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Structure of 209911-63-7

Chemical Structure| 209911-63-7

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Product Details of [ 209911-63-7 ]

CAS No. :209911-63-7
Formula : C14H9Br2N
M.W : 351.04
SMILES Code : N#CC1=CC=CC=C1C2=CC=C(C(Br)Br)C=C2
MDL No. :MFCD20483591
InChI Key :JFOGXCVQPLGLLD-UHFFFAOYSA-N
Pubchem ID :11100227

Safety of [ 209911-63-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 209911-63-7 ] Show Less

Physicochemical Properties

Num. heavy atoms 17
Num. arom. heavy atoms 12
Fraction Csp3 0.07
Num. rotatable bonds 2
Num. H-bond acceptors 1.0
Num. H-bond donors 0.0
Molar Refractivity 77.3
TPSA ?

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

23.79 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.91
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

4.72
Log Po/w (WLOGP)?

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

4.69
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.

4.28
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

4.89
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

4.3

Water Solubility

Log S (ESOL):?

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

-5.38
Solubility 0.00146 mg/ml ; 0.00000417 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.

-4.95
Solubility 0.00395 mg/ml ; 0.0000113 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

-6.71
Solubility 0.000068 mg/ml ; 0.000000194 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

Yes
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

Yes
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.

-5.09 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

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

1.0 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)

2.5

Application In Synthesis of [ 209911-63-7 ]

* 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 [ 209911-63-7 ]

