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1,12-Dimercaptododecane, with the molecular formula C12H26S2, is a colorless liquid belonging to the class of organic compounds known as alkylthiols, which are sulfur analogs of alcohols. It is characterized by its strong odor and is primarily used as a reagent in chemical reactions. 1,12-DIMERCAPTODODECANE is recognized for its ability to bind with heavy metals such as mercury, lead, and arsenic, which makes it a valuable agent in the treatment of heavy metal poisoning. Additionally, its mercapto groups endow it with reducing properties in certain chemical processes. Due to its potential toxicity and the possibility of causing skin irritation, it is crucial to handle 1,12-dimercaptododecane with caution.

33528-63-1

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33528-63-1 Usage

Uses

Used in Chemical Reagent Applications:
1,12-Dimercaptododecane is used as a reagent in various chemical reactions for its unique properties, including its ability to bind with heavy metals and act as a reducing agent.
Used in Heavy Metal Poisoning Treatment:
1,12-Dimercaptododecane is used as a chelating agent for the treatment of heavy metal poisoning, particularly effective against mercury, lead, and arsenic due to its strong affinity for these toxic elements.
Used in Chemical Processes:
In certain chemical processes, 1,12-dimercaptododecane is used as a reducing agent, leveraging its mercapto groups to facilitate specific reactions.
Used in Environmental Remediation:
Given its metal-binding capabilities, 1,12-dimercaptododecane can be utilized in environmental remediation efforts to detoxify areas contaminated with heavy metals.
Used in Research and Development:
In the scientific community, 1,12-dimercaptododecane serves as a valuable compound in research and development, particularly in studies related to heavy metal toxicity and detoxification mechanisms.

Check Digit Verification of cas no

The CAS Registry Mumber 33528-63-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,5,2 and 8 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 33528-63:
(7*3)+(6*3)+(5*5)+(4*2)+(3*8)+(2*6)+(1*3)=111
111 % 10 = 1
So 33528-63-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H26S2/c13-11-9-7-5-3-1-2-4-6-8-10-12-14/h13-14H,1-12H2

33528-63-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name dodecane-1,12-dithiol

1.2 Other means of identification

Product number -
Other names 1,12-Dodecanedithiol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:33528-63-1 SDS

33528-63-1Synthetic route

thioacetic acid S-(12-acetylsulfanyldodecyl) ester
676251-48-2

thioacetic acid S-(12-acetylsulfanyldodecyl) ester

dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃; for 4h;56%
1,12-dibromododecane
3344-70-5

1,12-dibromododecane

dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

Conditions
ConditionsYield
With methanol; ammonium sulfide
With sodium hydrogensulfide; diethyl ether; ethanol; hydrogen sulfide zuletzt unter Erwaermen;
Multi-step reaction with 2 steps
1: 21 percent / dimethylformamide / 24 h / 20 °C
2: 56 percent / NaOH / H2O; acetone / 4 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: H2O / 20 h / Heating
2: 0.42 mmol / aq. NaOH / 6 h / Heating
View Scheme
diethyl ether
60-29-7

diethyl ether

ethanol
64-17-5

ethanol

1,12-dibromododecane
3344-70-5

1,12-dibromododecane

hydrogen sulfide
7783-06-4

hydrogen sulfide

NaHS

NaHS

dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

C14H32N4S2(2+)*2Br(1-)

C14H32N4S2(2+)*2Br(1-)

dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

Conditions
ConditionsYield
With sodium hydroxide for 6h; Heating;0.42 mmol
1,12-bis-carbamimidoylmercapto-dodecane
62476-83-9

1,12-bis-carbamimidoylmercapto-dodecane

dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

Conditions
ConditionsYield
With sodium hydroxide Heating;
1,12-dodecandiol
5675-51-4

1,12-dodecandiol

dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. HBr / Heating
2: aq. NaOH / Heating
View Scheme
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

16,20-bis(bromomethyl)[14]paracyclophane
512857-00-0

16,20-bis(bromomethyl)[14]paracyclophane

2,15-dithia[16][14]metaparacyclophane
512857-01-1

2,15-dithia[16][14]metaparacyclophane

Conditions
ConditionsYield
With caesium carbonate In ethanol; benzene for 6h;82%
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

trityl chloride
76-83-5

trityl chloride

1,12-Bis(triphenylmethylthio)dodecan
102435-91-6

1,12-Bis(triphenylmethylthio)dodecan

Conditions
ConditionsYield
With aluminum oxide In 1,4-dioxane for 24h;81%
2-chloromethyl-3-chloroprop-1-ene
1871-57-4

2-chloromethyl-3-chloroprop-1-ene

dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

3-Methylene-1,5-dithia-cycloheptadecane
128183-81-3

3-Methylene-1,5-dithia-cycloheptadecane

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 55 - 60℃;75%
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

