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Chemical Structure| 3452-97-9 Chemical Structure| 3452-97-9

Structure of 3452-97-9

Chemical Structure| 3452-97-9

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Product Details of [ 3452-97-9 ]

CAS No. :3452-97-9
Formula : C9H20O
M.W : 144.25
SMILES Code : CC(C)(C)CC(C)CCO
MDL No. :MFCD00036138
InChI Key :BODRLKRKPXBDBN-UHFFFAOYSA-N
Pubchem ID :18938

Safety of [ 3452-97-9 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H313-H315-H319-H360-H373-H401-H227
Precautionary Statements:P501-P273-P260-P270-P202-P210-P201-P264-P280-P302+P352-P370+P378-P312-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P403+P235-P405
Class:9
UN#:3082
Packing Group:

Computational Chemistry of [ 3452-97-9 ] Show Less

Physicochemical Properties

Num. heavy atoms 10
Num. arom. heavy atoms 0
Fraction Csp3 1.0
Num. rotatable bonds 4
Num. H-bond acceptors 1.0
Num. H-bond donors 1.0
Molar Refractivity 46.28
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

20.23 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.47
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

2.96
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

2.44
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

2.54
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

2.08
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.5

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-2.34
Solubility 0.667 mg/ml ; 0.00462 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-3.05
Solubility 0.129 mg/ml ; 0.000896 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-2.14
Solubility 1.04 mg/ml ; 0.00721 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-5.08 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.81

Application In Synthesis of [ 3452-97-9 ]

* 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 [ 3452-97-9 ]

[ 3452-97-9 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 79-14-1 ]
  • [ 3452-97-9 ]
  • glycolic acid-(3,5,5-trimethyl-hexyl ester) [ No CAS ]
  • 2
  • [ 110-94-1 ]
  • [ 3452-97-9 ]
  • glutaric acid bis-(3,5,5-trimethyl-hexyl ester) [ No CAS ]
  • 3
  • [ 124-04-9 ]
  • [ 3452-97-9 ]
  • [ 20270-50-2 ]
  • 5
  • [ 139-13-9 ]
  • [ 3452-97-9 ]
  • nitrilotri-acetic acid tris-(3,5,5-trimethyl-hexyl ester) [ No CAS ]
  • 6
  • [ 3452-97-9 ]
  • [ 420-05-3 ]
  • allophanic acid-(3,5,5-trimethyl-hexyl ester) [ No CAS ]
  • 7
  • [ 3452-97-9 ]
  • [ 557-40-4 ]
  • [ 89585-64-8 ]
  • 8
  • [ 3452-97-9 ]
  • [ 62061-45-4 ]
  • (2,4,4-trimethyl-pent-1-enyl)-phosphonic acid bis-(3,5,5-trimethyl-hexyl ester) [ No CAS ]
  • 9
  • [ 3452-97-9 ]
  • [ 623163-66-6 ]
  • 11
  • [ 3452-97-9 ]
  • [ 72386-53-9 ]
YieldReaction ConditionsOperation in experiment
Examples of organoleptic alcohols and phenols include:amyl alcohol...3-methyl-but-2-en-1-ol*3-methyl-1-pentanolcis-3-hexenol*cis-4-hexenol*3,5,5-trimethyl hexanol3,4,5,6,6-pentamethylheptan-2-ol*citronellol*geraniol*...
Non-limiting examples of alcohols generated from the compounds of the present invention include primary, secondary and tertiary alcohols and phenols such as:amyl alcohol;...3-methyl-but-2-en-1-ol*;3-methyl-1-pentanol;cis-3-hexenol*;cis-4-hexenol*;3,5,5-trimethyl-hexanol;3,4,5,6,6-pentamethylheptan-2-ol*;citronellol*;geraniol*;...
Examples of organoleptic monoalcohols and phenols constituting the residue R- in the compounds of formula I and generated upon cleavage are:amyl alcohol...3-methyl-but-2-en-1-ol*3-methyl-1-pentanolcis-3-hexenol*cis-4-hexenol*3,5,5-trimethyl hexanol3,4,5,6,6-pentamethylheptan-2-ol*citronellol*geraniol*...
Compounds of formula I may generate the following alcohols and phenols:amyl alcohol...3-methyl-but-2-en-1-ol*3-methyl-1-pentanolcis-3-hexenol*cis-4-hexenol*3,5,5-trimethyl-hexanol3,4,5,6,6-pentamethylheptan-2-ol*citronellol*geraniol*...

  • 13
  • [ 3452-97-9 ]
  • [ 50915-80-5 ]
YieldReaction ConditionsOperation in experiment
78% With sulfuric acid; hydrogen bromide; In water; at 120℃; for 5h; Specifically, 3,5,5-trimethyl hexanol 70g and 47percent bromide bromine aqueous solutionand 84g and sulfuric acid 16g to 5 hours at 120 .Hexane was added to the obtained reaction solution, washed with water three times, and then hexane was distilled off to obtain 3,5,5-trimethyl-1-bromohexane (78 molpercent).
  • 14
  • [ 3452-97-9 ]
  • [ 4316-65-8 ]
  • 18
  • [ 3452-97-9 ]
  • [ 36400-98-3 ]
YieldReaction ConditionsOperation in experiment
100% With 3,5,5-trimethyl hexanal; hydrogen; zinc(II) oxide; at 230℃; for 5h;Catalytic behavior; A 100 mL flask equipped with a condenser packed at the bottom with MS4A was charged with 25.7 g of TMHOL as the starting material, 1.00 g (10 mol percent with respect to the starting material) of potassium hydroxide (KOH) (granular; guaranteed reagent from Wako Pure Chemical Industries, Ltd.; purity, ?85percent) as the base, and 2.5 g (9.9 mol percent with respect to the starting material) of TMHAL as the catalyst. Next, the mixture was reacted for 5 hours in an oil bath set to 230° C. while blowing (bubbling) 0.1 L/min of hydrogen gas (compressed hydrogen gas, from Toho Sakata Suiso KK) into the mixture under stirring. The mixture was then cooled to room temperature (about 23° C.), and the blowing of hydrogen gas was stopped. The product peak retention time was confirmed by GC to agree with the retention time for the reference material. The peak portion was then analyzed by GC-MS, and the molecular weight and degradation product pattern were confirmed to agree with those for the reference material. The reaction product obtained was the target substance 2-(4,4-dimethylpentan-2-yl)-5,7,7-trimethyl-1-octanol, and the yield was 90.5percent. As used herein, the ?yield? means the ratio of the amount of target product actually obtained to the amount of target product that can be obtained from the entire charged amount of the starting material, and is a value determined by the following formula. Yield (percent)=amount of target product (mol)/amount of starting material charged (mol)×2×100
  • 20
  • [ 3452-97-9 ]
  • phosphoric acid diphenyl ester-(3,5,5-trimethyl-hexyl ester) [ No CAS ]
  • 22
  • [ 3452-97-9 ]
  • [ 96-97-9 ]
  • [ 155388-66-2 ]
  • 23
  • [ 3452-97-9 ]
  • [ 135696-94-5 ]
  • [ 135696-78-5 ]
  • 24
  • [ 3452-97-9 ]
  • [ 917831-75-5 ]
  • 25
  • [ 3452-97-9 ]
  • [ 644-97-3 ]
  • [ 63592-57-4 ]
  • 26
  • [ 3452-97-9 ]
  • [ 1079-66-9 ]
  • [ 917831-78-8 ]
  • 27
  • [ 110-87-2 ]
  • [ 3452-97-9 ]
  • 2-(3,5,5-trimethyl-hexyloxy)-tetrahydro-pyran [ No CAS ]
  • 28
  • [ 110-52-1 ]
  • [ 3452-97-9 ]
  • [ 102547-12-6 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; tetrabutylammomium bromide; In water; Preparation Example 2 Into a 2 liter glass flask, 317 g of <strong>[3452-97-9]3,5,5-trimethylhexanol</strong>, 216 g of 1,4-dibromobutane, 14.3 g of tetrabutylammonium bromide and 442 g of a 52percent by mass aqueous solution of sodium hydroxide were placed, and the reaction was allowed to proceed at 70° C. for 8 hours under stirring. After the reaction was completed, the reaction mixture was transferred to a separatory funnel, and the aqueous phase was removed by filtration. The remaining organic phase was washed with 500 ml of water 5 times. From the organic phase, 1,4-bis(3,5,5-trimethylhexoxy)butane was separated by distillation under a reduced pressure.
  • 29
  • [ 3452-97-9 ]
  • Nα,Nα'-oxalyl-bis(Nε-lauroyl-L-lysine 3,5,5-trimethylhexyl ester) [ No CAS ]
  • 30
  • [ 3452-97-9 ]
  • silver contact [ No CAS ]
  • [ 154737-82-3 ]
  • 31
  • [ 3452-97-9 ]
  • silver contact [ No CAS ]
  • 2-hydroxy-5-{N-[(2,5-dihydroxyphenyl)methylidene]amino}benzoic acid 3,5,5-trimethylhexyl ester [ No CAS ]
  • 32
  • [ 3452-97-9 ]
  • silver contact [ No CAS ]
  • 5-(2,5-Dihydroxy-benzylamino)-2-hydroxy-benzoic acid 3,5,5-trimethyl-hexyl ester [ No CAS ]
  • 33
  • [ 3452-97-9 ]
  • [ 14103-61-8 ]
  • 34
  • [ 3452-97-9 ]
  • [ 859995-32-7 ]
  • 35
  • [ 3452-97-9 ]
  • [ 3035-75-4 ]
 

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