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380474

Sigma-Aldrich

2-Hydroxyethyl disulfide

technical grade

Synonym(s):

2,2′-Dithiodiethanol, Bis(2-hydroxyethyl) disulfide

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50 ML
$63.06
250 ML
$318.00

About This Item

Linear Formula:
HOCH2CH2SSCH2CH2OH
CAS Number:
Molecular Weight:
154.25
Beilstein/REAXYS Number:
1735851
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

$63.06

List Price$69.30Save 9%
Web-Only Promotion

Available to ship onMay 01, 2025Details


Request a Bulk Order

grade

technical grade

Quality Level

form

liquid

refractive index

n20/D 1.57 (lit.)

bp

158-163 °C/3.5 mmHg (lit.)

mp

25-27 °C (lit.)

density

1.261 g/mL at 25 °C (lit.)

SMILES string

OCCSSCCO

InChI

1S/C4H10O2S2/c5-1-3-7-8-4-2-6/h5-6H,1-4H2

InChI key

KYNFOMQIXZUKRK-UHFFFAOYSA-N

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General description

2-Hydroxyethyldisulfide (HEDS) is an organosulfur compound ​that belongs to the class ofdialkyl disulfides and has a disulfide bond -S-S- between two hydroxyethylgroups. In material science, HEDS is used as a precursor to form self-assembledmonolayers (SAMs) on gold surfaces for applications such as corrosionprotection, lubrication, and sensors. In addition, 2-hydroxyethyl disulfide isalso used as a reducing agent in organic synthesis and as a crosslinking agentin the production of rubber compounds.

Application

2-Hydroxyethyl disulfide can be used as:
  • A chain extender in the preparation of waterborne self-healing polyurethane, which is used in leather coating.
  • As a precursor in the synthesis of multifunctional initiator, which is used in the preparation of star polystyrenes by atom transfer radical polymerization of styrene.
  • A starting material to prepare a disulfide-based branching agent. This branching agent is used to synthesize highly branched poly(2-hydroxypropyl methacrylate).

pictograms

Skull and crossbonesCorrosion

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1

Storage Class

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

wgk_germany

WGK 3

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Articles

Over the past two decades, the rapid advance of controlled living polymerization (CLP) techniques.

Questions

1–3 of 3 Questions  
  1. 시그마 알드리치에서 구입한 위 시약이, 고체 상태로 굳어있습니다. 액체 상태로 사용하기 위해서는 가열을 시켜야하나요?

    1 answer
    1. The melting point of this material is 25-27 °C. The product may solidify when exposed to lower temperatures. Gently warming in a waterbath or incubator will re-liquify the contents.

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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