[ CAS No. 18979-55-0 ] {[proInfo.proName]}

Name: 18979-55-0|4-(Hexyloxy)phenol|98%
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SKU: A317715
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Quality Control of [ 18979-55-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 18979-55-0 ]

SDS Specification

Alternatived Products of [ 18979-55-0 ]

Product Details of [ 18979-55-0 ]

CAS No. :	18979-55-0	MDL No. :	MFCD00002337
Formula :	C₁₂H₁₈O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XIIIHRLCKLSYNH-UHFFFAOYSA-N
M.W :	194.27	Pubchem ID :	29354
Synonyms :

Calculated chemistry of [ 18979-55-0 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.5
Num. rotatable bonds :	6
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	58.99
TPSA :	29.46 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.67 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.8
Log Po/w (XLOGP3) :	3.97
Log Po/w (WLOGP) :	3.35
Log Po/w (MLOGP) :	2.67
Log Po/w (SILICOS-IT) :	3.1
Consensus Log Po/w :	3.18

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.47
Solubility :	0.0663 mg/ml ; 0.000341 mol/l
Class :	Soluble
Log S (Ali) :	-4.29
Solubility :	0.00997 mg/ml ; 0.0000513 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-3.98
Solubility :	0.0205 mg/ml ; 0.000105 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	1.77

Safety of [ 18979-55-0 ]

Signal Word:	Danger	Class:	9
Precautionary Statements:	P261-P273-P280-P305+P351+P338	UN#:	3077
Hazard Statements:	H302-H315-H318-H335-H411	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 18979-55-0 ]

* 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 [ 18979-55-0 ]
Downstream synthetic route of [ 18979-55-0 ]

[ 18979-55-0 ] Synthesis Path-Upstream 1~18

1
[ 111-25-1 ]
[ 123-31-9 ]
[ 18979-55-0 ]

Reference： [1] Dalton Transactions, 2017, vol. 46, # 3, p. 899 - 906
[2] Reactive and Functional Polymers, 2010, vol. 70, # 4, p. 217 - 222
[3] Crystal Growth and Design, 2015, vol. 15, # 7, p. 3332 - 3338
[4] Molecular crystals and liquid crystals, 1982, vol. 88, # 1-4, p. 81 - 86
[5] Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1995, vol. 268, p. 21 - 44
[6] Journal of Medicinal Chemistry, 2002, vol. 45, # 6, p. 1348 - 1362
[7] Russian Journal of General Chemistry, 2008, vol. 78, # 8, p. 1559 - 1564
[8] Molecular Crystals and Liquid Crystals, 2009, vol. 506, p. 3 - 12
[9] Journal of Polymer Science, Part A: Polymer Chemistry, 2012, vol. 50, # 24, p. 5023 - 5031

2
[ 67399-85-3 ]
[ 18979-55-0 ]

Yield	Reaction Conditions	Operation in experiment
8.84 g	With 5%-palladium/activated carbon; hydrogen In methanol; ethyl acetate for 16 h;	A mixture of l-(benzyloxy)-4-(hexyloxy)benzene (12.97 g) and 5percent Pd/C (1.2 g) in 200 mL of 1: 1 MeOH/EA was stirred under hydrogen for 16 hr. Starting material was consumed, as seen by TLC analysis. The reaction mixture was filtered through Celite, the solvents were exchanged to 12percent EA/Hex, and the mixture was filtered through a pad of silica gel and concentrated to give 8.84 g of 4-(hexyloxy)phenol. R 0.21 (10percent EA/Hex); 1H NMR (CDC1₃) δ 6.80-6.72 (m, 4H), 3.88 (t, 2H, J=6.7 Hz), 1.79-1.68 (m, 2H), 1.48-1.30 (m, 6H), 0.91- 0.86 (m, 3H).

Reference： [1] Patent: WO2014/120995, 2014, A2, . Location in patent: Page/Page column 100
[2] Molecular Crystals and Liquid Crystals, 2013, vol. 570, # 1, p. 20 - 35
[3] RSC Advances, 2015, vol. 5, # 127, p. 105066 - 105078

3
[ 637-88-7 ]
[ 111-27-3 ]
[ 67399-93-3 ]
[ 18979-55-0 ]

Reference： [1] European Journal of Organic Chemistry, 2013, # 26, p. 5902 - 5916
[2] European Journal of Organic Chemistry, 2013, # 26, p. 5902 - 5916

4
[ 123-31-9 ]
[ 111-27-3 ]
[ 18979-55-0 ]

