Home Cart Sign in  
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 328-72-3 Chemical Structure| 328-72-3

Structure of 328-72-3

Chemical Structure| 328-72-3

*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

US 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) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

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

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

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

Alternative Products

Product Details of [ 328-72-3 ]

CAS No. :328-72-3
Formula : C8H3ClF6
M.W : 248.55
SMILES Code : FC(C1=CC(C(F)(F)F)=CC(Cl)=C1)(F)F
MDL No. :MFCD01861848
InChI Key :OXMBWPJFVUPOFO-UHFFFAOYSA-N
Pubchem ID :2769405

Safety of [ 328-72-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H315-H319-H225
Precautionary Statements:P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
Class:3
UN#:1993
Packing Group:

Computational Chemistry of [ 328-72-3 ] 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 41.46
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.

2.34
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

4.88
Log Po/w (WLOGP)?

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

6.68
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.

4.94
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

4.56
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

4.68

Water Solubility

Log S (ESOL):?

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

-4.62
Solubility 0.00597 mg/ml ; 0.000024 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.

-4.62
Solubility 0.00603 mg/ml ; 0.0000243 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

-4.79
Solubility 0.00401 mg/ml ; 0.0000161 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.

-4.35 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<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)

1.57

Application In Synthesis of [ 328-72-3 ]

* 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 [ 328-72-3 ]

[ 328-72-3 ] Synthesis Path-Downstream   1~26

  • 1
  • [ 75-54-7 ]
  • [ 328-72-3 ]
  • [ 1579-63-1 ]
  • 2
  • [ 402-31-3 ]
  • [ 328-72-3 ]
YieldReaction ConditionsOperation in experiment
With chlorosulfonic acid; iodine; chlorine; EXAMPLE 3 STR6 130 parts of chlorosulfonic acid are introduced, at room temperature, into a reaction vessel, and 42.8 parts of 1,3-bis-(trifluoromethyl)-benzene and 2 parts of iodine are added. The suspension is cooled to 0 and 30 parts of chlorine are introduced in the course of 5 hours at 0 to 5. The suspension is then poured out onto ice and the organic phase is separated from the aqueous phase. The organic phase is washed neutral with ice-cold water and is dried over calcined sodium sulfate. 38 parts of 5-chloro-1,3-bis-(trifluoromethyl)-benzene, of boiling point 111 to 112, are obtained. Analysis for chlorine - calculated: 14.28%, found: 14.02%. Analysis for fluorine - calculated: 45.8%, found: 45.4%.
  • 4
  • [ 328-72-3 ]
  • [ 368-67-2 ]
YieldReaction ConditionsOperation in experiment
92% With trichloroisocyanuric acid; bromine; In tetrachloromethane; at -10 - 100℃; for 18h;Photolysis; General procedure: Round bottom flask equipped with Dimroth condenser (chilled to -10 C) was charged with arenecarboxylic acid (1.8 mmol), chloroisocyanurate, brominating agent and solvent (8 mL). The mixture was magnetically stirred and heated in an oil bath under 3 W LED warm-white lamp irradiation (LL) or under fluorescent room light irradiation (FL). The cooled reaction mixture was filtered through a short silica gel pad, washed with 1 M aq Na2SO3, dried over Na2SO4, filtered and the solvent was removed by distillation. In case of volatile product the yield was determined by gas chromatography (GC) with internal standard. The results are presented in Table 7
  • 10
  • [ 328-72-3 ]
  • [ 27126-93-8 ]
YieldReaction ConditionsOperation in experiment
65% Example 8 As Example 3, but 24.9 g of <strong>[328-72-3]3,5-(bistrifluoromethyl)chlorobenzene</strong> were reacted. 15.5 g of 3,5-(bistrifluoromethyl)benzonitrile were isolated as a colorless liquid (65% of theory).
In butanone; STR7 Preparation of 3,5-bis-(trifluoromethyl)-benzonitrile By the method of Example 3, 124 g of 1-chloro-3,5-bis-(trifluoromethyl)-benzene in 120 ml of ethyl methyl ketone gave 61.4 g (51.2% of theory) of 3,5-bis-(trifluoromethyl)-benzonitrile (b.p.45 mbar: 88 C.). After 20 hours, the conversion was approximately 60%. 4.5% of coupling products had formed.
  • 11
  • [ 328-72-3 ]
  • [ 32673-25-9 ]
  • [ 19293-63-1 ]
  • [ 107-13-1 ]
  • [ 1027717-63-0 ]
YieldReaction ConditionsOperation in experiment
69% With NBu4Br;palladium diacetate; In ISOPROPYLAMIDE; water; Example 16 Synthesis of 3,5-bis(trifluoromethyl)cinnamonitrile 0.382 g (7.2 mmol) of acrylonitrile, 38.7 mg (120 mumol) of NBu4Br, 6.7 mg (30 mumol) of palladium acetate and 26.7 mg (120 mumol) of phenyldi(t-butyl)phosphine are weighed into a Schlenk vessel. 1.49 g (6 mmol) of <strong>[328-72-3]3,5-bis(trifluoromethyl)chlorobenzene</strong> and 1.53 ml (7.2 mmol) of dicyclohexylmethylamine and also 3.5 ml of dimethylacetamide are then added. The Schlenk vessel is placed in a heating bath at 130 C. and the contents are stirred. After 4 hours, the contents are poured into 30 ml of water and the product is extracted by shaking with t-butyl methyl ether. After drying the organic phase over MgSO4, the solvent is removed under reduced pressure and the product is isolated. Orange oil, yield: 69%.
  • 12
  • [ 328-72-3 ]
  • [ 32673-25-9 ]
  • [ 19293-63-1 ]
  • [ 79-06-1 ]
  • 3,5-bis(trifluoromethyl)cinnamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With NBu4Br;palladium diacetate; In ISOPROPYLAMIDE; water; Example 9 Synthesis of 3,5-bis(trifluoromethyl)cinnamide (Method I) 0.512 g (7.2 mumol) of acrylamide, 38.7 mg (120 mumol) of NBu4Br, 6.7 mg (30 mumol) of palladium acetate and 26.7 mg (120 mumol) of phenyldi(t-butyl)phosphine are weighed into a Schlenk vessel. 1.49 g (6 mmol) of <strong>[328-72-3]3,5-bis(trifluoromethyl)chlorobenzene</strong> and 1.53 ml (7.2 mmol) of dicyclohexylmethylamine and also 3.5 ml of dimethylacetamide are then added. The Schlenk vessel is placed in a heating bath at 130 C. and the contents are stirred. After 4 hours, the contents are poured into 30 ml of water, the solid product is filtered off with suction and washed with about 50 ml of water. Light-grey solid, yield after drying: 1.63 g (96% of theory).
With NBu4Br;palladium diacetate; In ISOPROPYLAMIDE; Example 10 Synthesis of 3,5-bis(trifluoromethyl)cinnamide (Method II) 0.181 g (2.55 mmol) of acrylamide, 9.7 mg (30 mumol) of NBu4Br, 0.675 mg (3 mumol) of palladium acetate and 2.67 mg (12 mumol) of phenyldi(t-butyl)phosphine are weighed into a Schlenk vessel. 0.542 g (3 mmol) of <strong>[328-72-3]3,5-bis(trifluoromethyl)chlorobenzene</strong> and 0.637 ml (3 mmol) of dicyclohexylmethylamine and also 2.5 ml of dimethylacetamide are then added. The Schlenk vessel is placed in a heating bath at 130 C. and the contents are stirred. After 3 hours, the yield is determined by means of HPLC: 99% (TON=723, TOF=241/h).
  • 13
  • [ 328-72-3 ]
  • [ 32673-25-9 ]
  • [ 19293-63-1 ]
  • [ 292638-85-8 ]
  • [ 705250-77-7 ]
YieldReaction ConditionsOperation in experiment
With NBu4Br;palladium diacetate; In ISOPROPYLAMIDE; water; Example 13 Synthesis of Methyl 3,5-bis(trifluoromethyl)cinnamate 0.619 g (7.2 mmol) of methyl acrylate, 38.7 mg (120 mumol) of NBu4Br, 6.7 mg (30 mumol) of palladium acetate and 26.7 mg (120 mumol) of phenyldi(t-butyl)phosphine are weighed into a Schlenk vessel. 1.49 g (6 mmol) of <strong>[328-72-3]3,5-bis(trifluoromethyl)chlorobenzene</strong> and 1.53 ml (7.2 mmol) of dicyclohexylmethylamine and also 3.5 ml of dimethylacetamide are then added. The Schlenk vessel is placed in a heating bath at 130 C. and the contents are stirred. After 4 hours, the contents are poured into 30 ml of water and the product is extracted by shaking with t-butyl methyl ether. After drying the organic phase over MgSO4, the solvent is removed under reduced pressure and the product is isolated. Yellowish, crystalline solid, yield: 1.34 g (97% of theory).
  • 14
  • [ 328-72-3 ]
  • [ 396-44-1 ]
  • 15
  • [ 5044-38-2 ]
  • [ 328-72-3 ]
  • [ 1400974-98-2 ]
  • 17
  • [ 328-72-3 ]
  • C32H12F24P2 [ No CAS ]
  • 19
  • [ 328-72-3 ]
  • [ 372-09-8 ]
  • [ 85068-32-2 ]
YieldReaction ConditionsOperation in experiment
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(eta3-allyl-mu-chloropalladium(II)); In 1,3,5-trimethyl-benzene; at 0 - 145℃; for 20.25h;Inert atmosphere; Large scale; 50L clean glass vessel, dried in a stream of nitrogen was added 20kg mesitylene, open stirring, degassed with nitrogen purge 15min, was added under stirring 5.0kg3,5- bis-trifluoromethyl-chlorobenzene (20.1mol), 2.5kg cyano acetate (21.0mol), 8.0g of allyl palladium chloride dimer (0.0217mol, 0.22mol%), 27g2- dicyclohexyl phosphino-2 ', 6'-dimethoxy biphenyl (0.066mol , 0.66mol%); under nitrogen flow, the temperature of the reaction system was gradually raised to 145 20h the reaction, the reaction system was then lowered to room temperature, the reaction was filtered to remove sodium chloride, and the filtrate recovery spin dry mesitylene, and concentrated to give 5.5kg the residue is 2- (3,5-bis-trifluoromethylphenyl) acetonitrile crude product, detecting the GC purity was 92%, a yield of 81%.
  • 20
  • [ 328-72-3 ]
  • 2-(3,5-bis-trifluoromethylphenyl)-2-methyl propionitrile [ No CAS ]
  • 21
  • [ 328-72-3 ]
  • [ 289686-70-0 ]
  • 22
  • [ 328-72-3 ]
  • [ 247940-06-3 ]
  • 2-dicyclohexylphosphino-2',6'-bis(3,5-ditrifluoromethylphenyl)biphenyl [ No CAS ]
  • 23
  • [ 328-72-3 ]
  • C16H15BN2O5 [ No CAS ]
  • C19H11F6NO [ No CAS ]
  • 24
  • [ 328-72-3 ]
  • sodium tetrakis(2-chloroethoxy)borate [ No CAS ]
  • 1-(2-chloroethoxy)-3,5-bis(trifluoromethyl)benzene [ No CAS ]
  • 25
  • [ 328-72-3 ]
  • [ 98-80-6 ]
  • [ 336621-50-2 ]
  • 26
  • [ 328-72-3 ]
  • [ 73183-34-3 ]
  • [ 69807-91-6 ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 328-72-3 ]

