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D129208

Sigma-Aldrich

Toluene-3,4-dithiol

technical grade, 90%

Synonym(s):

3,4-Dimercaptotoluene, 4-Methyl-1,2-benzenedithiol, ‘Dithiol’

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About This Item

Linear Formula:
CH3C6H3(SH)2
CAS Number:
496-74-2
Molecular Weight:
156.27
Beilstein:
1635270
EC Number:
207-828-3
MDL number:
MFCD00004844
UNSPSC Code:
12352100
PubChem Substance ID:
24893400
NACRES:
NA.22

grade

technical grade

Assay

90%

form

powder

bp

135-137 °C/17 mmHg (lit.)

mp

30-33 °C (lit.)

density

1.179 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

Cc1ccc(S)c(S)c1

InChI

1S/C7H8S2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3

InChI key

NIAAGQAEVGMHPM-UHFFFAOYSA-N

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Application

Used to generate the corresponding dithiolate ligand in a study of dinuclear gold(I) dithiolate complexes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Inorganic Chemistry, 32, 1749-1749 (1993)
Ulf Ryde et al.
Journal of the American Chemical Society, 132(13), 4512-4513 (2010-03-17)
The active site of the [FeFe] hydrogenases contains two Fe ions bound to one Cys ligand, three CO molecules, two CN(-) ions, and a dithiolate ligand. The nature of the last of these has been much discussed, and it has
Carsten Milsmann et al.
Inorganic chemistry, 48(20), 9754-9766 (2009-09-23)
The reaction of [Ru(III)(cyclam)Cl(2)]Cl with 2 equiv of sodium N,N-diethyldithiocarbamate in methanol afforded [Ru(II)(cyclam)(Et(2)dtc)](BPh(4)) (1(BPh(4))). The same reaction with only 1 equiv of toluene-3,4-dithiol and a base yielded [Ru(cyclam)(tdt)](PF(6)) (2(PF(6))) which was oxidized by 1 equiv of ferrocenium hexafluorophosphate generating
Weidong Zhou et al.
Organic letters, 12(18), 4078-4081 (2010-08-18)
A macrocycle and a rotaxane were constructed by virtue of the thiol-yne click reaction under the irradiation of light in high yield, which can proceed at ambient temperature and humidity under an air atmosphere. Two disulfide macrocycles were synthesized through
Heather L Tienson et al.
Molecular biology of the cell, 20(15), 3481-3490 (2009-05-30)
Mia40 and Erv1 execute a disulfide relay to import the small Tim proteins into the mitochondrial intermembrane space. Here, we have reconstituted the oxidative folding pathway in vitro with Tim13 as a substrate and determined the midpoint potentials of Mia40
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