1,2-Bis<3-(bromomethyl)phenyl>-4,4-dimethyl-3,5-pyrazolidinedione
121012-95-1

1,2-Bis<3-(bromomethyl)phenyl>-4,4-dimethyl-3,5-pyrazolidinedione

23,24-(Dimethylmalonyl)-2,15-dithia-23,24-diaza<16.2>metacyclophan
121013-05-6

23,24-(Dimethylmalonyl)-2,15-dithia-23,24-diaza<16.2>metacyclophan

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In tetrahydrofuran for 50h; Heating;64%
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

1,2-Dithia-cyclotetradecane
69466-45-1

1,2-Dithia-cyclotetradecane

Conditions
ConditionsYield
Multistep reaction;61%
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

N-(bromododecanoyl)aza-18-crown-6

N-(bromododecanoyl)aza-18-crown-6

1,12-dithia-(N-dodecanoylaza-18-crown-6)dodecane
141279-85-8

1,12-dithia-(N-dodecanoylaza-18-crown-6)dodecane

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 96h; Heating;57%
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

2,3-Dimethoxyanthracene
51790-19-3

2,3-Dimethoxyanthracene

C26H32S2

C26H32S2

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene Heating;43%
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

acetic anhydride
108-24-7

acetic anhydride

thioacetic acid S-(12-sulfanyldodecyl) ester
117581-30-3

thioacetic acid S-(12-sulfanyldodecyl) ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;41%
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

1,2-Bis<4-(brommethyl)phenyl>-4,4-dimethyl-3,5-pyrazolidindion
114038-66-3

1,2-Bis<4-(brommethyl)phenyl>-4,4-dimethyl-3,5-pyrazolidindion

N,N'-dimethylmalonyl-2,15-dithia-23,24-diaza-<16.2>paracyclophane
114038-74-3

N,N'-dimethylmalonyl-2,15-dithia-23,24-diaza-<16.2>paracyclophane

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In benzene for 50h; Heating;25%
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

1-tridecene
2437-56-1

1-tridecene

1,12-bis-tridecylmercapto-dodecane

1,12-bis-tridecylmercapto-dodecane

Conditions
ConditionsYield
With dihydrogen peroxide at 180℃;
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

2,4-dinitrobenzenesulfenyl chloride
528-76-7

2,4-dinitrobenzenesulfenyl chloride

1,12-bis-(2,4-dinitro-phenyldisulfanyl)-dodecane

1,12-bis-(2,4-dinitro-phenyldisulfanyl)-dodecane

Conditions
ConditionsYield
With 1,2-dichloro-ethane
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

2-nitrobenzenesulfenyl chloride
7669-54-7

2-nitrobenzenesulfenyl chloride

1,12-bis-(2-nitro-phenyldisulfanyl)-dodecane

1,12-bis-(2-nitro-phenyldisulfanyl)-dodecane

Conditions
ConditionsYield
With 1,2-dichloro-ethane
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

1,12-bis-(2,4-dinitro-phenylsulfanyl)-dodecane

1,12-bis-(2,4-dinitro-phenylsulfanyl)-dodecane

Conditions
ConditionsYield
With potassium hydroxide
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

anthracenylmethyl chloride
24463-19-2

anthracenylmethyl chloride

1,12-Bis-(9-anthranylmethylthio)dodecan

1,12-Bis-(9-anthranylmethylthio)dodecan

Conditions
ConditionsYield
With potassium hydroxide In ethanol; benzene
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

benzyl chloroformate
501-53-1

benzyl chloroformate

thiocarbonic acid O-benzyl ester S-(12-mercapto-dodecyl) ester

thiocarbonic acid O-benzyl ester S-(12-mercapto-dodecyl) ester

Conditions
ConditionsYield
With sodium hydroxide; water In acetone at 20℃; Substitution;
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

acetic anhydride
108-24-7

acetic anhydride

thioacetic acid S-(12-acetylsulfanyldodecyl) ester
676251-48-2

thioacetic acid S-(12-acetylsulfanyldodecyl) ester

Conditions
ConditionsYield
With sodium hydrogencarbonate Heating;
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

2,2,15,15-tetraoxo-2,15-dithia[16][14]metaparacyclophane
512857-02-2

2,2,15,15-tetraoxo-2,15-dithia[16][14]metaparacyclophane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 82 percent / cesium carbonate / ethanol; benzene / 6 h
2: 97 percent / 30 percent hydrogen peroxide; acetic acid / 2 h / 0 °C
View Scheme
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

C50H54S2*C21H42
102435-92-7

C50H54S2*C21H42

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / Al2O3 / dioxane / 24 h
2: 0.35 percent / p-Me-C6H6-SO3H / toluene / 0.5 h / 130 °C
View Scheme
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

C50H54S2*C22H44
102435-93-8

C50H54S2*C22H44

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / Al2O3 / dioxane / 24 h
2: 0.5 percent / p-Me-C6H6-SO3H / toluene / 0.5 h / 130 °C
View Scheme
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

C50H54S2*C23H46
102435-94-9

C50H54S2*C23H46

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / Al2O3 / dioxane / 24 h
2: 0.75 percent / p-Me-C6H6-SO3H / toluene / 0.5 h / 130 °C
View Scheme
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

