Merck
CN
All Photos(1)

Documents

767751

Sigma-Aldrich

2-{2-[2-(2-Mercaptoethoxy)ethoxy]ethoxy}ethanol

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
MEEE, 1-Mercapto-11-hydroxy-3,6,9-trioxaundecane
Empirical Formula (Hill Notation):
C8H18O4S
Molecular Weight:
210.29
MDL number:
MFCD22574773
PubChem Substance ID:
329767336

Quality Level

100

Assay

97%

form

liquid

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.481

density

1.098 g/mL at 25 °C

SMILES string

OCCOCCOCCOCCS

InChI

1S/C8H18O4S/c9-1-2-10-3-4-11-5-6-12-7-8-13/h9,13H,1-8H2

InChI key

GKKYNULPAQDGHI-UHFFFAOYSA-N

Related Categories

Application

2-{2-[2-(2-Mercaptoethoxy)ethoxy]ethoxy}ethanol may be used in the synthesis of 2-(2-(2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio)ethoxy)ethoxy)ethanol, an nitrobenzoxadiazole (NBD) analog of the anticancer agent 6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio)hexan-1-ol (NBDHEX). This analog is a potent glutathione S-transferase (GST) and a potential therapeutic antimelanoma agent with enhanced water solubility and antitumor efficacy when compared to NBDHEX in a study.
  • Oligo-ehtylene glycol of peptides and small molecules (PEGylation)
  • PEG-disulfide formation
  • ultra-thin protein-resistant monolayers
  • Densely packed monolayer and a flexible-hydrophilic oligo ethylene glycol arm for avoiding non-specific adsorption

Pictograms

CorrosionSkull and crossbones
GHS05,GHS06

Signal Word

Danger

Hazard Statements

H301 - H314

Hazard Classifications

Acute Tox. 3 Oral - Skin Corr. 1B

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Thiol-functionalized undecagold clusters by ligand exchange: Synthesis, mechanism, and properties.
Woehrle GH & Hutchison JE
Inorganic Chemistry, 44(18), 6149-6158 (2005)
Influence of surface functionalization and particle size on the aggregation kinetics of engineered nanoparticles.
Liu J, et al.
Chemosphere, 87(8), 918-924 (2012)
Oligosaccharide and glycoprotein microarrays as tools in HIV glycobiology: glycan-dependent gp120/protein interactions.
Adams EW, et al.
Chemistry & Biology, 11(6), 875-881 (2004)
Thiol functionalized oligo-ethylene glycol, for modification of peptides/small molecules containing thiols or maleimide functional groups
Journal of Materials Chemistry, 9, 1121-1121 (1999)
Click and chemically triggered declick reactions through reversible amine and thiol coupling via a conjugate acceptor
Diehl KL, et al.
Nature Chemistry, 8(10) (2016)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service