Reference： [1] Chemical and Pharmaceutical Bulletin, 1994, vol. 42, # 3, p. 570 - 575
[2] Chemical and Pharmaceutical Bulletin, 1994, vol. 42, # 3, p. 576 - 579
[3] Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 9.1, p. 1609 - 1611[4] Zhurnal Organicheskoi Khimii, 1991, vol. 27, # 9, p. 1828 - 1831

5
[ 103-16-2 ]
[ 18979-55-0 ]

Reference： [1] Molecular Crystals and Liquid Crystals, 2013, vol. 570, # 1, p. 20 - 35
[2] Patent: WO2014/120995, 2014, A2,
[3] RSC Advances, 2015, vol. 5, # 127, p. 105066 - 105078

6
[ 142627-91-6 ]
[ 18979-55-0 ]

Reference： [1] Chemical Communications, 2018, vol. 54, # 38, p. 4834 - 4837

7
[ 111-25-1 ]
[ 18979-55-0 ]

Reference： [1] Patent: WO2014/120995, 2014, A2,
[2] RSC Advances, 2015, vol. 5, # 127, p. 105066 - 105078

8
[ 111-25-1 ]
[ 123-31-9 ]
[ 67399-93-3 ]
[ 18979-55-0 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1993, vol. 130, p. 475 - 480

9
[ 1142-39-8 ]
[ 18979-55-0 ]

Reference： [1] Chemistry - A European Journal, 2010, vol. 16, # 31, p. 9511 - 9524

10
[ 123-31-9 ]
[ 18979-55-0 ]

Reference： [1] Molecular Crystals and Liquid Crystals, 2013, vol. 570, # 1, p. 20 - 35

11
[ 4286-55-9 ]
[ 123-31-9 ]
[ 18979-55-0 ]

Reference： [1] Chemical Communications, 2018, vol. 54, # 38, p. 4834 - 4837

12
[ 111-25-1 ]
[ 127-09-3 ]
[ 142-92-7 ]
[ 18979-55-0 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1993, vol. 130, p. 475 - 480

13
[ 111-25-1 ]
[ 124-41-4 ]
[ 4747-07-3 ]
[ 67399-93-3 ]
[ 18979-55-0 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1993, vol. 130, p. 475 - 480

14
[ 111-25-1 ]
[ 554-13-2 ]
[ 57272-09-0 ]
[ 67399-93-3 ]
[ 18979-55-0 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1993, vol. 130, p. 475 - 480

15
[ 111-25-1 ]
[ 123-31-9 ]
[ 67399-93-3 ]
[ 18979-55-0 ]
[ 111-27-3 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1993, vol. 130, p. 475 - 480

16
[ 3839-35-8 ]
[ 30008-10-7 ]
[ 67399-93-3 ]
[ 18979-55-0 ]

Reference： [1] Yakugaku Zasshi, 1954, vol. 74, p. 872[2] Chem.Abstr., 1955, p. 9542

17
[ 111-25-1 ]
[ 123-31-9 ]
[ 57272-09-0 ]
[ 67399-93-3 ]
[ 18979-55-0 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1993, vol. 130, p. 475 - 480

18
[ 110-54-3 ]
[ 106-51-4 ]
[ 18979-55-0 ]
[ 123-31-9 ]

Reference： [1] Russian Journal of General Chemistry, 2008, vol. 78, # 8, p. 1529 - 1532

[ 18979-55-0 ] Synthesis Path-Downstream 1~8

1
[ 59662-47-4 ]
[ 18979-55-0 ]
[ 61733-33-3 ]

Reference： [1]Patent: FR2288732,1976,
Patent: DE2450088,1976,
Chem.Abstr.,1976,vol. 85

2
[ 56363-84-9 ]
[ 18979-55-0 ]
2-Chloro-4-hydroxy-benzoic acid 4-hexyloxy-phenyl ester [ No CAS ]

Reference： [1]Molecular Crystals and Liquid Crystals (1969-1991),1984,vol. 116,p. 47 - 56

3
[ 20651-71-2 ]
[ 18979-55-0 ]
[ 38454-28-3 ]

Reference： [1]Zeitschrift fur Naturforschung. Teil B: Chemie, Biochemie, Biophysik, Biologie,1972,vol. 27,p. 774 - 779

4
[ 1486-51-7 ]
[ 18979-55-0 ]
[ 148731-15-1 ]

