Home Cart 0 Sign in  

[ CAS No. 80866-82-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 80866-82-6
Chemical Structure| 80866-82-6
Structure of 80866-82-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 80866-82-6 ]

Related Doc. of [ 80866-82-6 ]

Alternatived Products of [ 80866-82-6 ]

Product Details of [ 80866-82-6 ]

CAS No. :80866-82-6 MDL No. :MFCD00004630
Formula : C8H9BrO2 Boiling Point : -
Linear Structure Formula :- InChI Key :HAOOGRLZVQWDBY-UHFFFAOYSA-N
M.W : 217.06 Pubchem ID :612298
Synonyms :

Calculated chemistry of [ 80866-82-6 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 46.76
TPSA : 29.46 Ų

Pharmacokinetics

GI absorption : High
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) : -6.56 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.27
Log Po/w (XLOGP3) : 1.5
Log Po/w (WLOGP) : 1.8
Log Po/w (MLOGP) : 1.95
Log Po/w (SILICOS-IT) : 2.34
Consensus Log Po/w : 1.97

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.4
Solubility : 0.859 mg/ml ; 0.00396 mol/l
Class : Soluble
Log S (Ali) : -1.73
Solubility : 4.08 mg/ml ; 0.0188 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.21
Solubility : 0.133 mg/ml ; 0.000611 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.39

Safety of [ 80866-82-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 80866-82-6 ]

* 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 [ 80866-82-6 ]
  • Downstream synthetic route of [ 80866-82-6 ]

