[ CAS No. 1435-52-5 ] {[proInfo.proName]}

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2D 3D

Structure of 1435-52-5 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 1435-52-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1435-52-5 ]

SDS Specification

Alternatived Products of [ 1435-52-5 ]

Product Details of [ 1435-52-5 ]

CAS No. :	1435-52-5	MDL No. :	MFCD00010603
Formula :	C₆H₃Br₂F	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	WNSNPGHNIJOOPM-UHFFFAOYSA-N
M.W :	253.89	Pubchem ID :	137004
Synonyms :

Calculated chemistry of [ 1435-52-5 ] Expand+

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	41.8
TPSA :	0.0 ?2

Pharmacokinetics

GI absorption :	Low
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.43 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.38
Log Po/w (XLOGP3) :	3.4
Log Po/w (WLOGP) :	3.77
Log Po/w (MLOGP) :	4.22
Log Po/w (SILICOS-IT) :	3.64
Consensus Log Po/w :	3.48

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-4.05
Solubility :	0.0227 mg/ml ; 0.0000892 mol/l
Class :	Moderately soluble
Log S (Ali) :	-3.08
Solubility :	0.211 mg/ml ; 0.000833 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.38
Solubility :	0.0105 mg/ml ; 0.0000412 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	1.64

Safety of [ 1435-52-5 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1435-52-5 ]

* 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.

Upstream synthesis route of [ 1435-52-5 ]
Downstream synthetic route of [ 1435-52-5 ]

[ 1435-52-5 ] Synthesis Path-Upstream 1~1

1
[ 67-56-1 ]
[ 1435-52-5 ]
[ 95970-08-4 ]

Yield	Reaction Conditions	Operation in experiment
84%	With potassium <i>tert</i>-butylate In tetrahydrofuran; hexane at 20 - 70℃;	Preparation 111; 1 ,4-Dibromo-2-methoxy-benzene; Add dropwise potassium tert-butoxide (118.2 ml, 118.2 mmol, 1 M in hexane) to a solution of l,4-dibromo-2-fluorobenzene (25.0 g, 98.5 mmol) in THF (492 mL) and MeOH (40 mL, 984.7 mmol) at RT. Heat the mixture at 70 ⁰C overnight. Quench the mixture with water (50 mL), dilute with Et₂O (400 mL), wash once with saturated NH₄Cl (300 mL) and back extract the aqueous with Et₂O (200 mL). Dry the combined organic phase over Na₂SO₄, filter, and concentrate. Purify the crude material by flash chromatograph, eluting with 5-10percent ethylacetate/hexane to give 22.0 g (84percent) of the title compound. GC m/z (⁷⁹Br⁸¹Br) 266 [M]⁺.

Reference： [1] Patent: WO2007/146758, 2007, A2, . Location in patent: Page/Page column 76

[ 1435-52-5 ] Synthesis Path-Downstream 1~6

1
[ 1435-52-5 ]
[ 366496-33-5 ]

Reference： [1]Environmental Science and Technology,2001,vol. 35,p. 3749 - 3756
[2]Chemical Communications,2011,vol. 47,p. 11026 - 11028
[3]New Journal of Chemistry,2016,vol. 40,p. 1655 - 1662
[4]Journal of Polymer Science, Part A: Polymer Chemistry,2018,vol. 56,p. 821 - 830

2
[ 1435-52-5 ]
[ 22237-13-4 ]
[ 1228186-72-8 ]

Yield	Reaction Conditions	Operation in experiment
65%	With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In 1,4-dioxane; at 90℃; for 8h;Inert atmosphere;	General procedure: 6.3 1,4-Di(4'-ethoxyphenyl)-2-fluorobenzene (7c): Starting with 6 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 mol%), 4-ethoxyphenylboronic acid (64 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 7c was isolated as a colorless solid (86 mg, 65%). Mp 96-98 C. 1H NMR (300 MHz, CDCl3): δ = 1.39 (t, J = 7.2 Hz, 6H, CH3), 3.99 (q, J = 6.89 Hz, 4H, OCH2), 6.85-6.91 (m, 4H, CH), 7.21-7.28 (m, 3H, CH), 7.36-7.50 (m, 4H, CH). 13C NMR (75 MHz, CDCl3): δ = 14.9 (2CH3), 63.6 (2OCH2), 106.8 (d, J = 22.0 Hz, C), 114.5 (d, J = 16.5 Hz, CH), 114.7 (CH), 115.0 (CH), 123.4 (d, J = 3.8 Hz, CH), 127.7 (CH), 128.0 (CH), 131.3 (C), 133.6 (CH), 133.9 (C), 144.1 (C), 159.2 (d, 1JCF = 247.0 Hz, C). 19F NMR (282 MHz, CDCl3): δ = -114.92. IR (ATR, cm-1): , 2935 (w), 2838 (w), 1897 (w), 1597 (m), 1474 (s), 1243 (s), 1180 (m), 1027 (s), 805 (s), 751 (m), 692 (m), 412 (w). GC-MS (EI, 70 eV): m/z (%) = 336 (100) [M]+, 307 (22), 280 (32), 279 (15), 251 (14). HRMS (EI) calcd. for C22H21FO2 [M]+: 336.15201; found 336.15196.

Reference： [1]Tetrahedron Letters,2010,vol. 51,p. 2810 - 2812
[2]Journal of Fluorine Chemistry,2013,vol. 146,p. 19 - 36

3
[ 1435-52-5 ]
[ 22237-13-4 ]
[ 1228186-78-4 ]

Yield	Reaction Conditions	Operation in experiment
68%	With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In 1,4-dioxane; at 90℃;Inert atmosphere;	General procedure: 6.17 1-Bromo-4(4'-ethoxyphenyl)-2-fluorbenzene (8c): Starting with 6 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 mol%), 4-ethoxyphenylboronic acid (64.7 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 8c was isolated as a colorless solid (79 mg, 68%). Mp 76-78 C. 1H NMR (300 MHz, CDCl3): δ = 1.37 (t, J = 7.2 Hz, 3H, CH3), 3.99 (q, J = 6.9 Hz, 2H, OCH2), 6.85-6.91 (m, 2H, CH), 7.21-7.28 (m, 3H, CH), 7.36-7.50 (m, 2H, CH). 13C NMR (75 MHz, CDCl3): δ = 14.9 (CH3), 63.6 (OCH2), 106.8 (d, J = 22.0 Hz, C), 114.5 (d, J = 16.5 Hz, CH), 114.7 (CH), 115.0 (CH), 123.4 (d, J = 3.8 Hz, CH), 127.7 (CH), 128.0 (CH), 131.3 (C), 133.6 (CH), 133.9 (C), 144.1 (C), 159.2 (d, 1JCF = 247.0 Hz, C). 19F NMR (282 MHz, CDCl3): δ = -114.92. IR (ATR, cm-1): , 2935 (w), 2838 (w), 1897 (w), 1597 (m), 1474 (s), 1243 (s), 1180(m), 1027 (s), 805 (s), 751 (m), 692 (m), 412 (w). GC-MS (EI, 70 eV): m/z (%) = 294 (78) [M]+, 268 (100), 239 (22), 211 (20), 157 (32), 133 (12), 106 (10). HRMS (EI) calcd. for C14H12BrFO [M]+: 294.00556; found 294.00513.

Reference： [1]Tetrahedron Letters,2010,vol. 51,p. 2810 - 2812
[2]Journal of Fluorine Chemistry,2013,vol. 146,p. 19 - 36

4
[ 1435-52-5 ]
[ 1347736-74-6 ]

Reference： [1]Chemical Communications,2011,vol. 47,p. 11026 - 11028

5
[ 75676-72-1 ]
[ 1435-52-5 ]
[ 471-25-0 ]
[ 1379597-70-2 ]

Reference： [1]Journal of Organic Chemistry,2012,vol. 77,p. 5357 - 5363

6
[ 1435-52-5 ]
[ 133730-34-4 ]
[ 1424359-85-2 ]

Yield	Reaction Conditions	Operation in experiment
63%	With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In 1,4-dioxane; at 90℃; for 8h;Inert atmosphere;	General procedure: 6.5 1,4-Di(2',4'-dimethoxyphenyl)-2-fluorobenzene (7e): Starting with 6 (100 mg, 0.39 mmol), Cs2CO3 (263 mg, 0.81 mmol), Pd(PPh3)4 (3 mol%), <strong>[133730-34-4]2,4-dimethoxyphenylboronic acid</strong> (141 mg, 0.78 mmol) and 1,4-dioxane (4 mL), 7e was isolated as a colorless semi solid (91 mg, 63%). 1H NMR (300 MHz, CDCl3): δ = 3.60 (s, 3H, OCH3), 3.63 (s, 3H, OCH3), 3.85 (s, 3H, OCH3), 3.86 (s, 3H, OCH3), 6.86-6.95 (m, 4H, ArH), 7.03-7.09 (m, 2H, ArH), 7.28-7.34 (m, 3H, ArH). 13C NMR (75.46 MHz, CDCl3): δ = 55.9 (OCH3), 56.0 (OCH3), 60.7 (OCH3), 60.8 (OCH3), 112.0 (CH), 112.4 (CH), 122.5 (CH), 123.3 (d, J = 2.6 Hz, CH), 123.7 (CH), 124.2 (CH), 124.6 (d, J = 3.9 Hz, C), 130.1 (C), 131.4 (d, J = 3.7 Hz, CH), 134.5 (d, J = 2.0 Hz, C), 139.4 (d, J = 8.3 Hz, C), 146.9 (d, J = 52.3 Hz, C), 153.1 (d, J = 29.3 Hz, C), 159.4 (d, J = 247.2 Hz, CF). 19F NMR (282.4 MHz, CDCl3): δ = -114.8 (CF). IR (ATR, cm-1): , 3058 (w), 3006 (w), 2962 (w), 2838 (w), 1621 (w), 1598 (w), 1579 (w), 1515 (w), 1402 (w), 1316 (w), 1264 (m), 1199 (w), 1133 (w), 1113 (m), 1085 (m), 1019 (w), 934 (w), 875 (w), 824 (w), 787 (m), 734 (m), 651 (w), 581 (w), 535 (m). MS (EI, 70 eV): m/z (%) = 368 (100) [M]+, 338 (36). HRMS (EI) calcd. for C22H21O4F1 [M]+: 368.14184; found 368.12418.

Reference： [1]Journal of Fluorine Chemistry,2013,vol. 146,p. 19 - 36

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Technical Information

? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Preparation of Alkylbenzene ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Vilsmeier-Haack Reaction

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[ CAS No. 1435-52-5 ] {[proInfo.proName]}

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Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1435-52-5 ]

Application In Synthesis of [ 1435-52-5 ]

[ 1435-52-5 ] Synthesis Path-Upstream 1~1

[ 1435-52-5 ] Synthesis Path-Downstream 1~6

Technical Information

Related Functional Groups of [ 1435-52-5 ]

Fluorinated Building Blocks

Aryls

Bromides

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1435-52-5 ]