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[ CAS No. 928-51-8 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
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Chemical Structure| 928-51-8
Chemical Structure| 928-51-8
Structure of 928-51-8 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 928-51-8 ]

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Product Details of [ 928-51-8 ]

CAS No. :928-51-8 MDL No. :MFCD00002967
Formula : C4H9ClO Boiling Point : -
Linear Structure Formula :Cl(CH2)4OH InChI Key :HXHGULXINZUGJX-UHFFFAOYSA-N
M.W : 108.57 Pubchem ID :13569
Synonyms :
Chemical Name :4-Chlorobutan-1-ol

Calculated chemistry of [ 928-51-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 6
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 27.3
TPSA : 20.23 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.36 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.6
Log Po/w (XLOGP3) : 0.85
Log Po/w (WLOGP) : 1.0
Log Po/w (MLOGP) : 1.16
Log Po/w (SILICOS-IT) : 1.1
Consensus Log Po/w : 1.14

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 3.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.85
Solubility : 15.3 mg/ml ; 0.141 mol/l
Class : Very soluble
Log S (Ali) : -0.86
Solubility : 15.1 mg/ml ; 0.139 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.48
Solubility : 3.64 mg/ml ; 0.0335 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.55

Safety of [ 928-51-8 ]

Signal Word:Danger Class:3,8
Precautionary Statements:P210-P233-P234-P240-P241-P242-P243-P261-P264-P270-P271-P273-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P363-P370+P378-P390-P403+P233-P403+P235-P405-P406-P501 UN#:2924
Hazard Statements:H226-H290-H302-H314-H335-H351 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 928-51-8 ]

* 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.

  • Downstream synthetic route of [ 928-51-8 ]