[ 80866-82-6 ] Synthesis Path-Upstream   1~12

  • 1
  • [ 80866-82-6 ]
  • [ 7062-40-0 ]
Reference: [1] Journal of Medicinal Chemistry, 1995, vol. 38, # 12, p. 2050 - 2060
[2] Chemische Berichte, 1909, vol. 42, p. 3499
  • 2
  • [ 612-16-8 ]
  • [ 80866-82-6 ]
YieldReaction ConditionsOperation in experiment
98% With lithium bromide monohydrate; [bis(acetoxy)iodo]benzene In 2,2,2-trifluoroethanol at 20℃; for 0.166667 h; General procedure: To a solution of alkoxybenzylalcohol 1 (0.2 mmol) in CF3CH2OH (1 mL) were added LiBr·H2O (0.2 mmol) and PhI(OAc)2 (0.2 mmol) atroom temperature. After completion of the reaction as indicated by TLC monitoring, saturated aq. Na2SO3 wasadded and the mixture was extracted with CH2Cl2. The combined organic layers were washed with brine, driedover anhydrous Na2SO4 and then concentrated in vacuo. The residue was purified by silica gel columnchromatography to afford pure monobrominated compounds 2.
Reference: [1] Synlett, 2018, vol. 29, # 17, p. 2275 - 2278
[2] Tetrahedron Letters, 2000, vol. 41, # 46, p. 8881 - 8885
[3] Synthetic Communications, 2007, vol. 37, # 9, p. 1571 - 1577
  • 3
  • [ 25016-01-7 ]
  • [ 80866-82-6 ]
Reference: [1] Patent: JP2005/120047, 2005, A, . Location in patent: Page/Page column 89-90
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 3, p. 528 - 542
[3] Molecules, 2011, vol. 16, # 9, p. 7458 - 7479
[4] Synlett, 2012, vol. 23, # 8, p. 1205 - 1208
[5] Journal of Medicinal Chemistry, 2005, vol. 48, # 7, p. 2667 - 2677
[6] Journal fuer Praktische Chemie (Leipzig), 1958, vol. <4> 6, p. 170,172
[7] Journal of Medicinal Chemistry, 1995, vol. 38, # 12, p. 2050 - 2060
[8] Tetrahedron Letters, 2006, vol. 47, # 46, p. 8021 - 8024
  • 4
  • [ 1638291-19-6 ]
  • [ 80866-82-6 ]
Reference: [1] Chemistry - A European Journal, 2014, vol. 20, # 24, p. 7507 - 7513
  • 5
  • [ 612-16-8 ]
  • [ 80866-82-6 ]
  • [ 135-02-4 ]
Reference: [1] Synthetic Communications, 2007, vol. 37, # 9, p. 1571 - 1577
  • 6
  • [ 1711-09-7 ]
  • [ 80866-82-6 ]
Reference: [1] Chemistry - A European Journal, 2014, vol. 20, # 24, p. 7507 - 7513
[2] Chemistry - A European Journal, 2014, vol. 20, # 24, p. 7507 - 7513
  • 7
  • [ 630050-32-7 ]
  • [ 80866-82-6 ]
Reference: [1] Chemistry - A European Journal, 2014, vol. 20, # 24, p. 7507 - 7513
[2] Chemistry - A European Journal, 2014, vol. 20, # 24, p. 7507 - 7513
  • 8
  • [ 1638287-10-1 ]
  • [ 80866-82-6 ]
Reference: [1] Chemistry - A European Journal, 2014, vol. 20, # 24, p. 7507 - 7513
  • 9
  • [ 7017-52-9 ]
  • [ 80866-82-6 ]
Reference: [1] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1937, vol. 205, p. 146
  • 10
  • [ 2316-64-5 ]
  • [ 74-88-4 ]
  • [ 80866-82-6 ]
Reference: [1] Chemische Berichte, 1909, vol. 42, p. 3499
  • 11
  • [ 80866-82-6 ]
  • [ 184970-28-3 ]
YieldReaction ConditionsOperation in experiment
89% With phosphorus tribromide In dichloromethane at 0℃; for 0.25 h; 4-Bromo-2-(bromomethyl)-1-methoxybenzene. To a solution of (5-bromo-2-methoxyphenyl)methanol (1.0 g, 4.6 mmol) in dichloromethane (10 mL) at 0° C. was added tribromophosphine (1 M in dichloromethane, 9.2 mL, 9.2 mmol). The ice bath was removed and the reaction stirred for 15 min. The reaction was concentrated, poured onto cold saturated sodium bicarbonate, extracted with pentane, dried over magnesium sulfate, and concentrated to give 1.15 g (89percent) as a white crystalline solid. 1H NMR (500 MHz, CDCl3) δ ppm 7.44 (d, J=2.5 Hz, 1H), 7.38 (dd, J=8.9, 6.1 Hz, 1H), 4.47 (s, 2H), 3.87 (s, 3H); 13C NMR (126 MHz, CDCl3) δ ppm 156.7, 133.6, 132.8, 128.4, 112.8, 112.7, 56.0, 27.5.
63% With Oxalyl bromide; Triphenylphosphine oxide In chloroform for 7 h; To a solution of Ph3PO (48.1 mg, 0.173 mmol) in CHCl3 (1.50 mL) was added oxalyl bromide (16.2 mL, 0.173 mmol) and the solution was stirred for 5 min. To the stirring solution was added 17 (250 mg, 1.15 mmol) in CHCl3 (1.00 mL) and oxalyl bromide (83.8 mL, 0.978 mmol) in CHCl3 (1.00 mL) over 7 hours via syringe pump. The solution was concentrated under reduced pressure and purification by flash chromatography (petroleum ether/EtOAc, 10:1) gave 18 (201 mg, 63percent) as a colourless solid, mp 114-116 °C, Rf 0.89 (petroleum ether/EtOAc, 10:1). IR: νmax (CHCl3) 3011, 2966, 2942, 2841, 1677, 1596, 1490, 1463, 1442, 1300, 1277, 1257, 1182, 1030 cm-1. 1H MNR: (400 MHz, CDCl3) δ 7.46 (1H, d, J=8.8, ArHmeta), 7.39 (1H, dd, J=8.8, 2.4, ArHmeta), 6.77 (1H, J=8.8, ArHortho), 4.49 (2H, s, ArCH2Br), 3.89 (3H, s, ArOCH3). 13C NMR: (100 MHz, CDCl3) δ 156.5 (Cq), 133.4 (CH), 132.7 (CH), 128.2 (Cq), 112.6 (Cq), 112.5 (CH), 55.8 (CH3), 27.5 (CH2). HRMS: (EI) m/z calculated for C8H8OBr2 277.8936, m/z found 277.8930.
Reference: [1] Patent: US2007/249607, 2007, A1, . Location in patent: Page/Page column 73
[2] Tetrahedron Letters, 2011, vol. 52, # 20, p. 2554 - 2556
  • 12
  • [ 80866-82-6 ]
  • [ 73183-34-3 ]
  • [ 1009303-77-8 ]
Reference: [1] Patent: WO2007/80382, 2007, A1, . Location in patent: Page/Page column 131
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 80866-82-6 ]

