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Chemical Structure| 112-40-3 Chemical Structure| 112-40-3

Structure of Dodecane
CAS No.: 112-40-3

Chemical Structure| 112-40-3

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Product Details of [ 112-40-3 ]

CAS No. :112-40-3
Formula : C12H26
M.W : 170.33
SMILES Code : CCCCCCCCCCCC
English Name :Dodecane
MDL No. :MFCD00008969
InChI Key :SNRUBQQJIBEYMU-UHFFFAOYSA-N
Pubchem ID :8182

Safety of [ 112-40-3 ]

Computational Chemistry of [ 112-40-3 ] Show Less

Physicochemical Properties

Num. heavy atoms 12
Num. arom. heavy atoms 0
Fraction Csp3 1.0
Num. rotatable bonds 9
Num. H-bond acceptors 0.0
Num. H-bond donors 0.0
Molar Refractivity 59.8
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

0.0 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

3.82
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

6.1
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

4.93
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

5.4
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

4.44
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

4.94

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-4.15
Solubility 0.0122 mg/ml ; 0.0000716 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-5.88
Solubility 0.000224 mg/ml ; 0.00000131 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-4.7
Solubility 0.00343 mg/ml ; 0.0000201 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

Low
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

No
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

Yes
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-3.01 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

1.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

3.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<3.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.83

Application In Synthesis of [ 112-40-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 112-40-3 ]

