Home Cart 0 Sign in  
X

[ CAS No. 1671-77-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 1671-77-8
Chemical Structure| 1671-77-8
Chemical Structure| 1671-77-8
Structure of 1671-77-8 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1671-77-8 ]

Related Doc. of [ 1671-77-8 ]

Alternatived Products of [ 1671-77-8 ]

Product Details of [ 1671-77-8 ]

CAS No. :1671-77-8 MDL No. :MFCD00027237
Formula : C12H16O Boiling Point : -
Linear Structure Formula :- InChI Key :BCVCZJADTSTKNH-UHFFFAOYSA-N
M.W : 176.26 Pubchem ID :74284
Synonyms :

Calculated chemistry of [ 1671-77-8 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.42
Num. rotatable bonds : 4
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 56.02
TPSA : 17.07 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.0 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.65
Log Po/w (XLOGP3) : 3.34
Log Po/w (WLOGP) : 3.37
Log Po/w (MLOGP) : 2.97
Log Po/w (SILICOS-IT) : 3.71
Consensus Log Po/w : 3.21

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.11
Solubility : 0.135 mg/ml ; 0.000768 mol/l
Class : Soluble
Log S (Ali) : -3.38
Solubility : 0.0742 mg/ml ; 0.000421 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.33
Solubility : 0.00823 mg/ml ; 0.0000467 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.27

Safety of [ 1671-77-8 ]

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

Application In Synthesis of [ 1671-77-8 ]

* 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 [ 1671-77-8 ]
  • Downstream synthetic route of [ 1671-77-8 ]

