Home Cart Sign in  
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 126726-62-3 Chemical Structure| 126726-62-3

Structure of 126726-62-3

Chemical Structure| 126726-62-3

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 126726-62-3 ]

CAS No. :126726-62-3
Formula : C9H17BO2
M.W : 168.04
SMILES Code : C=C(B1OC(C)(C)C(C)(C)O1)C
MDL No. :MFCD08276843
InChI Key :SVSUYEJKNSMKKW-UHFFFAOYSA-N
Pubchem ID :10997426

Safety of [ 126726-62-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H225-H315-H319
Precautionary Statements:P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
Class:3
UN#:1993
Packing Group:

Computational Chemistry of [ 126726-62-3 ] Show Less

Physicochemical Properties

Num. heavy atoms 12
Num. arom. heavy atoms 0
Fraction Csp3 0.78
Num. rotatable bonds 1
Num. H-bond acceptors 2.0
Num. H-bond donors 0.0
Molar Refractivity 51.85
TPSA ?

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

18.46 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

0.0
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

2.68
Log Po/w (WLOGP)?

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

2.19
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.

1.07
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

1.12
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.41

Water Solubility

Log S (ESOL):?

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

-2.5
Solubility 0.526 mg/ml ; 0.00313 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.

-2.72
Solubility 0.32 mg/ml ; 0.00191 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

-2.31
Solubility 0.831 mg/ml ; 0.00494 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.

-5.42 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

1.0
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

1.0 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)

3.18

Application In Synthesis of [ 126726-62-3 ]

* 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 [ 126726-62-3 ]