[ 112-40-3 ] Synthesis Path-Downstream   1~19

  • 1
  • [ 60-29-7 ]
  • [ 4292-19-7 ]
  • [ 15890-72-9 ]
  • [ 112-40-3 ]
  • [ 112-41-4 ]
  • [ 646-31-1 ]
  • 2
  • [ 2757-37-1 ]
  • [ 112-40-3 ]
YieldReaction ConditionsOperation in experiment
50 % Chromat. With sodium tetrahydroborate; cobalt(II) chloride In tetrahydrofuran; methanol at 0℃; for 0.25h;
With hydrogenchloride; iron; cadmium(II) chloride In water for 0.0333333h; Heating;
  • 3
  • [ CAS Unavailable ]
  • [ 4292-19-7 ]
  • [ 112-40-3 ]
  • [ 112-41-4 ]
  • [ 646-31-1 ]
  • [ 138695-42-8 ]
YieldReaction ConditionsOperation in experiment
1: 42 % Chromat. 2: 42 % Chromat. 3: 9 % Chromat. 4: 3 % Chromat. With cetyltrimethylammonim bromide In pentan-1-ol; water at 25℃; for 3h; Electrolysis; Title compound not separated from byproducts;
1: 15 % Chromat. 2: 69 % Chromat. 3: 13 % Chromat. 4: 1 % Chromat. With tetrabutylammomium bromide In N,N-dimethyl-formamide at 25℃; for 1.5h; Electrolysis; irradiation with visible light; Title compound not separated from byproducts;
1: 72 % Chromat. 2: 14 % Chromat. 3: 6 % Chromat. 4: 1 % Chromat. With sodium dodecyl-sulfate; sodium chloride In pentan-1-ol; water at 25℃; for 5.6h; Electrolysis; irradiation with visible light; Title compound not separated from byproducts;
  • 4
  • [ 60-29-7 ]
  • [ 112-52-7 ]
  • [ 112-40-3 ]
  • [ 112-41-4 ]
  • [ 646-31-1 ]
  • [ 18996-28-6 ]
  • 5
  • [ 112-52-7 ]
  • [ 112-40-3 ]
  • [ 112-41-4 ]
  • [ 646-31-1 ]
  • [ 638-53-9 ]
YieldReaction ConditionsOperation in experiment
Umsetzen des entstandenen Dodecylkaliums mit CO2 in benzin;
  • 6
  • [ 60-29-7 ]
  • [ 4292-19-7 ]
  • [ 112-40-3 ]
  • [ 112-41-4 ]
  • [ 646-31-1 ]
  • [ 15890-72-9 ]
  • 7
  • [ 124-38-9 ]
  • [ 31805-90-0 ]
  • [ 112-40-3 ]
  • [ 646-31-1 ]
  • [ 638-53-9 ]
YieldReaction ConditionsOperation in experiment
Behandlung des Reaktionsprodukts mit Methanol und anschliessende Hydrolyse;
  • 8
  • [ 4292-19-7 ]
  • [ 112-40-3 ]
  • [ 112-41-4 ]
  • [ 646-31-1 ]
YieldReaction ConditionsOperation in experiment
1: 78% 2: 10% 3: 2% With isopropyl alcohol In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
1: 70% 2: 18% 3: 6% With lanthanum In tetrahydrofuran at 67℃; for 2h;
1: 40 % Chromat. 2: 2 % Chromat. 3: 10 % Chromat. With samarium In tetrahydrofuran at 67℃; for 2h;
  • 9
  • [ 143-15-7 ]
  • [ 112-40-3 ]
  • [ 112-41-4 ]
  • [ 646-31-1 ]
YieldReaction ConditionsOperation in experiment
1: 60 % Chromat. 2: 23 % Chromat. 3: 8 % Chromat. With lanthanum; iodine In tetrahydrofuran at 67℃; for 2h;
  • 10
  • [ 112-52-7 ]
  • [ 112-40-3 ]
  • [ 112-41-4 ]
  • [ 646-31-1 ]
YieldReaction ConditionsOperation in experiment
1: 9 % Chromat. 2: 4 % Chromat. With lanthanum; iodine In tetrahydrofuran at 67℃; for 2h;
  • 11
  • [ 4292-19-7 ]
  • [ 111-13-7 ]
  • [ 112-40-3 ]
  • [ 112-41-4 ]
  • [ 646-31-1 ]
  • [ 289895-04-1 ]
YieldReaction ConditionsOperation in experiment
1: 0.14 mmol 2: 48% With lanthanum; iodine In tetrahydrofuran at 67℃; for 2h;
  • 12
  • [ 10478-23-6 ]
  • [ 112-40-3 ]
  • [ 646-31-1 ]
YieldReaction ConditionsOperation in experiment
With lithium perchlorate In N,N-dimethyl-formamide Electrochemical reaction; Title compound not separated from byproducts;
  • 13
  • [ 91079-23-1 ]
  • [ 91-17-8 ]
  • [ 55045-07-3 ]
  • [ 1612241-62-9 ]
  • [ 91-17-8 ]
  • [ 91-17-8 ]
  • [ 91-20-3 ]
  • [ 119-64-2 ]
  • [ 111-65-9 ]
  • [ 111-84-2 ]
  • [ 124-18-5 ]
  • [ 112-40-3 ]
  • [ 629-62-9 ]
  • [ 112-95-8 ]
  • [ 629-97-0 ]
  • [ 630-01-3 ]
  • [ 74-82-8 ]
  • [ 142-82-5 ]
  • [ 629-50-5 ]
  • [ 1560-97-0 ]
  • [ 629-59-4 ]
  • [ 6418-41-3 ]
  • [ 1560-96-9 ]
  • [ 18435-22-8 ]
  • [ 1560-95-8 ]
  • [ 2882-96-4 ]
  • [ 544-76-3 ]
  • [ 629-78-7 ]
  • [ 6418-43-5 ]
  • [ 1560-92-5 ]
  • [ 593-45-3 ]
  • [ 629-92-5 ]
  • [ 1560-84-5 ]
  • [ 638-67-5 ]
  • [ 646-31-1 ]
  • [ 629-99-2 ]
  • [ 3892-00-0 ]
YieldReaction ConditionsOperation in experiment
With Dimethyldisulphide; hydrogen at 363℃; for 120h; 1 Experiment 1; A liquid feed mixture of 69.74 wt% decalin (C10H18), 0.26wt% dimethyl disulphide (DMDS) and 30wt% tallow oil was prepared. The tallow oil comprised fatty acid chains with 12 to 20 carbon atoms (including the carboxyl carbon), the bulk of the molecules having 16 or 18 carbon atoms in the fatty acid chain (including the carboxyl carbon). The liquid mixture was fed to a reactor as illustrated in Figure 4, operating at 363°C and 30 barg (3.1 MPa) pressure, at a feed-rate of 60mL/hour. A cobalt-molybdenum on alumina catalyst was used. The liquid hourly space velocity (LHSV) of the liquid feed over the catalyst was 4 h-1. A flow of hydrogen was also fed to the reactor, such that the ratio of H2 gas volume to liquid feedstock volume was maintained at a value of 200 Nm3/m3 (gas volume at 15.6°C and 1 atm). Reaction was maintained over a period of 5 days. Liquid samples were collected daily and analysed according to a chromatographic method described in ASTM D2887, and also by GCMS. Gaseous off-gas samples were analysed using gas chromatography. The quantity of liquid product was determined gravimetrically. Off-gas volume was measured using a wet-test flow meter. The mass balance calculated from the quantities of the identified components of the obtained liquid and gaseous products was 99% with 1% standard deviation. The carbon balance was 100% with 1% standard deviation.
  • 14
  • [ 3041-23-4 ]
  • [ CAS Unavailable ]
  • [ 1070-00-4 ]
  • [ 111-65-9 ]
  • [ 124-18-5 ]
  • [ 112-40-3 ]
  • [ 112-95-8 ]
  • [ 629-97-0 ]
  • [ 630-01-3 ]
  • [ 110-54-3 ]
  • [ 629-59-4 ]
  • [ 544-76-3 ]
  • [ 593-45-3 ]
  • [ 646-31-1 ]
  • [ 630-02-4 ]
  • [ 638-68-6 ]
YieldReaction ConditionsOperation in experiment
1: 8.59% 2: 11.49% 3: 8.97% 4: 4.71% 5: 1.86% 6: 0.6% 7: 0.17% 8: 1.31% 9: 6.85% 10: 11.49% 11: 10.27% 12: 6.01% 13: 2.59% Stage #1: tri(octadecyl)aluminium; ethene; trioctylaluminum In toluene at 20 - 116℃; for 2.33333h; Stage #2: With sulfuric acid; water at 40℃;
  • 15
  • [ 4292-19-7 ]
  • [ 112-40-3 ]
  • [ 646-31-1 ]
YieldReaction ConditionsOperation in experiment
1: 99% 2: 1% With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide Electrochemical reaction; Inert atmosphere;
1: 86% 2: 2% With isopropyl alcohol In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
1: 53% 2: 24% With isopropyl alcohol In tetrahydrofuran for 3h;
1: 39% 2: 40% With triethylamine In acetonitrile at 20℃; for 15h; Irradiation; Inert atmosphere;