[ 209911-63-7 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 114772-53-1 ]
  • [ 209911-63-7 ]
  • [ 114772-54-2 ]
YieldReaction ConditionsOperation in experiment
82 - 84% With N-Bromosuccinimide; Azo-bis(2,4-dimethyl-valeronitril); In dichloromethane; at 45 - 50℃; for 2 - 5h;Industry scale; 23 g of 2-(4-methylphenyl)benzonitrile [MPB], 22g of N-bromosuccinic acid imide [NBS] and 47 mg of 2,2'-azobis(2,4-dimethylvaleronitrile) were suspended in 44 ml of dichoromethane, and the reaction was allowed to proceed at 45 to 50C for 5 hours under stirring. 46 ml of water was added, and the layers were separated to obtain organic layer (The same procedure was carried out three times totally).. The organic layer was concentrated, and 50 ml of acetonitrile was added.. The solution was concentrated again, and 50 ml of acetonitrile was added thereto to obtain 116 g of a solution of 2-(4-bromomethylphenyl)benzonitrile [BMB] in acetonitrile (yield calculated from a quantitated value of 2-(4-bromomethylphenyl)benzonitrile: 84 %). 30.1 g of methyl 2-tert-butoxycarbonylamino-3-nitrobenzoate [BAN], 40.8 g of potassium carbonate and 160 ml of acetonitrile were added to the acetonitrile solution in which unreacted 2-(4-methylphenyl)benzonitrile [MPB] and 2-(4,4-dibromomethylphenyl)benzonitrile as an analogue of BMB were contaminated, and the reaction was allowed to proceed at about 82 C for about 5 hours under stirring.. After cooling to room temperature, the precipitated crystals were filtered off, and the filtrate was concentrated to give methyl 2-[N-t-butoxycarbonyl-N-[(2'-cyanobiphenyl-4-yl)methyl]amino]-3-nitrobenzoate [BBN].. The concentrated material was dissolved in 190 g of methanol, and 106 g of concentrated hydrochloric acid was added dropwise thereto.. The resulting solution was heated to a reflux temperature over 2 hours, and stirred for 2 hours under reflux, whereby, the reaction was allowed to proceed.. The reaction solution was cooled, and precipitated crystals were collected by filteration and dried to give 35.1 g of methyl 2-[N-(2'-cyanobiphenyl-4-yl)methylamino]-3-nitrobenzoate [MBN] (yield relative to 2-(4-methylphenyl)benzonitrile [MPB] was 76.1 %). Reference Example 4 (1)Synthesis of 4-(2-bromomethylphenyl)benzonitrile [BMB] 2-(4-Methylphenyl)benzonitrile [MPB] (271 kg), N-bromosuccinic acid imide [NBS] (256 kg), 2,2'-azobis(2,4-dimethylvaleronitrile) [ABN-V] (543 kg) and methylene chloride (680 kg) were stirred at 45 to 50 C under reflux, and the reaction was allowed to proceed until an area percentage of 4-(2-boromomethylphenyl)benzonitrile [BMB] with HPLC became 82 % or more (about 2 to 5 hours).. After the reaction solution was cooled to 38 to 42 C, methylene chloride (250 kg) was added.. Water (540 L) was added, the layers were separated, the resulting aqueous layer was extracted with 50 kg of methylene chloride, and the organic layers were combined (this procedure was repeated three times totally).. The methylene chloride layer was concentrated to about 700 L (about 2.5-fold volume of MPB) under atmospheric pressure (inner temperature: about 46 C).. acetonitrile (about 640 kg) was added thereto, the resulting solution was concentrated to about 1100 L under reduced pressure (about 200 to 450 MmHg) while maintaining the inner temperature at 45 to 55 C (desirably 45 to 50 C).. Then, acetonitrile (about 480 kg) was added, and the resulting solution was concentrated to about 500 L under reduced pressure (about 200 to 450 MmHg) while maintaining the inner temperature at 45 to 55 C (desirably 45 to 50 C).. acetonitrile (about 480 kg) was added to the residue, whereby the amount of solution came to about 1100 L, to give a solution containing 2-(4-bromomethylphenyl)benzonitrile [BMB], unreacted 2-(4-methylphenyl)benzonitrile [MPB] and 2-(4,4-dibromomethylphenyl)benzonitrile as an analogue of BMB in acetonitrile.