Yield	Reaction Conditions	Operation in experiment
87%	With dmap; dicyclohexyl-carbodiimide In chloroform at 20℃;
	With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 3h;	1.1 4-(benzyloxy)benzoic acid (20.0 g, 87.6 mmol), 4-(hexyloxy)phenol (17.0 g, 87.6 mmol), N,N'-dicyclohexylcarbodiimide (21.7 g, 105 mmol) and 4-dimethylaminopyridine (535 mg, 4.38 mmol) were dissolved in 300 mL of methylene chloride. The resulting solution was stirred for 3 hours at room temperature. Then, 300 mL of pure water was added thereto, and then the resulting liquid was filtered to remove insoluble matters. Thereafter, the obtained solution was subjected to separation operation, and the resulting methylene chloride solution was washed with a saturated aqueous sodium chloride solution and dried over magnesium sulfate. After methylene chloride was distilled off, the resulting solid matter was washed with methanol. Thereby, a white solid compound, 4-(hexyloxy)phenyl 4-(benzyloxy)benzoate (24.9 g) was obtained.

Reference： [1]Shreenivasa Murthy; Sadashiva [Journal of Materials Chemistry, 2005, vol. 15, # 20, p. 2056 - 2064]
[2]Current Patent Assignee: FUJIFILM HOLDINGS CORP. - US2012/238774, 2012, A1 Location in patent: Page/Page column 31-32

5
[ 500-05-0 ]
[ 18979-55-0 ]
6-oxo-6<i>H</i>-pyran-3-carboxylic acid 4-hexyloxy-phenyl ester [ No CAS ]

Reference： [1]Molecular Crystals and Liquid Crystals,2005,vol. 439,p. 209/[2075]-220/[2086]

6
[ 57090-45-6 ]
[ 18979-55-0 ]
(R)-3-(4-hexyloxyphenoxy)propane-1,2-diol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With sodium hydroxide; In ethanol; at 50℃; for 15h;	General procedure: To a solution of 15 mmol of an appropriate phenol 3-3g in 9 mL of EtOH was added at stirring a solution of 0.72 g (18 mmol) of NaOH in 3 mL of water. The mixture was boiled at stirring for 2 h, cooled to 50C, and was added by portions a solution of 1.95 g (17.6 mmol) of rac- or (R)-3-chloropropane-1,2-diol in 3 mL of EtOH. The mixture was boiled at stirring for ~15 h. The reaction completion was fixed by TLC (Rf of reaction products ~0.2, eluent hexane-EtOAc, 6 : 4). On cooling the reaction mixture was diluted with water (70 mL), the reaction products were extracted with Et2O (3 × 60 mL). The combined extracts were washed with 1 M water solution of NaOH (15 mL) to remove phenol residues and dried with MgSO4. The solvent was removed in a vacuum. The crystalline residue was purified by column chromatography on silica gel (eluent hexane-EtOAc,8 : 2-4 : 6). The recrystallization was done from amixture hexane-EtOAc, 5 : 1. NMR spectra of obtained diols (R)-1-1g are identical to the spectra of racemic analogs.

Reference： [1]Russian Journal of Organic Chemistry,2015,vol. 51,p. 202 - 209
Zh. Org. Khim.,2015,vol. 51,p. 214 - 221

7
[ 18979-55-0 ]
[ 600727-96-6 ]
4-hexoxyphenyl [2,6-di(pyrazol-1-yl)pyrid-4-yl]carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
31%	With dmap; dicyclohexyl-carbodiimide In dichloromethane for 48h;

Reference： [1]Galadzhun, Iurii; Kulmaczewski, Rafal; Cespedes, Oscar; Yamada, Mihoko; Yoshinari, Nobuto; Konno, Takumi; Halcrow, Malcolm A. [Inorganic Chemistry, 2018, vol. 57, # 21, p. 13761 - 13771]

8
[ 2065-37-4 ]
[ 18979-55-0 ]
2‐(4‐(hexyloxy)phenoxy)naphthalene‐1,4‐dione [ No CAS ]

Reference： [1]Archiv der Pharmazie,2020,vol. 353

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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H251	Self-heating; may catch fire
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H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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[ CAS No. 18979-55-0 ] {[proInfo.proName]}

Quality Control of [ 18979-55-0 ]

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Product Details of [ 18979-55-0 ]

Calculated chemistry of [ 18979-55-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 18979-55-0 ]

Application In Synthesis of [ 18979-55-0 ]

[ 18979-55-0 ] Synthesis Path-Upstream 1~18

[ 18979-55-0 ] Synthesis Path-Downstream 1~8

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry