Select Region or Location
Americas
  • Argentina
  • Brazil
  • Canada
  • Mexico
  • United States
  • Other Americas
Europe
  • Austria
  • Belgium
  • Bulgaria
  • Croatia/Hrvatska
  • Cyprus
  • Czech Republic
  • Denmark
  • Estonia
  • Finland
  • France
  • Germany
  • Greece
  • Hungary
  • Ireland
  • Italy
  • Latvia
  • Liechtenstein
  • Lithuania
  • Luxembourg
  • Malta
  • Netherlands
  • Norway
  • Poland
  • Portugal
  • Romania
  • Slovak Republic
  • Slovenia
  • Spain
  • Sweden
  • Switzerland
  • Turkey
  • United Kingdom
  • Other Europe
Asia Pacific
  • Australia
  • China
  • India
  • Indonesia
  • Japan
  • Korea, Republic of
  • Malaysia
  • New Zealand
  • Philippines
  • Singapore
  • Thailand
  • Vietnam
  • Other Asia Pacific
Africa And Middle East
  • Egypt
  • Israel
  • Other Africa And Middle East
USD
Home Cart Sign in  
Chemical Structure| 1165-91-9 Chemical Structure| 1165-91-9

Structure of TCPO
CAS No.: 1165-91-9

Chemical Structure| 1165-91-9

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

Synonyms: Bis(2,4,6-trichlorophenyl) oxalate

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

DE Stock

US Stock

Asia Stock

Global Stock

In Stock
{[ item.pr_size ]}{[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

  • {[ item.pr_size ]}
    {[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 1165-91-9 ]

CAS No. :1165-91-9
Formula : C14H4Cl6O4
M.W : 448.90
SMILES Code : O=C(OC1=C(Cl)C=C(Cl)C=C1Cl)C(OC2=C(Cl)C=C(Cl)C=C2Cl)=O
Synonyms :
Bis(2,4,6-trichlorophenyl) oxalate
English Name :Bis(2,4,6-trichlorophenyl) oxalate
MDL No. :MFCD00043061
InChI Key :GEVPIWPYWJZSPR-UHFFFAOYSA-N
Pubchem ID :160567

Safety of [ 1165-91-9 ]

Computational Chemistry of [ 1165-91-9 ] Show Less

Physicochemical Properties

Num. heavy atoms 24
Num. arom. heavy atoms 12
Fraction Csp3 0.0
Num. rotatable bonds 5
Num. H-bond acceptors 4.0
Num. H-bond donors 0.0
Molar Refractivity 94.21
TPSA ?

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

52.6 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

3.77
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

7.28
Log Po/w (WLOGP)?

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

6.12
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.

5.74
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

6.24
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

5.83

Water Solubility

Log S (ESOL):?

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

-7.25
Solubility 0.0000253 mg/ml ; 0.0000000563 mol/l
Class?

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

Poorly soluble
Log S (Ali)?

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

-8.21
Solubility 0.00000277 mg/ml ; 0.0000000062 mol/l
Class?

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

Poorly 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

-7.87
Solubility 0.00000613 mg/ml ; 0.0000000136 mol/l
Class?

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

Poorly soluble

Pharmacokinetics

GI absorption?

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

High
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

No
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

Yes
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.

-3.87 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

1.0
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

1.0
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

2.0 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<2.0
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)

2.41

Application In Synthesis of [ 1165-91-9 ]

* 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 [ 1165-91-9 ]