  • 16
  • [ 124-18-5 ]
  • [ 111-65-9 ]
  • [ 111-84-2 ]
  • [ 1120-21-4 ]
  • [ 112-40-3 ]
  • [ 110-54-3 ]
  • [ 142-82-5 ]
  • [ 630-05-7 ]
  • [ 14167-59-0 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
With C32H60IrO3P3; Re2O7/Al2O3; 1,3,5-trimethyl-benzene at 175℃; for 168h; Inert atmosphere;
  • 17
  • [ 143-15-7 ]
  • [ 112-40-3 ]
  • [ 646-31-1 ]
YieldReaction ConditionsOperation in experiment
1: 56% 2: 12% With triethylamine In acetonitrile at 20℃; for 15h; Irradiation; Inert atmosphere;
  • 18
  • [ 112-40-3 ]
  • [ 73183-34-3 ]
  • [ 177035-82-4 ]
  • [ 2433808-99-0 ]
YieldReaction ConditionsOperation in experiment
With 2-methyl-1,10-phenanthroline; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer In Cyclooctan at 100℃; Inert atmosphere; Overall yield = 65 percent;
  • 19
  • [ 112-40-3 ]
  • [ 25015-63-8 ]
  • [ 177035-82-4 ]
YieldReaction ConditionsOperation in experiment
52% Stage #1: dodecane With dodecacarbonyl-triangulo-triruthenium; iodomesitylene; N,N'-1,2-tetrakis(4-fluorophenyl)ethane-1,2-diimine; caesium carbonate In chlorobenzene at 150℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Stage #2: 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane With Wilkinson's catalyst In chlorobenzene at 20℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;
 

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