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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:
Molecular Weight:
156.27
Beilstein:
1635270
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

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.

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(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)
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
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
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
Novel regulators in photosynthetic redox control of plant metabolism and gene expression.
Karl-Josef Dietz et al.
Plant physiology, 155(4), 1477-1485 (2011-01-06)

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