[ 1165-91-9 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 288-32-4 ]
  • [ 1165-91-9 ]
  • [ 18637-83-7 ]
  • [ 88-06-2 ]
YieldReaction ConditionsOperation in experiment
In acetonitrile at 5.8 - 44.7℃; stoped-flow technique; kinetics and mechanism of the nucleophilic substitution reaction; activation energy; spectral study; effect of imidazole concentraton on rate constant; effect of triethylamine;
With 9,10-diphenylanthracene; dihydrogen peroxide In ethyl acetate at 25℃;
In ethyl acetate at 25℃;
  • 2
  • [ 79-37-8 ]
  • [ 88-06-2 ]
  • [ 1165-91-9 ]
YieldReaction ConditionsOperation in experiment
50% With pyridine In diethyl ether at 0℃; for 1h;
With triethylamine
With triethylamine In benzene 4.1. General General procedure: Melting points were determined using a hot stage microscope apparatus and were uncorrected. 1H and 13C NMR spectra were recorded on an FT-NMR spectrometer at 400 MHz and 100 MHz, respectively. The chemical shifts (δ) of the 1H and 13C NMR spectra are reported in parts per million downfield from TMS as an internal standard or from the residual solvent peak. Coupling constants (J) are reported in hertz. Fluorescence quantum yields were estimated using 9,10-diphenylanthracene (ΦF=0.91 in benzene) as a standard. Chemiluminescence quantum yields (ΦCL) were measured by a photon-counting method using a Hamamatsu Photonics R464 photomultiplier connected to a photon-counting unit (C3866) and a photon-counting board M8784 according to a previously reported procedure.2l Luminol chemiluminescence was used as a standard in DMSO for the calibration of the photomultiplier tube. Compound (1) was prepared by an established method according to the literature. TCPO and 4-CPO were prepared by reacting oxalyl chloride and the corresponding phenols in the presence of triethylamine in benzene and were used after recrystallization.
With triethylamine
With triethylamine
With triethylamine In benzene

YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide In acetone chemiluminescence reaction; max reaction rate; pH 9.0;
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide In acetone chemiluminescence reaction; max reaction rate; pH 9.0;
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide In acetone chemiluminescence reaction; max reaction rate; pH 9.0;
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide In acetone chemiluminescence reaction; max reaction rate; pH 9.0;
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide In acetone chemiluminescence reaction; max reaction rate; effect pH and reagent concentration;
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide In acetone chemiluminescence reaction; max reaction rate; pH 9.0;
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide In acetone chemiluminescence reaction; max reaction rate; pH 9.0;
YieldReaction ConditionsOperation in experiment
Rk. mit H2O2: Chemilumineszenz;
Rk. m. polycycl. Aromaten (H2O2): Messung der Chemilumineszenz;
With oxygen In ethyl acetate; isopropyl alcohol Irradiation; chemoluminescence, various catalysts;
With 1H-imidazole; 9,10-diphenylanthracene; dihydrogen peroxide In water; acetonitrile at 25℃; effect of the reagents concentrations on the rise and fall of chemiluminescence rate constants;
With 9,10-diphenylanthracene; imidazole buffer In ethyl acetate at 24.9℃; Irradiation; var: light intensity, conc. of imidazole, oxalate ester and chemiluminophore, timing of catalyst addition;
With 9,10-diphenylanthracene; dihydrogen peroxide; triethylamine In ethyl acetate
With PERYLENE; dihydrogen peroxide In <i>tert</i>-butyl alcohol for 0.0566667h;

YieldReaction ConditionsOperation in experiment
Oxalylchlorid, 2,4,6-Trichlor-phenol (Triethylamin, Dioethylether);
1, 2,4,6-Trichlorphenol;
  • 12
  • [ 1165-91-9 ]
  • [ 88-06-2 ]
YieldReaction ConditionsOperation in experiment
With 1H-imidazole; 3-aminofluoranthene; dihydrogen peroxide In water; acetonitrile at 22℃;
With gold nanoparticles In water; ethyl acetate; acetone
With 2,6-dimethylpyridine; dihydrogen peroxide; fluorescein In water at 25℃; A typical essay was made at (25.0±0.5) oC adding the solvent (either 1,2-dimethoxyethane, DME, or water), H2O2, and Lut to an appropriate quartz cuvette. For emission experiments 2,5-diphenyloxazol (PPO, 10mmol L-1, in DME) or fluorescein (FLU, 0.1mmol L-1, in water) were used as well. After starting the measurement, the reaction was initiated by adding bis(2,4,6-trichlorophenyl) oxalate (TCPO, 0.1mmol L-1). The borate buffer (20mmol L-1), used in experiments where the constant pH was maintained, was prepared from a 0.1mol L-1 H3BO3 solution and a 0.1mol L-1 Na2B4O7·10H2O; for each [Lut], the pH of the final solution was adjusted to 8.2 by addition of the appropriate amount of H3BO3 solution (0.1mol L-1).
With dihydrogen peroxide In 1,2-dimethoxyethane

  • 13
  • [ 288-32-4 ]
  • [ 1165-91-9 ]
  • [ 18637-83-7 ]
YieldReaction ConditionsOperation in experiment
With PERYLENE; dihydrogen peroxide In water; acetonitrile
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide; sodium salicylate In ethyl acetate at 20℃;
 

Historical Records

Technical Information

Categories