C50H54S2*C24H48
102435-95-0

C50H54S2*C24H48

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / Al2O3 / dioxane / 24 h
2: 0.9 percent / p-Me-C6H6-SO3H / toluene / 0.5 h / 130 °C
View Scheme
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

C50H54S2*C26H52
102435-96-1

C50H54S2*C26H52

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / Al2O3 / dioxane / 24 h
2: 1.2 percent / p-Me-C6H6-SO3H / toluene / 0.5 h / 130 °C
View Scheme
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

<2>-<1,12-Bis(triphenylmethylthio)dodecan>--Rotaxan
102435-97-2

<2>-<1,12-Bis(triphenylmethylthio)dodecan>--Rotaxan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / Al2O3 / dioxane / 24 h
2: 3.8 percent / p-Me-C6H6-SO3H / toluene / 0.5 h / 130 °C
View Scheme
dodecane-1,12-dithiol
33528-63-1

dodecane-1,12-dithiol

C50H54S2*C29H58
102492-30-8

C50H54S2*C29H58

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / Al2O3 / dioxane / 24 h
2: 6.8 percent / p-Me-C6H6-SO3H / toluene / 0.5 h / 130 °C
View Scheme

33528-63-1Relevant articles and documents

Effect of bond-length alternation in molecular wires

Kushmerick, James G.,Holt, David B.,Pollack, Steven K.,Ratner, Mark A.,Yang, John C.,Schull, Terence L.,Naciri, Jawad,Moore, Martin H.,Shashidhar, Ranganathan

, p. 10654 - 10655 (2002)

Current-voltage (I-V) characteristics for metal-molecule-metal junctions formed from three classes of molecules measured with a simple crossed-wire molecular electronics test-bed are reported. Junction conductance as a function of molecular structure is consistent with I-V characteristics calculated from extended Hueckel theory coupled with a Green's function approach, and can be understood on the basis of bond-length alternation. Copyright

Self-assembly of monolayer-coated silver nanoparticles on gold electrodes. An electrochemical investigation

Marcaccio, Massimo,Margotti, Massimo,Montalti, Marco,Paolucci, Francesco,Prodi, Luca,Zaccheroni, Nelsi

, p. 1395 - 1406 (2003)

Redox behaviour of an array of dodecanethiol-coated silver nanoparticles, self-assembled on the gold electrode surface by dithiol linkers, is dominated in aqueous electrolytes by a reversible faradaic process that has been attributed to the anodic oxidation of silver nanoparticles. The nanoparticle array may be switched between the oxidised and reduced states repeatedly without any significant loss of electroactive material, thus showing a remarkable stability under electrochemical conditions. The mainly capacitive high-frequency electrical response of the nanoparticle array/electrolyte interface is characterised by a low value of capacitance, typical of a self assembled monolayer (SAM) of long-chain alkanethiols on gold; it has been associated with the compact organic layer interposed between the nanoparticles and the gold substrate. At lower frequencies, the interface displays a poorer electrical behaviour with both capacitive and resistive elements, which was associated with the more disordered organic layer located on the outer side of the film.

Orthogonally Functionalized Oligomers for Controlled Self-Assembly

Flatt, Austen K.,Yao, Yuxing,Maya, Francisco,Tour, James M.

, p. 1752 - 1755 (2007/10/03)

The synthesis of molecules terminated with complementary thiol-protecting groups is described. The target compounds contain functionalities on one end known to form self-assembled monolayers on metal surfaces while at the other end an intact thioacetate is present whereby self-assembly may again occur after an in situ deprotection. Self-assembly data is reported for selected compounds to assess their efficacy in surface adhesion.

Pesticidal compositions containing phosphoric esters and divalent sulphur compounds

-

, (2008/06/13)

Pesticidal composition comprising: a pesticidal, phosphoric ester the molecule of which has at least one alkyl group of 1 to 3 carbon atoms, 0.05 to 10% of an agent stabilizing the said ester against decomposition by protonisation, together with adjuvants characterized in that the stabilizing agent comprises at least one sulphur compound containing per molecule at least one divalent sulphur atom of which one valence is bonded to an atom chosen from sulphur, carbon, nitrogen, hydrogen, and metals capable of giving a salt, the other valence being bonded to an atom chosen from hydrogen, the carbon atom already noted, a second carbon atom, the nitrogen atom already noted, a second nitrogen atom, the metal atom already noted in the case of a metal of valence greater than one, a second atom of metal and oxygen when the first valence is not attached to an atom of hydrogen, the proportion of sulphur calculated with reference to the weight of the sulphur compound being between 5 and 99%. Process for stabilizing a phosphoric ester of which the molecule possesses at least one alkyl group containing 1 to 3 carbon atoms characterized in that there is added to the phosphoric ester or to a mixture which contains it, 0.05 to 10% calculated on the weight of the phosphoric acid ester of an agent capable of stabilizing the said phosphoric ester against protonisation and comprising at least one sulphur compound such as that defined thereupon.

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