10 - 20%; 80 - 90% With sodium bromate; hydrogen bromide; In dichloromethane; water; at 0 - 20℃;UV-irradiation; A jacketed 1,000 mL 3-neck flask was charged with 4'-methylbiphenyl-2-carbonitrile (Compound 1, 100.0 g) and CH2Cl2 (500 mL) under nitrogen. To a 500 mL Erlenmeyer flask with magnetic stirrer, sodium bromate (NaBrO3; 31.2 g) was dissolved in water (170 mL). The NaBrO3 solution was transferred to the 1,000 mL flask and the reaction mixture was cooled to about 5 C. or less. Aqueous HBr solution (48%, 105.0 g) was added to the 1,000 mL flask and the resulting reaction mixture was recycled though a UV lamp reactor. The reaction mixture was kept at 0-20 C. and the recycling was continued until the reaction was deemed complete by HPLC. Optionally, additional sodium bromate and hydrogen bromide may be added. The relative amounts of Compound 2 and Compound 3 were about 80-90% and about 10-20% respectively. Aqueous sodium metabisulfite solution (2.0 g of in 10 mL water) was added to the reaction mixture. Allow the phases to settle and the methylene chloride phase was washed with water and used in the next step without further purification.
69% With sodium bromate; azobis(2-cyanobutane); bromine; In water; chlorobenzene; at 70 - 80℃; for 6h; Production Example; Chlorobenzene (652.5 g) was added with 4'-methyl-2-cyanobiphenyl (416.2 g, 2.251 mole) and sodium bromate (57.41 g, 0.38 mole) dissolved in water (109 g), and the mixture was warmed at 75 to 80C. A solution of 2,2'-azobis(2-methylbutyronitrile) (8.31 g, 0.043 mole) dissolved in monochlorobenzene (87 g) was dropped together with bromine (217.5 g, 1.116 mole) into the mixed solution above at 70 to 80C over 5 hours, then leaving it for 1 hour with maintaining its temperature. The solution was set still at about 80C and then subjected to phase separation. The organic layer was added with 217.5 g of water, washed at about 80C and then subjected to phase separation. The separated solution was concentrated under a reduced pressure to eliminate 91.4 g of chlorobenzene. The residual solution was added with 304.5 g of chlorobenzene to filter at 75 to 80C by a filter pre-coated with 11 g of diatomaceous earth. Washing with 208.8 g of chlorobenzene, then the filtrate was cooled down after confirming no precipitation of crystal observed therein. The filtrate was added with 450 mg of seed crystal at the temperature thereof of about 50C, and stirred at 55C for 6 hours. Then, this solution was cooled down in the rate of 10C/hour, followed by stirring at the temperature thereof of 30 to 35C for 5 hours and at the temperature thereof of 0 to -5C for 10 hours, and then being subjected to filtration. By rinsing the crystal with heptane, 404.6 g of 4'-bromomethyl-2-cyanobiphenyl was obtained in the yield of 69 %.
With sodium bromate; azobis(2-cyanobutane); bromine; In water; chlorobenzene; at 70 - 85℃; for 5h; Example 2: Production of CBAL (1) To monochlorobenzene (450 g) was added CMB (300 g, 1.55 mol), and solution prepared by dissolving sodium bromate (50.1 g, 0.33 mol) in 95.3 g of water was added. 2,2'-azobis(2-methylbutyronitrile)(2.0 g, 0.01 mol) was dissolved in monochlorobenzene(10g), and this solution was added to the above-mentioned solution at 75 to 85C, then, immediately, solution prepared by dissolving 2,2'-azobis(2-methylbutyronitrile)(89 g, 0.05 mol) in monochlorobenzene (48.8 g), and bromine (198.5 g, 1.24 mol) were dropped simultaneously respectively at 70 to 80C. The solution of 2,2'-azobis(2-methylbutyronitrile) was dropped at a rate of about 0.22 g/min and bromine was dropped at a rate of about 0.73 g/min. The added solution was stirred for 5 hours at 70 to 75C, and the reaction solution was checked under HPLC analysis conditions (1), and that the area percentage of raw materials reached 1% or less was confirmed, obtaining a mixed solution of CMBMB and CDBMB. The solution was analyzed under the HPLC analysis conditions (1), to find an area percentage of CMBMB of 63.6%, CDBMB of 36.2% and a raw material CMB of 0.2%.
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In dichloromethane; at 40 - 45℃; for 4 - 5h; Example- 1Bromination of 4-methyl-2'-cyanobiphenyl (OTBN)100 g OTBN was added to 500 ml dichloromethane, 100 g NBS and 5 g AIBN were added to the reaction mixture. The mixture was then stirred at 400C to 45C for 4 to 5 hours and then monitored by HPLC. After cooling to room temperature, the organic layer was washed with water (2 x 100 ml). Dichloromethane was stripped off. The residue was dried under vacuum to get 140 g of cake (Composition by HPLC (Unquantified area%)- Br-OTBN- 84%+ dibromo-OTBN - 11% + OTBN - 5%)