[ 928-51-8 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 110-91-8 ]
  • [ 928-51-8 ]
  • [ 5835-79-0 ]
YieldReaction ConditionsOperation in experiment
35% EXAMPLE 3; l -(4-Hydroxybutyl)morpholine was prepared as follows. In a 250 mL flask was mixed morpholine (65.5 g, 750 mmol), 4-chlorobutanol (27.2 g, 250 mmol), sodium iodide (3.8 g, 25 mmol) and 75 mL of dioxane. The reaction was heated to reflux. <n="76"/>After 2 days the reaction was allowed to cool to ambient temperature. Solvent was removed by rotary evaporation leaving a brown oil. The oil was dissolved in 100 mL of 2N NaOH, extracted with EtOAc and dried over Na2SO4. After filtration of the drying agent solvent was removed in vacuo leaving an orange oil. The oil was distilled (90 0C, 1 mm Hg), leaving 1 - (4-hydroxylbutyl)morpholine ( 13.9 g, 87 mmol, 35 % yield) as a colorless oil.
  • 2
  • [ 928-51-8 ]
  • [ 1813-33-8 ]
  • [ 131084-28-1 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In tetrahydrofuran; tetrahydrofuran, ethyl bromide; EXAMPLE 17 1'-[4-[1-(4-Fluorophenyl)-5-trifluoromethylindazol-3-yl]-1-butyl]spiro]isobenzofuran-1(3H),4'-piperidine], 17a. To a suspension of magnesium turnings (135 g) in 300 ml of dry tetrahydrofuran, ethyl bromide (140 g) dissolved in 500 ml of dry tetrahydrofuran was slowly added followed by reflux for 20 min. A solution of 4-chloro-1-butanol (274 g) in 500 ml of tetrahydrofuran was added dropwise at reflux temperature. After stirring for 20 min, the Grignard solution was filtered and added portionwise to a solution of <strong>[1813-33-8]2-chloro-4-trifluoromethyl-benzonitril</strong> (200 g) in 600 ml of dry tetrahydrofuran. The reaction mixture was stirred for 16 h at room temperature followed by addition af 2N hydrochloric acid and ice. Extraction with ether, drying of the ether phase over magnesium sulfate and removal of solvent in vacuo left a viscous oil which was applied to a silica gel column (eluent:dichloromethane/ether=3:1) giving 4-(2-chloro-5-trifluoromethylbenzoyl)-1-butanol (101 g) as an oil.
  • 3
  • [ 928-51-8 ]
  • [ 14437-03-7 ]
  • 4-chlorobutyl tosylcarbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% at 100℃; for 0.333333h;Sealed tube; Microwave irradiation; General procedure: The 4-substituted methyl (phenylsulfonyl)carbamate was dissolved in the chosen alcohol (2 mL) in a microwave vial, which was closed using an aluminum open-top seal with PTFE-faced septum. The reaction mixture was heated under microwave irradiation at 100-120 oC for 20-60 min. The crude reaction mixture was concentrated under reduced pressure and the residue was purified using silica gel column chromatography to yield the desired (aryl)carbamate.
  • 4
  • [ 928-51-8 ]
  • [ 6223-83-2 ]
  • C18H15ClO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.84 g With toluene-4-sulfonic acid; In toluene; at 90℃; for 5.0h;Dean-Stark; In the reaction (R-3), the compound (A-1) and the compound (B-1) were reacted to obtain a compound (C-1). Hereinafter, the compound (A-1) is sometimes described as the first raw material of the reaction (R-3) and the compound (B-1) is described as the second raw material of the reaction (R-3). 2.24 g (0.01 mol) of the compound (A-1), 3.26 g (0.03 mol) of the compound (B-1) and toluene (100 mL) were added to the flask, The contents of the flask were dissolved. Into the flask, p-toluenesulfonic acid (0.001 mol) was added. The flask was set in a Dean-Stark apparatus. The content of the flask was heated at 90 C. for 5 hours, It was refluxed while dehydrating. The content of the obtained flask was depressurized, Toluene was distilled off. Ion exchanged water was added to the mixture after distillation under reduced pressure, and the mixture was extracted with chloroform. After drying the obtained organic layer, The organic layer was depressurized and chloroform was distilled off. As a result, the compound (C-1) was obtained as a crude product. The yield of the compound (C-1) was 2.84 g, and the yield of the compound (C-1) from the compound (A-1) was 90 mol%.
  • 5
  • [ 928-51-8 ]
  • [ 381-98-6 ]
  • C8H10ClF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
34 g With toluene-4-sulfonic acid; In di-isopropyl ether; cyclohexene; for 12h;Dean-Stark; Reflux; In a reaction vessel equipped with a Dean-Stark apparatus, 20.0 g of a compound represented by the formula (D-6-4)28.4 g of 2-trifluoromethylacrylic acid,1.8 g of p-toluenesulfonic acid monohydrate,300 mL of cyclohexane,150 mL of diisopropyl ether was added.And heated under reflux for 12 hours while removing water.It was diluted with dichloromethane and washed sequentially with a 5% aqueous sodium hydrogen carbonate solution and brine.Purification was carried out by column chromatography (silica gel, dichloromethane)34.0 g of a compound represented by the formula (D-6-5) was obtained.
34 g With toluene-4-sulfonic acid; In di-isopropyl ether; cyclohexane; for 12h;Dean-Stark; Reflux; 20.0 g of the compound represented by the formula (I-6-10), 28.4 g of acrylic acid, 1.8 g of p-toluenesulfonic acid monohydrate, 300 mL of cyclohexane and 150 mL of diisopropyl ether were put into a reactor equipped with a Dean-Stark apparatus, and heated under reflux for 12 hours while removing water. This was diluted with dichloromethane, and washed sequentially with an aqueous solution of 5% sodium hydrogencarbonate, and salt water. Purification through column chromatography (silica gel, dichloromethane) gave 34.0 g of the compound of the formula (I-6-12).
  • 6
  • [ 5521-61-9 ]
  • [ 928-51-8 ]
  • C10H13ClN2O2 [ No CAS ]
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