[ 126726-62-3 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 2106-50-5 ]
  • [ 126726-62-3 ]
  • [ 1417885-66-5 ]
YieldReaction ConditionsOperation in experiment
470 mg With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,4-dioxane; at 80℃; for 4h;Inert atmosphere; Synthesis of 4-fluoro-l-nitro-2-(prop-l-en-2-yl) benzene [0471] To a stirred solution of 2-chloro-4-fluoro-l -nitrobenzene (500 mg, 2.84 mmol) in 1, 4-dioxane (12 mL) under argon atmosphere were added 4, 4, 5, 5-tetramethyl-2-(prop-l- en-2-yl)-l, 3, 2-dioxaborolane (569 mg, 3.39 mmol), sodium carbonate (359 mg, 3.39 mmol), water (2.8 mL) at RT and purged under argon for 10 min. Pd(PPh3)2Cl2 (157 mg, 0.22 mmol) was then added to the reaction mixture and heated at 80 C for 4 h. After consumption of the starting materials (monitored by TLC), the reaction was filtered and the filtrate was concentrated in vacuo. The residue was diluted with water (50 mL) and extracted with CH2C12 (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to afford 4-fluoro-l-nitro-2-(prop-l-en-2-yl) benzene (470 mg) as an off-white solid. LCMS: 182 (M+1); (column; X-Select CSH C-18 (50 3.0 mm, 3.5 mupiiota); RT 3.81 min 0.05% Aq TFA: ACN; 0.80 mL/min); TLC: 5% EtOAc/hexanes (R/. 0.6).
  • 2
  • [ 53312-82-6 ]
  • [ 126726-62-3 ]
  • 4-amino-2-(prop-1-en-2-yl)benzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
93% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In 1,4-dioxane; water; at 80℃;Inert atmosphere; To a 500 mL round-bottomed flask were added <strong>[53312-82-6]4-amino-2-bromobenzonitrile</strong> (7.00 g, 35.5 mmol), 4,4,5,5-tetramethyl-2-(prop-l-en-2-yl)-l,3,2-dioxaborolane (6.87 g, 40.9 mmol), potassium carbonate (9.82 g, 71.1 mmol), followed by 1,4-dioxane (90 mL), water (45 mL) and PdCl2(dppf)-CH2Cl2 (0.087 g, 0.107 mmol). Argon was bubbled through the suspension and the flask was sealed and heated at 80 C overnight. The reaction mixture was diluted with EtOAc, washed with brine and the organic layer was separated, dried over sodium sulfate, filtered and concentrated. The crude material was purified by silica gel chromatography eluting with a gradient from 0 to 50% of a 10% solution of 2 N ammonia in methanol in ethyl acetate in DCM to afford 4-amino-2-(prop- l-en-2-yl)benzonitrile (5.23 g, 33.1 mmol, 93% yield). ES [MS] m/z: 159.12 [M+H]+. NMR (400 MHz, CDCh) delta 7.47-7.42 (m, 1H), 6.58 (dq, J=4.5, 2.4 Hz, 2H), 5.33 (quin, J=1A Hz, 1H), 5.26-5.22 (m, 1H), 4.22-4.09 (m, 2H), 2.17 (dd, J=1.5, 1.0 Hz, 3H), 1.31-1.29 (m, 2H).
  • 3
  • [ 438554-45-1 ]
  • [ 126726-62-3 ]
  • 5-nitro-4-(prop-1-en-2-yl)-2-(trifluoromethyl)pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 80℃; for 3.0h;Inert atmosphere; A mixture of <strong>[438554-45-1]4-chloro-5-nitro-2-(trifluoromethyl)pyridine</strong> (500 mg, 2.21 mmol), 4,4,5,5-tetramethyl-2-(prop-l-en-2-yl)-l,3,2-dioxaborolane (0.41 g, 2.43 mmol), Pd(dppf)Cl2 (0.16 g, 0.22 mmol) and K2C03 (0.76 g, 5.52 mmol) in l,4-dioxane (8 mL) and H20 (2 mL) were stirred at 80C for 3 hours under a nitrogen atmosphere. After cooling to room temperature, the reaction mixture was concentrated. The crude residue was purified by silica gel column (0- 10% EtOAc in petroleum ether) to give 5-nitro-4-(prop-l-en-2-yl)-2-(trifluoromethyl)pyridine (420 mg, yield: 82%) as a light yellow solid. 1H NMR (400 MHz, CDCl3) 5 = 9.12 (s, 1H), 7.69 (s, 1H), 5.40 (s, 1H), 5.15 (s, 1H), 2.14 (s, 3H)
  • 4
  • [ 885588-14-7 ]
  • [ 126726-62-3 ]
  • methyl 5-fluoro-2-(prop-1-en-2-yl)isonicotinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% Preparation 34A methyl 5-fluoro-2-(prop-1-en-2-yl)isonicotinate A mixture of <strong>[885588-14-7]methyl 2-bromo-5-fluoroisonicotinate</strong> (900 mg, 3.85 mmol), 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (712 mg, 4.24 mmol), Pd(Amphos)Cl2 (272 mg, 0.0385 mmol) and K2CO3 (1.6 g, 11.6 mmol) in toluene (15 mL) and MeOH (10 mL) was stirred at 65 C. for 2 hours under nitrogen atmosphere. After cooled to rt, the resulting mixture was filtered, concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (PE/EA=20/1) to afford methyl 5-fluoro-2-(prop-1-en-2-yl)isonicotinate (510 mg, 68%) as a yellow oil. MS ESI calculated for C10H10FNO2 [M+H]+, 196.07, found 196.00.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 126726-62-3 ]

Organoborons

Chemical Structure| 72824-04-5

A115496 [72824-04-5]

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Similarity: 0.81

Chemical Structure| 24388-23-6

A105502 [24388-23-6]

4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane

Similarity: 0.80

Chemical Structure| 196212-27-8

A153212 [196212-27-8]

1,3-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

Similarity: 0.80

Chemical Structure| 365564-05-2

A188038 [365564-05-2]

1,3,5-Tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

Similarity: 0.80

Chemical Structure| 99770-93-1

A199169 [99770-93-1]

1,4-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

Similarity: 0.80

Alkenyls

Chemical Structure| 72824-04-5

A115496 [72824-04-5]

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Similarity: 0.81

Chemical Structure| 126689-00-7

A170089 [126689-00-7]

4,4,5,5-Tetramethyl-2-(2-methylprop-1-en-1-yl)-1,3,2-dioxaborolane

Similarity: 0.78

Chemical Structure| 287944-10-9

A106873 [287944-10-9]

2-(Cyclopent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Similarity: 0.75

Chemical Structure| 141091-37-4

A201110 [141091-37-4]

2-(Cyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Similarity: 0.75

Chemical Structure| 154820-99-2

A850787 [154820-99-2]

2-(3,3-Dimethylbut-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Similarity: 0.74

Aliphatic Chain Hydrocarbons

Chemical Structure| 61676-62-8

A207793 [61676-62-8]

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Similarity: 0.56