[ CAS No. 5337-93-9 ] {[proInfo.proName]}

Name: 5337-93-9|4'-Methylpropiophenone|97%
Brand: Ambeed
SKU: A913646
Price: 6.0 USD
Availability: InStock
Rating: 93 (30 reviews)

,{[proInfo.pro_purity]}

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

DV 2D 3D

3d Animation Molecule Structure of 5337-93-9

Structure of 5337-93-9 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 5337-93-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 5337-93-9 ]

SDS Specification

Alternatived Products of [ 5337-93-9 ]

Product Details of [ 5337-93-9 ]

CAS No. :	5337-93-9	MDL No. :	MFCD00009312
Formula :	C₁₀H₁₂O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PATYHUUYADUHQS-UHFFFAOYSA-N
M.W :	148.20	Pubchem ID :	21429
Synonyms :

Calculated chemistry of [ 5337-93-9 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.3
Num. rotatable bonds :	2
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	46.41
TPSA :	17.07 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.38 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.18
Log Po/w (XLOGP3) :	2.57
Log Po/w (WLOGP) :	2.59
Log Po/w (MLOGP) :	2.4
Log Po/w (SILICOS-IT) :	2.98
Consensus Log Po/w :	2.54

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.65
Solubility :	0.332 mg/ml ; 0.00224 mol/l
Class :	Soluble
Log S (Ali) :	-2.58
Solubility :	0.393 mg/ml ; 0.00265 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.5
Solubility :	0.0463 mg/ml ; 0.000313 mol/l
Class :	Soluble

Medicinal Chemistry

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

Safety of [ 5337-93-9 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P301+P312-P302+P352-P304+P340-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 5337-93-9 ]

* 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.

Upstream synthesis route of [ 5337-93-9 ]
Downstream synthetic route of [ 5337-93-9 ]

[ 5337-93-9 ] Synthesis Path-Upstream 1~3

1
[ 123-62-6 ]
[ 108-88-3 ]
[ 2040-14-4 ]
[ 5337-93-9 ]

Reference： [1] Synthetic Communications, 1997, vol. 27, # 5, p. 777 - 780
[2] Synthetic Communications, 1997, vol. 27, # 5, p. 777 - 780
[3] Bulletin of the Chemical Society of Japan, 2003, vol. 76, # 5, p. 1071 - 1074

2
[ 123-62-6 ]
[ 108-88-3 ]
[ 2040-14-4 ]
[ 5337-93-9 ]
[ 51772-30-6 ]

Reference： [1] Chemical Communications, 2005, # 7, p. 903 - 905
[2] Applied Catalysis A: General, 2012, vol. 433-434, p. 265 - 274

3
[ 1074-55-1 ]
[ 5337-93-9 ]
[ 28785-06-0 ]
[ 208453-24-1 ]

Reference： [1] Angewandte Chemie - International Edition, 2017, vol. 56, # 21, p. 5912 - 5915[2] Angew. Chem., 2017, vol. 129, p. 6006 - 6009,4

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 5337-93-9 ]

Aryls

[ 1671-77-8 ]

1-(p-tolyl)Pentan-1-one

Similarity: 0.97

[ 2142-76-9 ]

1-(2,6-Dimethylphenyl)ethanone

Similarity: 0.97

[ 2142-71-4 ]

1-(2,3-Dimethylphenyl)ethanone

Similarity: 0.97

[ 2040-14-4 ]

2'-Methylpropiophenone

Similarity: 0.97

[ 495-40-9 ]

1-Phenylbutan-1-one

Similarity: 0.97

Ketones

[ 1671-77-8 ]

1-(p-tolyl)Pentan-1-one

Similarity: 0.97

[ 2142-76-9 ]

1-(2,6-Dimethylphenyl)ethanone

Similarity: 0.97

[ 826-73-3 ]

6,7,8,9-Tetrahydro-5H-benzo[7]annulen-5-one

Similarity: 0.97

[ 2142-71-4 ]

1-(2,3-Dimethylphenyl)ethanone

Similarity: 0.97

[ 2040-14-4 ]

