Home Cart Sign in  
Chemical Structure| 328-70-1 Chemical Structure| 328-70-1

Structure of 328-70-1

Chemical Structure| 328-70-1

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[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 ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

  • {[ item.pr_size ]}

In Stock

- +

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

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

Product Citations

Qing Yun Li ; Leigh Anna Hunt ; Kalpani Hirunika Wijesinghe ; Christine Curiac ; Ashley Williams ; Amala Dass , et al.

Abstract: Strong photoinduced oxidants are important to organic synthesis and solar energy conversion, to chemical fuels or electric. For these applications, visible light absorption is important to solar energy conversion and long-lived excited states are needed to drive catalysis. With respect to these desirable qualities, a series of five 5,6-dicyano[2,1,3]benzothiadiazole (DCBT) dyes are examined as organic chromophores that can serve as strong photooxidants in catalytic systems. The series utilizes a DCBT core with aryl groups on the periphery with varying electron donation strengths relative to the core. The dyes are studied via both steady-state and transient absorption and emission studies. Additionally, computational analysis, voltammetry, crystallography, and absorption spectroelectrochemistry are also used to better understand the behavior of these dyes. Ultimately, a strong photooxidant is arrived at with an exceptionally long excited state lifetime for an organic chromophore of 16 µs. The long-lived excited state photosensitizer is well-suited for use in catalysis, and visible light driven photosensitized water oxidation is demonstrated using a water-soluble photosensitizer.

Purchased from AmBeed: ; ; ; ; ; ; ; ; ; ; ; 51364-51-3 ; 538-75-0 ; 584-08-7 ; 1122-91-4 ; 123-30-8 ; 108-88-3 ; 109-77-3 ; 64-19-7 ; 603-35-0

Alternative Products

Product Details of [ 328-70-1 ]

CAS No. :328-70-1
Formula : C8H3BrF6
M.W : 293.00
SMILES Code : C1=C(C(F)(F)F)C=C(C=C1C(F)(F)F)Br
MDL No. :MFCD00000381
InChI Key :CSVCVIHEBDJTCJ-UHFFFAOYSA-N
Pubchem ID :67602

Safety of [ 328-70-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 328-70-1 ] Show Less

Physicochemical Properties

Num. heavy atoms 15
Num. arom. heavy atoms 6
Fraction Csp3 0.25
Num. rotatable bonds 2
Num. H-bond acceptors 6.0
Num. H-bond donors 0.0
Molar Refractivity 44.15
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.

2.45
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

4.94
Log Po/w (WLOGP)?

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

6.79
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.

5.08
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

4.6
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

4.77

Water Solubility

Log S (ESOL):?

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

-4.93
Solubility 0.00342 mg/ml ; 0.0000117 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.

-4.68
Solubility 0.00616 mg/ml ; 0.000021 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

-5.01
Solubility 0.00284 mg/ml ; 0.00000968 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.

-4.58 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

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<1.0
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)

1.74

Application In Synthesis of [ 328-70-1 ]

* 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 [ 328-70-1 ]

[ 328-70-1 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 328-70-1 ]
  • [ 100-52-7 ]
  • [ 21221-93-2 ]
  • 3
  • [ 10599-69-6 ]
  • [ 328-70-1 ]
  • [ 1160844-02-9 ]
  • 4
  • [ 1455-20-5 ]
  • [ 328-70-1 ]
  • [ 1186368-88-6 ]
  • 5
  • [ 328-70-1 ]
  • [ 66521-66-2 ]
  • [ 1234327-39-9 ]
  • 6
  • [ 41014-43-1 ]
  • [ 762-04-9 ]
  • [ 328-70-1 ]
  • [ 1337540-40-5 ]
  • 7
  • [ 1293-65-8 ]
  • [ 328-70-1 ]
  • 3,5-bis(trifluoromethyl)phenylferrocene [ No CAS ]
  • 1-bromo-1’’’-(3,5-bis(trifluoromethyl)phenyl)-1’,1’’-biferrocene [ No CAS ]
  • 1-bromo-1'-(3,5-bis(trifluoromethyl)phenyl)ferrocene [ No CAS ]
  • 9
  • [ 1293-65-8 ]
  • [ 328-70-1 ]
  • 1-bromo-1'-(3,5-bis(trifluoromethyl)phenyl)ferrocene [ No CAS ]
  • 11
  • [ 328-70-1 ]
  • [ 116838-52-9 ]
  • (S)-1-(1-(3,5-bis(trifluoromethyl)phenyl)ethyl)-1H-pyrrole [ No CAS ]
  • 1-(1-(3,5-bis(trifluoromethyl)phenyl)ethyl)-1H-pyrrole [ No CAS ]
  • 12
  • [ 328-70-1 ]
  • [ 1414852-68-8 ]
  • [ 21221-93-2 ]
YieldReaction ConditionsOperation in experiment
57% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In dichloromethane; water; at 60℃; General procedure: All liquids incorporated into the reaction were degassed prior to addition. To a solution of 1 (1 eq., 50.0 mg, 0.192 mmols) and PdCl2(dppf)•CH2Cl2 (20 mol%, 31.3 mg, 0.0384 mmols) in CH2Cl2 (0.1M, 1.6 mL) was added aryl bromide (1.1 eq., 0.211 mmols) and 3.33M K2CO3 solution (6 eq.,0.958 mmols, 0.27 mL). The mixture is quickly stirred and heated at 60. The mixture would go from a bright red solution to a darkened mixture within minutes of the reaction. Upon confirmation of completion by TLC (typically eluted with 40% to 50% MeCN/CH2Cl2), the mixture is immediately taken off the heat and diluted with 10 mL H2O. The organic mixture is extracted with 3 x 10 mL diethyl ether. The organic extracts are dried over Na2SO4, filtered then concentrated. The crude product is purified by silica gel column chromatography (gradient with ethylacetate/hexanes) to afford 3 as a resin or white powder.
  • 13
  • [ 328-70-1 ]
  • 2-benzoyl-2-phenyl-2,3-dihydroquinazolin-4(1H)-one [ No CAS ]
  • [ 21221-93-2 ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 328-70-1 ]