Fluorinated Building Blocks

Chemical Structure| 54773-20-5

A235314 [54773-20-5]

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

Similarity: 0.98

Chemical Structure| 320-50-3

A567650 [320-50-3]

1,4-Dichloro-2-(trifluoromethyl)benzene

Similarity: 0.95

Chemical Structure| 43141-66-8

A193017 [43141-66-8]

1-Chloro-4-(difluoromethyl)benzene

Similarity: 0.95

Chemical Structure| 74483-46-8

A582721 [74483-46-8]

2-Chloro-4-methyl-1-(trifluoromethyl)benzene

Similarity: 0.93

Chemical Structure| 50594-82-6

A905450 [50594-82-6]

3,4,5-Trichlorobenzotrifluoride

Similarity: 0.89

Aryls

Chemical Structure| 54773-20-5

A235314 [54773-20-5]

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

Similarity: 0.98

Chemical Structure| 320-50-3

A567650 [320-50-3]

1,4-Dichloro-2-(trifluoromethyl)benzene

Similarity: 0.95

Chemical Structure| 43141-66-8

A193017 [43141-66-8]

1-Chloro-4-(difluoromethyl)benzene

Similarity: 0.95

Chemical Structure| 74483-46-8

A582721 [74483-46-8]

2-Chloro-4-methyl-1-(trifluoromethyl)benzene

Similarity: 0.93

Chemical Structure| 50594-82-6

A905450 [50594-82-6]

3,4,5-Trichlorobenzotrifluoride

Similarity: 0.89

Chlorides

Chemical Structure| 54773-20-5

A235314 [54773-20-5]

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

Similarity: 0.98

Chemical Structure| 320-50-3

A567650 [320-50-3]

1,4-Dichloro-2-(trifluoromethyl)benzene

Similarity: 0.95

Chemical Structure| 43141-66-8

A193017 [43141-66-8]

1-Chloro-4-(difluoromethyl)benzene

Similarity: 0.95

Chemical Structure| 74483-46-8

A582721 [74483-46-8]

2-Chloro-4-methyl-1-(trifluoromethyl)benzene

Similarity: 0.93

Chemical Structure| 50594-82-6

A905450 [50594-82-6]

3,4,5-Trichlorobenzotrifluoride

Similarity: 0.89

Trifluoromethyls

Chemical Structure| 54773-20-5

A235314 [54773-20-5]

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

Similarity: 0.98

Chemical Structure| 320-50-3

A567650 [320-50-3]

1,4-Dichloro-2-(trifluoromethyl)benzene

Similarity: 0.95

Chemical Structure| 74483-46-8

A582721 [74483-46-8]

2-Chloro-4-methyl-1-(trifluoromethyl)benzene

Similarity: 0.93

Chemical Structure| 50594-82-6

A905450 [50594-82-6]

3,4,5-Trichlorobenzotrifluoride

Similarity: 0.89

Chemical Structure| 54773-19-2

A651506 [54773-19-2]

1,2-Dichloro-3-(trifluoromethyl)benzene

Similarity: 0.87