Aryls

Chemical Structure| 149489-18-9

[ 149489-18-9 ]

5-Bromo-2-ethoxybenzyl alcohol

Similarity: 0.95

Chemical Structure| 17102-63-5

[ 17102-63-5 ]

4-Bromo-2-methoxybenzyl alcohol

Similarity: 0.95

Chemical Structure| 177759-46-5

[ 177759-46-5 ]

(2-(Benzyloxy)-5-bromophenyl)methanol

Similarity: 0.93

Chemical Structure| 205873-57-0

[ 205873-57-0 ]

(3-Bromo-2-methoxyphenyl)methanol

Similarity: 0.93

Chemical Structure| 1094750-85-2

[ 1094750-85-2 ]

4-Bromo-2-ethoxybenzyl alcohol

Similarity: 0.93

Bromides

Chemical Structure| 149489-18-9

[ 149489-18-9 ]

5-Bromo-2-ethoxybenzyl alcohol

Similarity: 0.95

Chemical Structure| 17102-63-5

[ 17102-63-5 ]

4-Bromo-2-methoxybenzyl alcohol

Similarity: 0.95

Chemical Structure| 177759-46-5

[ 177759-46-5 ]

(2-(Benzyloxy)-5-bromophenyl)methanol

Similarity: 0.93

Chemical Structure| 205873-57-0

[ 205873-57-0 ]

(3-Bromo-2-methoxyphenyl)methanol

Similarity: 0.93

Chemical Structure| 1094750-85-2

[ 1094750-85-2 ]

4-Bromo-2-ethoxybenzyl alcohol

Similarity: 0.93

Ethers

Chemical Structure| 149489-18-9

[ 149489-18-9 ]

5-Bromo-2-ethoxybenzyl alcohol

Similarity: 0.95

Chemical Structure| 17102-63-5

[ 17102-63-5 ]

4-Bromo-2-methoxybenzyl alcohol

Similarity: 0.95

Chemical Structure| 177759-46-5

[ 177759-46-5 ]

(2-(Benzyloxy)-5-bromophenyl)methanol

Similarity: 0.93

Chemical Structure| 205873-57-0

[ 205873-57-0 ]

(3-Bromo-2-methoxyphenyl)methanol

Similarity: 0.93

Chemical Structure| 1094750-85-2

[ 1094750-85-2 ]

4-Bromo-2-ethoxybenzyl alcohol

Similarity: 0.93

Alcohols

Chemical Structure| 149489-18-9

[ 149489-18-9 ]

5-Bromo-2-ethoxybenzyl alcohol

Similarity: 0.95

Chemical Structure| 17102-63-5

[ 17102-63-5 ]

4-Bromo-2-methoxybenzyl alcohol

Similarity: 0.95

Chemical Structure| 177759-46-5

[ 177759-46-5 ]

(2-(Benzyloxy)-5-bromophenyl)methanol

Similarity: 0.93

Chemical Structure| 205873-57-0

[ 205873-57-0 ]

(3-Bromo-2-methoxyphenyl)methanol

Similarity: 0.93

Chemical Structure| 1094750-85-2

[ 1094750-85-2 ]

4-Bromo-2-ethoxybenzyl alcohol

Similarity: 0.93