Fluorinated Building Blocks

Chemical Structure| 86845-28-5

A230321 [86845-28-5]

1-Bromo-3-methyl-5-(trifluoromethyl)benzene

Similarity: 1.00

Chemical Structure| 401-78-5

A213195 [401-78-5]

3-Bromobenzotrifluoride

Similarity: 1.00

Chemical Structure| 86845-27-4

A450827 [86845-27-4]

5-Bromo-2-methylbenzotrifluoride

Similarity: 1.00

Chemical Structure| 401-84-3

A372255 [401-84-3]

1,3-Dibromo-5-(trifluoromethyl)benzene

Similarity: 0.98

Chemical Structure| 402-43-7

A180575 [402-43-7]

1-Bromo-4-(trifluoromethyl)benzene

Similarity: 0.98

Aryls

Chemical Structure| 86845-28-5

A230321 [86845-28-5]

1-Bromo-3-methyl-5-(trifluoromethyl)benzene

Similarity: 1.00

Chemical Structure| 401-78-5

A213195 [401-78-5]

3-Bromobenzotrifluoride

Similarity: 1.00

Chemical Structure| 86845-27-4

A450827 [86845-27-4]

5-Bromo-2-methylbenzotrifluoride

Similarity: 1.00

Chemical Structure| 401-84-3

A372255 [401-84-3]

1,3-Dibromo-5-(trifluoromethyl)benzene

Similarity: 0.98

Chemical Structure| 402-43-7

A180575 [402-43-7]

1-Bromo-4-(trifluoromethyl)benzene

Similarity: 0.98

Bromides

Chemical Structure| 86845-28-5

A230321 [86845-28-5]

1-Bromo-3-methyl-5-(trifluoromethyl)benzene

Similarity: 1.00

Chemical Structure| 401-78-5

A213195 [401-78-5]

3-Bromobenzotrifluoride

Similarity: 1.00

Chemical Structure| 86845-27-4

A450827 [86845-27-4]

5-Bromo-2-methylbenzotrifluoride

Similarity: 1.00

Chemical Structure| 401-84-3

A372255 [401-84-3]

1,3-Dibromo-5-(trifluoromethyl)benzene

Similarity: 0.98

Chemical Structure| 402-43-7

A180575 [402-43-7]

1-Bromo-4-(trifluoromethyl)benzene

Similarity: 0.98

Trifluoromethyls

Chemical Structure| 86845-28-5

A230321 [86845-28-5]

1-Bromo-3-methyl-5-(trifluoromethyl)benzene

Similarity: 1.00

Chemical Structure| 401-78-5

A213195 [401-78-5]

3-Bromobenzotrifluoride

Similarity: 1.00

Chemical Structure| 86845-27-4

A450827 [86845-27-4]

5-Bromo-2-methylbenzotrifluoride

Similarity: 1.00

Chemical Structure| 401-84-3

A372255 [401-84-3]

1,3-Dibromo-5-(trifluoromethyl)benzene

Similarity: 0.98

Chemical Structure| 402-43-7

A180575 [402-43-7]

1-Bromo-4-(trifluoromethyl)benzene

Similarity: 0.98