2'-Methylpropiophenone

Similarity: 0.97

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Yield	Reaction Conditions	Operation in experiment
78%	With triethylsilane; indium(III) bromide In chloroform at 60℃; for 1h; Inert atmosphere;	General procedure for reductive preparation of an alkylbenzene from an aromatic ketone General procedure: To a freshly distilled CHCl3 solution (0.6 mL) in a screw-capped vial under N2 atmosphere, InBr3 (10.6 mg, 0.0300 mmol), aromatic ketone 4 (0.6 mmol) and Et3SiH (383 μL, 2.40 mmol) was successively added. The resulting mixture was stirred at 60 °C (bath temperature) or room temperature, and monitored by TLC or GC analysis until consumption of the starting ketone. The reaction was quenched with H2O. The aqueous layer was extracted with CH2Cl2 (5 mL × 3), the organic phases were dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure. The crude product was purified by a silica gel column chromatography (hexane/AcOEt = 19/1) to give the corresponding alkylbenzene 5. 1-Cyano-4-[1-(triethylsiloxy)ethyl]benzene (5k): 85% yield; colorless oil; 1H NMR (500 MHz, CDCl3) δ 0.54-0.62 (m, 6H), 0.90-0.93 (m, 9H), 1.41 (d, 3H, J = 6 Hz), 4.90 (q, 1H, J = 6 Hz), 7.45 (d, 2H, J = 8 Hz), 7.61 (d, 2H, J = 8 Hz); 13C NMR (125 MHz, CDCl3) δ 4.7, 6.7, 27.0, 69.9, 110.5, 119.0, 125.8, 132.0, 152.3; MS (ESI): m/z 284 (M++Na); HRMS (ESI): Calcd for C15H23NNaOSi: 284.1447, Found: 284.1407.
	With copper-aluminium oxide catalyst at 115℃; Hydrogenolyse;
	With hydrogenchloride; amalgamated zinc

	With hydrogenchloride; amalgamated zinc
	With sodium ethanolate; hydrazine hydrate
	With hydrogen In toluene at 80℃; for 24h; Autoclave; chemoselective reaction;
	Multi-step reaction with 3 steps 1: diisobutylaluminium hydride / toluene; diethyl ether / 0 - 20 °C / Inert atmosphere 2: toluene-4-sulfonic acid / toluene / 90 - 100 °C / Inert atmosphere 3: 5%-palladium/activated carbon; hydrogen / ethanol / Inert atmosphere

Yield	Reaction Conditions	Operation in experiment
96%	With aluminum (III) chloride; bromine In diethyl ether at 0℃;
95%	With bromine In hexane; water; acetic acid; ethyl acetate	1.i i) i) α-bromo-4-methylpropiophenone 4-Methylpropiophenone (30 g, 0.202 mol) in acetic acid (100 ml) was added to a solution of Bromine (34 g, 1.05 eq) in acetic acid (100 ml) dropwise. The mixture was stirred at RT for 4 h. The acetic acid was removed in vacuo. To the residue was added water (100 ml) and extracted with dichloromethane (3*200 ml). Extracts were combined and washed with sat. sodium bicarbonate solution (200 ml), dried over sodium sulphate, filtered and evaporated to dryness. The crude was purified by column chromatography (silica gel: 20% ethyl acetate in hexane) to give the title compound (43.9 g, 95%) as a yellow oil.
89%	With bromine; acetic acid at 30℃;

