc-ethylenediamine ≥98.0% (NT)

15369

N-Boc-ethylenediamine

assay

97%

assay

98%

assay

≥97.0% (GC)

assay

≥98.0% (NT)

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

density

1.049 g/mL at 20 °C (lit.)

density

1.042 g/mL at 25 °C (lit.)

density

-

density

1.012 g/mL at 20 °C (lit.)

bp

68 °C/0.3 mmHg (lit.)

bp

-

bp

-

bp

72-80 °C/0.1 mmHg (lit.)

refractive index

n20/D 1.474 (lit.)

refractive index

n20/D 1.449 (lit.)

refractive index

-

refractive index

n20/D 1.458 (lit.)

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).[1] [2]

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_germany

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
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
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
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