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MilliporeSigma

166782

Sigma-Aldrich

2,2′-Thiodiethanol

≥99%

Synonym(s):

2,2′-Thiobis(ethanol), Bis(2-hydroxyethyl) sulfide, Thiodiethylene glycol, Thiodiglycol

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$58.60
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About This Item

Linear Formula:
S(CH2CH2OH)2
CAS Number:
Molecular Weight:
122.19
Beilstein/REAXYS Number:
1236325
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

≥99%

form

liquid

refractive index

n20/D 1.5215 (lit.)

bp

164-166 °C/20 mmHg (lit.)

mp

−16 °C (lit.)

solubility

alcohol: miscible(lit.)
diethyl ether: slightly soluble(lit.)
water: miscible(lit.)

density

1.221 g/mL at 25 °C (lit.)

functional group

hydroxyl
thioether

SMILES string

OCCSCCO

InChI

1S/C4H10O2S/c5-1-3-7-4-2-6/h5-6H,1-4H2

InChI key

YODZTKMDCQEPHD-UHFFFAOYSA-N

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1 of 4

This Item
88561380474T30007
assay

≥99%

assay

≥95.0% (GC)

assay

-

assay

98%

solubility

alcohol: miscible(lit.), water: miscible(lit.), diethyl ether: slightly soluble(lit.)

solubility

-

solubility

-

solubility

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

liquid

form

liquid

form

liquid

form

-

bp

164-166 °C/20 mmHg (lit.)

bp

164-166 °C/20 mmHg (lit.)

bp

158-163 °C/3.5 mmHg (lit.)

bp

-

mp

−16 °C (lit.)

mp

−16 °C (lit.)

mp

25-27 °C (lit.)

mp

128-131 °C (lit.)

General description

2,2′-Thiodiethanol (TDE), also known as bis(2-hydroxyethyl)sulfide and thiodiglycol, is commonly used as a solvent in organic synthesis. It is a nontoxic, water soluble embedding medium for optical microscopy[1]. It is the hydrolysis product of sulfur mustard[2].

Application

2,2′-Thiodiethanol can be used:
  • In the synthesis of luminescent polynuclear gold(I) phosphine complexes.[3]
  • To prepare Co(II) and Mn(II) complexes.[4]
  • As a reactant to prepare sulfone-containing polyurethane materials for electrophoretic applications.[5]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

329.0 °F

flash_point_c

165 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Novel luminescent polynuclear gold (I) phosphine complexes. Synthesis, spectroscopy, and X-ray crystal structure of [Au3 (dmmp) 2] 3+[dmmp= bis (dimethylphosphinomethyl) methylphosphine].
Yam VWW, et al.
J. Chem. Soc., Dalton Trans., 12, 3747-3752 (1990)
Stanislav Lazopulo et al.
Nature, 574(7776), 108-111 (2019-09-20)
Light discrimination according to colour can confer survival advantages by guiding animals towards food and shelter and away from potentially harmful situations1,2. Such colour-dependent behaviour can be learned or innate. Data on innate colour preference in mammals remain controversial3 and
Timothy J Duerr et al.
eLife, 9 (2020-10-15)
Measuring nascent macromolecular synthesis in vivo is key to understanding how cells and tissues progress through development and respond to external cues. Here we perform in vivo injection of alkyne- or azide-modified analogs of thymidine, uridine, methionine, and glucosamine to
Synthesis of sulfone-containing non-ionic polyurethanes for electrophoretic deposition coating
Ohno A, et al.
Polymer Journal, 50(10), 959-966 (2018)
Novel luminescent polynuclear gold (I) phosphine complexes. Synthesis, spectroscopy, and X-ray crystal structure of [Au 3 (dmmp) 2] 3+[dmmp= bis (dimethylphosphinomethyl) methylphosphine]
Yam VW-W, et al.
J. Chem. Soc., Dalton Trans., 3747-3752 (1990)

Questions

1–3 of 3 Questions  
  1. Hallo, welchen Brechwert hat das 2,2′-Thiodiethanol (166782)?

    1 answer
    1. As listed in the 'PROPETIES' section, the refractive index is n20/D 1.5215 (lit.).

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  2. 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/418/501/product-dating-information-06-25-mk.pdf

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  3. 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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