[ 1671-77-8 ] Synthesis Path-Upstream   1~36

  • 1
  • [ 91763-35-8 ]
  • [ 1671-77-8 ]
YieldReaction ConditionsOperation in experiment
60% With oxygen; caesium carbonate In α,α,α-trifluorotoluene at 105℃; for 20 h; Air atmosphere; Ionic liquid General procedure: The oxidation of 1-phenyl-1-pentanol (1a) is representative (Table 2, entry 1): BMI-PF6 (85 mg, 0.30 mmol), 1-phenyl-1-pentanol (1a, 33 mg, 0.20 mmol), Cs2CO3 (33 mg, 0.10 mmol), and trifluoromethylbenzene (0.10 mL) were placed in a reaction flask with a reflux condenser and a drying tube lined with calcium chloride. The resulting mixture was stirred for 20 h at 105 °C. The reaction mixture was diluted with ethyl acetate and poured into water. The mixture was extracted with ethyl acetate three times. The combined organic layer was dried over Na2SO4, filtered through a pad of neutral alumina, and concentrated under reduced pressure. Purification by column chromatography on silica gel with hexane/ethyl acetate (10:1, v/v) as an eluent afforded 1-phenyl-1-pentanone (2a, 28 mg, 0.17 mmol) in 86percent yield.
Reference: [1] Angewandte Chemie - International Edition, 2003, vol. 42, # 41, p. 5063 - 5066
[2] Tetrahedron Letters, 2011, vol. 52, # 41, p. 5392 - 5394
  • 2
  • [ 109-72-8 ]
  • [ 94-08-6 ]
  • [ 1671-77-8 ]
YieldReaction ConditionsOperation in experiment
91%
Stage #1: With morpholine; diisobutylaluminium hydride In tetrahydrofuran; hexane at 0℃; for 3.16667 h; Inert atmosphere
Stage #2: at 0℃; for 0.166667 h; Inert atmosphere
General procedure: The following experimental procedure for the synthesis of 1-phenylpentanone is representative. A dry and argon-flushed flask, equipped with a magnetic stirring bar and a septum, was charged with morpholine (0.18mL, 2.1mmol) and 10mL THF. After cooling to 0°C, DIBALH (2.0mL, 1.0M in hexane, 2.0mmol) was added dropwise and stirred for 3h at same temperature. To a reaction mixture was slowly added ethyl benzoate (0.14g, 1.0mmol) and stirred for 10min. Then, n-BuLi (1.25mL, 1.6M in hexane, 2.0mmol) was added and the mixture was stirred for 10min again. The reaction was stopped by the aqueous 1N HCl (10mL) and extracted with diethyl ether (2×10mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel yielded 1-phenylpentanone (150mg, 92percent).
Reference: [1] Tetrahedron, 2014, vol. 70, # 29, p. 4420 - 4424
  • 3
  • [ 109-72-8 ]
  • [ 201230-82-2 ]
  • [ 624-31-7 ]
  • [ 1671-77-8 ]
  • [ 19277-56-6 ]
Reference: [1] Organic Letters, 2003, vol. 5, # 7, p. 1103 - 1106
  • 4
  • [ 109-72-8 ]
  • [ 874-60-2 ]
  • [ 1671-77-8 ]
YieldReaction ConditionsOperation in experiment
94 %Chromat.
Stage #1: With morpholine; diisobutylaluminium hydride In tetrahydrofuran; hexane at 0℃; for 0.166667 h; Inert atmosphere
Stage #2: at 0℃; for 0.166667 h;
General procedure: The following experimental procedure for the partial reduction of benzoyl chloride to 1-phenylpentanone is representative. A dry and argon-flushed flask, equipped with a magnetic stirring bar and a septum, was charged with morpholine (0.11 mL, 1.25 mmol) and 10 mL THF. After cooling to 0 °C, DIBALH (1.2 mL, 1.0 M in hexane, 1.2 mmol) was added dropwise and stirred for 3 h at same temperature. To the reaction mixture was slowly added benzoyl chloride (0.116 mL, 1.0 mmol) and stirred for 10 min. Then, n-BuLi (1.25 mL, 1.6 M in hexane, 2.0 mmol) was added and the mixture was stirred for 10 min again. The reaction was stopped by aqueous 1 N HCl (10 mL) and extracted with diethyl ether (2 × 10 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel yielded 1-phenylpentanone (159 mg, 98percent). All products in Table 3 were confirmed by comparison with NMR data reported in the literature.8
Reference: [1] Tetrahedron Letters, 2013, vol. 54, # 24, p. 3199 - 3203
  • 5
  • [ 39248-93-6 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of Organic Chemistry, 2005, vol. 70, # 12, p. 4851 - 4853
  • 6
  • [ 39248-93-6 ]
  • [ 15676-66-1 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of Organic Chemistry, 2005, vol. 70, # 12, p. 4851 - 4853
  • 7
  • [ 109-72-8 ]
  • [ 201230-82-2 ]
  • [ 624-31-7 ]
  • [ 1595-05-7 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of Organic Chemistry, 2004, vol. 69, # 14, p. 4852 - 4855
  • 8
  • [ 874-60-2 ]
  • [ 1671-77-8 ]
Reference: [1] Tetrahedron Letters, 2009, vol. 50, # 13, p. 1501 - 1503
  • 9
  • [ 109-72-8 ]
  • [ 917-54-4 ]
  • [ 192436-83-2 ]
  • [ 1671-77-8 ]
Reference: [1] Chemical Communications, 2016, vol. 52, # 6, p. 1206 - 1209
  • 10
  • [ 109057-50-3 ]
  • [ 108-88-3 ]
  • [ 1671-77-8 ]
Reference: [1] Chemical Communications, 2017, vol. 53, # 91, p. 12337 - 12340
  • 11
  • [ 120-92-3 ]
  • [ 4463-41-6 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 2018, vol. 140, # 16, p. 5347 - 5351
  • 12
  • [ 111508-10-2 ]
  • [ 1671-77-8 ]
  • [ 111508-24-8 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987, p. 819 - 824
  • 13
  • [ 110-59-8 ]
  • [ 824-79-3 ]
  • [ 1671-77-8 ]
Reference: [1] Chemistry - A European Journal, 2011, vol. 17, # 29, p. 7996 - 7999
  • 14
  • [ 110-62-3 ]
  • [ 624-31-7 ]
  • [ 1671-77-8 ]
Reference: [1] Applied Organometallic Chemistry, 2018, vol. 32, # 2,
  • 15
  • [ 110-62-3 ]
  • [ 106-38-7 ]
  • [ 1671-77-8 ]
Reference: [1] Applied Organometallic Chemistry, 2018, vol. 32, # 2,
  • 16
  • [ 638-29-9 ]
  • [ 108-88-3 ]
  • [ 1671-77-8 ]
Reference: [1] Tetrahedron Letters, 2007, vol. 48, # 28, p. 4869 - 4872
  • 17
  • [ 108-88-3 ]
  • [ 109-52-4 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 1939, vol. 61, p. 1795
  • 18
  • [ 69519-10-4 ]
  • [ 120-92-3 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 2018, vol. 140, # 16, p. 5347 - 5351
  • 19
  • [ 120-92-3 ]
  • [ 380481-66-3 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 2018, vol. 140, # 16, p. 5347 - 5351
  • 20
  • [ 120-92-3 ]
  • [ 195062-57-8 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 2018, vol. 140, # 16, p. 5347 - 5351
  • 21
  • [ 5720-05-8 ]
  • [ 120-92-3 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 2018, vol. 140, # 16, p. 5347 - 5351
  • 22
  • [ 42930-39-2 ]
  • [ 874-60-2 ]
  • [ 1671-77-8 ]
Reference: [1] ChemCatChem, 2013, vol. 5, # 4, p. 1011 - 1019
  • 23
  • [ 111098-80-7 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987, p. 819 - 824
  • 24
  • [ 638-29-9 ]
  • [ 1671-77-8 ]
Reference: [1] Chemical Communications, 2017, vol. 53, # 91, p. 12337 - 12340
  • 25
  • [ 638-29-9 ]
  • [ 108-88-3 ]
  • [ 1671-77-8 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1910, vol. <2> 81, p. 74
[2] Bulletin de la Societe Chimique de France, 1906, vol. <3> 35, p. 233
[3] Journal of Medicinal Chemistry, 2006, vol. 49, # 4, p. 1420 - 1432
  • 26
  • [ 3115-66-0 ]
  • [ 104-85-8 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 1967, vol. 89, p. 7009 - 7014
  • 27
  • [ 109-72-8 ]
  • [ 104-85-8 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 1971, vol. 93, # 17, p. 4237 - 4242
  • 28
  • [ 20849-31-4 ]
  • [ 1671-77-8 ]
Reference: [1] Tetrahedron, 1978, vol. 34, p. 1585 - 1592
  • 29
  • [ 138525-10-7 ]
  • [ 108-88-3 ]
  • [ 1671-77-8 ]
Reference: [1] Tetrahedron Letters, 1991, vol. 32, # 40, p. 5567 - 5570
  • 30
  • [ 109-72-8 ]
  • [ 61750-20-7 ]
  • [ 1671-77-8 ]
Reference: [1] Tetrahedron Letters, 1987, vol. 28, # 14, p. 1529 - 1532
  • 31
  • [ 1889-20-9 ]
  • [ 104-85-8 ]
  • [ 1671-77-8 ]
Reference: [1] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1901, vol. 133, p. 1218
  • 32
  • [ 106-38-7 ]
  • [ 638-29-9 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of Organic Chemistry, 1991, vol. 56, # 4, p. 1445 - 1453
  • 33
  • [ 7664-39-3 ]
  • [ 108-88-3 ]
  • [ 109-52-4 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 1939, vol. 61, p. 1796
  • 34
  • [ 109-65-9 ]
  • [ 64874-44-8 ]
  • [ 1671-77-8 ]
Reference: [1] Tetrahedron, 1978, vol. 34, p. 1585 - 1592
  • 35
  • [ 680-31-9 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 1994, vol. 116, # 9, p. 4087 - 4088
  • 36
  • [ 680-31-9 ]
  • [ 1671-77-8 ]
Reference: [1] Journal of the American Chemical Society, 1994, vol. 116, # 9, p. 4087 - 4088
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 1671-77-8 ]

