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D129208

Sigma-Aldrich

Toluene-3,4-dithiol

technical grade, 90%

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Synonym(s):
3,4-Dimercaptotoluene, 4-Methyl-1,2-benzenedithiol, ‘Dithiol’
Linear Formula:
CH3C6H3(SH)2
CAS Number:
496-74-2
Molecular Weight:
156.27
Beilstein:
1635270
EC Number:
207-828-3
MDL number:
MFCD00004844
PubChem Substance ID:
24893400
NACRES:
NA.22

grade

technical grade

Quality Level

200

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

Regulatory Information

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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
Andrea Pitts et al.
The Journal of biological chemistry, 287(27), 22717-22729 (2012-05-12)
Mitochondrial dysfunction and elevated reactive oxygen species are strongly implicated in both aging and various neurodegenerative disorders, including Huntington disease (HD). Because reactive oxygen species can promote the selective oxidation of protein cysteine sulfhydryl groups to disulfide bonds we examined
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