78%	With N-Bromosuccinimide; urea-hydrogen peroxide; 1-butyl-3-methylimidazolium Tetrafluoroborate at 60℃;
71%	With bromine In acetic acid
67%	With bromine In chloroform at 0℃;	4.1.8 4.1.8 1-(4-Benzyloxy-3-methoxyphenyl)-2-bromopropan-1-one (5a) General procedure: To a solution of 4a (3.90 g, 14.4 mmol) in CHCl3 (100 mL) was added Br2 (741 μL, 14.4 mmol) in CHCl3 (45.0 mL) at 0 °C. After being stirred overnight, saturated NaHCO3 solution was added and extracted with DCM. The organic layers were dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (hexane:EtOAc = 88:12) to afford 5a (3.93 g, 78%) as a colorless oil.
54%	With bromine In acetic acid at 30℃; for 2h;
	With bromine; benzene
	With bromine In diethyl ether
	With bromine
	With bromine In acetic acid
	With bromine In dichloromethane; water at 35℃;
	With bromine In aluminium chloride; chloroform	12 2-Bromo-4'-methylpropiophenone EXAMPLE 12 2-Bromo-4'-methylpropiophenone 14.8 g (0.1 mol) of 4'-methylpropiophenone are introduced into 100 ml of chloroform, in the presence of a small amount of finely ground aluminium chloride, and a solution of 15.9 g (0.1 mol; 5 ml) of bromine, in 20 ml of chloroform is added dropwise whilst cooling with an ice bath. The mixture is left to react overnight at ambient temperature. It is then filtered, the solvent is evaporated off from the filtrate and the crystalline residue is washed with diethyl ether. 21.5 g of crystals are collected.
	With bromine at 0 - 20℃;
6.33 g	With bromine In dichloromethane for 10h; Inert atmosphere;
	With bromine In dichloromethane for 10h; Inert atmosphere;	1.a.1 Synthesis of 2-(N-ferf-Butylamino)-4'-metb.ylpropiophenone (2h)Step 1. 2-Bromo-4'-methylpropiophenone (1Oh). 4'-Methylpropiophenone 9h (4.0 g, 0.027 mol) and methylene chloride (100 mL) were placed in a 250-mL flask equipped with a magnetic stir bar. The solution was stirred under N2 and bromine (1.38 mL, 27.0 mmol) was syringed into flask. (Note: a small amount of bromine was added to initiate the reaction; the color dissipated as the reaction occurs; after the reaction initiated, the remaining bromine was added over 10 min.) A needle was placed in the septa to allow the hydrogen bromide gas formed in the reaction to escape from the flask. After stirring for 1O h, saturated sodium bicarbonate solution was added to basify the reaction. When the pH was 9, the aqueous layer was extracted with methylene chloride. The organic layer was dried (Na2SO4) and filtered. The solvent was removed under reduced pressure to give 6.33 g of 1Oh as a white solid. 1H NMR (CDCl3) δ 7.94-7.89 (d, 2H), 7.30-7.25 (d, 2H), 5.33-5.23 (q, IH), 2.42 (s, 3H), 1.91-1.87 (d, 3H).
	With bromine In dichloromethane at 20℃; for 0.5h;
	With bromine In dichloromethane at 20℃; Inert atmosphere;
	With bromine In diethyl ether at 20℃; Inert atmosphere;
	With N-Bromosuccinimide; toluene-4-sulfonic acid In acetonitrile at 60℃; for 4h;
	With N-Bromosuccinimide; toluene-4-sulfonic acid In acetonitrile Reflux;
	With copper(ll) bromide
	With copper(ll) bromide In ethanol at 78℃;
	With bromine In dichloromethane
	With hydrogen bromide; bromine In dichloromethane; water at 20℃; for 1h;	Synthesis and characterization of MDPV and 4-MMC 4-MMC was prepared in two steps as the hydrochloridesalt. To a solution of 4-methylpropiophenone in CH2Cl2 wasadded one drop of hydrobromic acid (48% aqueous solution)and one drop of bromine. The mixture was stirred at roomtemperature until the bromine color was discharged and additionalbromine was introduced dropwise with stirring. Themixture was stirred for 1 h and then concentrated in vacuoto reveal an orange oil which solidified on standing (step 1).The crude product was recrystallized from diethyl ether togive 4-methyl-2-bromopropiophenone. Then, α-bromoketone was dissolved in CH3CN and methylamine(2M) in THF was added. The reaction mixture was stirredfor 1-2 h at room temperature and concentrated at reducedpressure (step 2). The crude product was dissolved in ethylacetate and hydrogen chloride solution in ethyl ether added tothis solution while stirring, producing a white precipitate. Thesolid was rinsed with ethyl ether and dried to give the hydrochloridesalt as a white solid. The identification of 4-MMChydrochloride was assessed by 1H NMR (250 MHz, DMSO)and mass spectrometry yielding the following results: δ 9.35(br s, 2H); 7.96 (d, 2H, J = 8.0 Hz); 7.48 (d, 2H, J = 8.0 Hz);5.10 (q, 1H, J = 7.2 Hz); 2.60 (s, 3H); 2.43 (s, 3H); 1.47 (d,3H, J = 7.2 Hz); MS (ESI) m/z 178.1 [M + 1]+.
	With copper(ll) bromide
	With bromine In dichloromethane
	With N-Bromosuccinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In neat (no solvent) at 27℃; for 24h; Irradiation; regioselective reaction;
	With bromine In diethyl ether at 20℃; Inert atmosphere;
	Multi-step reaction with 2 steps 1: Reflux 2: hydrogen bromide / acetonitrile / 3 h / 20 °C / Electrolysis

[ CAS No. 5337-93-9 ] {[proInfo.proName]}

Quality Control of [ 5337-93-9 ]

Related Doc. of [ 5337-93-9 ]

Product Details of [ 5337-93-9 ]