Aryls

Chemical Structure| 39627-61-7

[ 39627-61-7 ]

7-Methyl-2,3-dihydro-1H-inden-1-one

Similarity: 0.97

Chemical Structure| 83-33-0

[ 83-33-0 ]

2,3-Dihydro-1H-inden-1-one

Similarity: 0.97

Chemical Structure| 58446-52-9

[ 58446-52-9 ]

1-Phenylicosane-1,3-dione

Similarity: 0.97

Chemical Structure| 51015-29-3

[ 51015-29-3 ]

6-Methyl-3,4-dihydronaphthalen-1(2H)-one

Similarity: 0.97

Chemical Structure| 24644-78-8

[ 24644-78-8 ]

4-Methyl-2,3-dihydro-1H-inden-1-one

Similarity: 0.97

Ketones

Chemical Structure| 39627-61-7

[ 39627-61-7 ]

7-Methyl-2,3-dihydro-1H-inden-1-one

Similarity: 0.97

Chemical Structure| 83-33-0

[ 83-33-0 ]

2,3-Dihydro-1H-inden-1-one

Similarity: 0.97

Chemical Structure| 58446-52-9

[ 58446-52-9 ]

1-Phenylicosane-1,3-dione

Similarity: 0.97

Chemical Structure| 51015-29-3

[ 51015-29-3 ]

6-Methyl-3,4-dihydronaphthalen-1(2H)-one

Similarity: 0.97

Chemical Structure| 3469-06-5

[ 3469-06-5 ]

Bicyclo[4.2.0]octa-1,3,5-trien-7-one

Similarity: 0.97