  • 2
  • [ 3839-22-3 ]
  • [ 209911-63-7 ]
  • 3
  • [ 131-63-5 ]
  • [ 209911-63-7 ]
  • 4
  • [ 209911-63-7 ]
  • [ 57113-90-3 ]
  • [ 139481-38-2 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In acetonitrile; at 82℃; for 5h; 23 g of 2-(4-methylphenyl)benzonitrile [MPB], 22g of N-bromosuccinic acid imide [NBS] and 47 mg of 2,2'-azobis(2,4-dimethylvaleronitrile) were suspended in 44 ml of dichoromethane, and the reaction was allowed to proceed at 45 to 50C for 5 hours under stirring. 46 ml of water was added, and the layers were separated to obtain organic layer (The same procedure was carried out three times totally).. The organic layer was concentrated, and 50 ml of acetonitrile was added.. The solution was concentrated again, and 50 ml of acetonitrile was added thereto to obtain 116 g of a solution of 2-(4-bromomethylphenyl)benzonitrile [BMB] in acetonitrile (yield calculated from a quantitated value of 2-(4-bromomethylphenyl)benzonitrile: 84 %). 30.1 g of methyl 2-tert-butoxycarbonylamino-3-nitrobenzoate [BAN], 40.8 g of potassium carbonate and 160 ml of acetonitrile were added to the acetonitrile solution in which unreacted 2-(4-methylphenyl)benzonitrile [MPB] and <strong>[209911-63-7]2-(4,4-dibromomethylphenyl)benzonitrile</strong> as an analogue of BMB were contaminated, and the reaction was allowed to proceed at about 82 C for about 5 hours under stirring.. After cooling to room temperature, the precipitated crystals were filtered off, and the filtrate was concentrated to give methyl 2-[N-t-butoxycarbonyl-N-[(2'-cyanobiphenyl-4-yl)methyl]amino]-3-nitrobenzoate [BBN].. The concentrated material was dissolved in 190 g of methanol, and 106 g of concentrated hydrochloric acid was added dropwise thereto.. The resulting solution was heated to a reflux temperature over 2 hours, and stirred for 2 hours under reflux, whereby, the reaction was allowed to proceed.. The reaction solution was cooled, and precipitated crystals were collected by filteration and dried to give 35.1 g of methyl 2-[N-(2'-cyanobiphenyl-4-yl)methylamino]-3-nitrobenzoate [MBN] (yield relative to 2-(4-methylphenyl)benzonitrile [MPB] was 76.1 %).
  • 5
  • [ 209911-63-7 ]
  • [ 114772-54-2 ]
  • [ 135689-93-9 ]
YieldReaction ConditionsOperation in experiment
78% With hexamethylenetetramine; acetic acid; In water; chlorobenzene; at 85 - 90℃; for 12h;Product distribution / selectivity; (2) To monochlorobenzene (720 g) was added water (420 g), acetic acid (662 g) and hexamethylenetetramine (653 g, 4.66 mol), then, the whole amount of the brominated reaction solution of CMB obtained above was added, and the above-mentioned reaction vessel was washed with monochlorobenzene (120 g), and the washing solution was added to the reaction solution. The resulting solution was stirred at about 90C for 11 hours. The stirred solution was allowed to stand still at 85 to 90C for 1 hour, and aqueous layer was separated and removed. To organic layer was added water (840 ml), pH was adjusted to 7.8 with 10% potassium carbonate aqueous solution (540g), and the solution was allowed to stand still. Aqueous layer was separated and removed, then, 150 ml of monochlorobenzene was distilled off under a reduced pressure of 40 to 50 kPa at 85 to 90C. The resulting solution was cooled to 75C, seed crystals were added, then, the mixture was stirred at the same temperature for 2 hours. The mixture was cooled at a rate of 10C/hour, and aged at 8 to 12C for 6 hours. Filtration was performed, and the resulting crystals were washed with monochlorobenzene (420 g) cooled to about 5C, and dried at about 60C to obtain CBAL (250.9 g). The yield was 78%.
  • 6
  • [ 209911-63-7 ]
  • [ 114772-54-2 ]
  • 2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride [ No CAS ]
  • [ 138401-24-8 ]
YieldReaction ConditionsOperation in experiment
85 - 88% With potassium hydroxide; phosphonic acid diethyl ester;methyl tributylammonium chloride; In dichloromethane; water; at -5 - 30℃; A 1 L 3-neck flask was charged with Compound V (134.0 g), MTBAC (5.0 g) and CH2Cl2 (170 mL) and cool to -5 to 5 C. An aqueous solution of KOH (182.6 g in 212 mL water) was added slowly to the 1 L flask and the reaction temperature was kept at 5 C. The methylene chloride solution of Compound IVa and Compound IVb from Example 1 was added to the reaction mixture slowly, while maintaining the temperature at 0-10 C. Diethyl phosphite (39.66 g) was added drop wise at 0-10 C. Check the reaction mixture for completion of the reduction reaction, and additional diethyl phosphite may be added. The reaction mixture was allowed to warm to ambient (20-30 C.) and agitated until the reaction was deemed complete by HPLC. Water (150 mL) was added and the phases were separated. The organic layer was extracted with water (230 mL) and polish filtered. The methylene chloride (which contained the crude Compound II) was distilled off and exchanged with about 400 mL of methyl tert-butyl ether (MTBE) (optionally, the MTBE recycled from washing below can be used here). Upon cooling, crystallization occurred (optionally seeds were added) and after further cooling to below 25 C., crystals of Compound II were isolated, washed with MTBE and dried in vacuum at a temperature of less than 60 C. HPLC retention time: 18.126 min. Typically, the yield was about 85 to about 88%. Alternatively, IPA could be used as the crystallization and washing solvent. Optionally, the solvent (i.e., MTBE or IPA) used to wash the crystals of Compound II above can be recycled and used to crystallize the crude Compound II in the next batch. Since the washed solvent contains Compound II as well as impurities, it was surprisingly found that the washed solvent can be recovered and used again in crystallizing the crude compound of formula II in the next batch without sacrificing its purity while increasing its yield.
  • 7
  • [ 209911-63-7 ]
  • [ 114772-54-2 ]
  • [ 114772-53-1 ]
YieldReaction ConditionsOperation in experiment
With hydrogen;platinum on carbon; In n-heptane; water; at 60 - 70℃; under 7.35576 - 29.423 Torr; Example; In a 500ml four-neck flask, 300g of filtrate before heptane rinsing of the above described Production Example (according to determination by HPLC-ES method; 4'-bromomethyl-2-cyanobiphenyl 4.75 %, <strong>[209911-63-7]4'-dibromomethyl-2-cyanobiphenyl</strong> 3.93 % and 4'-methyl-2-cyanobiphenyl 5.43 %: according to determination by HPCL area percentage method; 4'-bromomethyl-2-cyanobiphenyl 28.4 %, <strong>[209911-63-7]4'-dibromomethyl-2-cyanobiphenyl</strong> 23.5 % and 4'-methyl-2-cyanobiphenyl 32.5 %), 85 g of water, 2.52 g of activated carbon and 2.52 g of 5 % Pt/C (50 % wet) were added, followed by replacing the atmosphere thereof with nitrogen, and then the mixture was subjected to hydrogenation reaction at 60 to 70C under 100 to 400 mmH2O pressure of hydrogen. The HPCL area percentage values after completion of the reaction were 0.31 % of 4'-bromomethyl-2-cyanobiphenyl, non-detected <strong>[209911-63-7]4'-dibromomethyl-2-cyanobiphenyl</strong> and 82.7 % of 4'-methyl-2-cyanobiphenyl. Solid, mainly the catalyst and activated carbon, was separated by filtration, followed by separation of water layer from the filtrate to obtain an organic layer. The organic layer was washed with aqueous caustic soda solution and then with salt solution, followed by phase separation. Chlorobenzene in the organic phase was evaporated under a reduced pressure, followed by subjecting the residual solution to reduced-pressure distillation to obtain 32 g of 4'-methyl-2-cyanobiphenyl. Its dehalogenation yield was 95 % and purity was 98 %.
 

Historical Records

Technical Information

Categories

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[ 209911-63-7 ]

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