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| 51012-64-7 Chemical Structure| 51012-64-7

Structure of 51012-64-7

Chemical Structure| 51012-64-7

*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 [ 51012-64-7 ]

CAS No. :51012-64-7
Formula : C9H9BrO
M.W : 213.07
SMILES Code : CC1=CC(C(CBr)=O)=CC=C1
MDL No. :MFCD07364269
InChI Key :BANFRNTVKCHZDE-UHFFFAOYSA-N
Pubchem ID :10036129

Safety of [ 51012-64-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P260-P264-P270-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P405-P501
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 51012-64-7 ]

* 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 [ 51012-64-7 ]

[ 51012-64-7 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 4732-72-3 ]
  • [ 51012-64-7 ]
  • [ 109614-97-3 ]
  • 2
  • [ 1779-81-3 ]
  • [ 51012-64-7 ]
  • [ 62284-63-3 ]
  • 3
  • [ 109-06-8 ]
  • [ 51012-64-7 ]
  • 2-Methyl-1-(2-oxo-2-m-tolyl-ethyl)-pyridinium; bromide [ No CAS ]
  • 4
  • [ 616-47-7 ]
  • [ 51012-64-7 ]
  • [ 103793-30-2 ]
  • 5
  • [ 109-12-6 ]
  • [ 51012-64-7 ]
  • [ 134044-48-7 ]
  • 6
  • [ 108877-03-8 ]
  • [ 51012-64-7 ]
  • 2-Acetylamino-2-{2-[4-(3-methoxy-phenyl)-thiazol-2-yl]-ethyl}-malonic acid diethyl ester [ No CAS ]
  • 8
  • [ 51012-64-7 ]
  • [ 141353-03-9 ]
  • 6-(Benzyl-methyl-amino)-2-m-tolyl-imidazo[1,2-b]pyridazin-3-ol [ No CAS ]
  • 9
  • [ 585-74-0 ]
  • [ 51012-64-7 ]
YieldReaction ConditionsOperation in experiment
96% With Oxone; ammonium bromide; In methanol; for 0.666667h;Reflux; General procedure: Oxone (1.352 g, 2.2 mmol) was added to the well stirred solution of substrate (2 mmol) and NH4Br (0.215 g, 2.2 mmol) in methanol (10 ml) and the reaction mixture was allowed to stir at room temperature (or reflux temperature). After completion of the reaction, as monitored by TLC, the reaction mixture was quenched with aqueous sodium thiosulfate, and extracted with ethyl acetate (3×25 ml). Finally, the combined organic layer was washed with water, dried over anhydrous sodium sulfate, filtered and removal of solvent in vacuo yielded a crude residue, which was further purified by column chromatography over silica gel (finer than 200 mesh) to afford pure products. All the products were identified on the basis of 1H NMR and mass spectral data.
80% With bromine; In 1,4-dioxane; diethyl ether; at 20℃; for 5h; To a solution of 1-m-tolyl-ethanone (6.Og, 44.72mmol) in dioxane (5ml), bromine (7.14g, 44.72mmol) in dioxane (10ml) and ether (15ml) was added and stirred at room temperature for 5 hr. The reaction mixture was poured into ice water and the compound was extracted using ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate, filtered and then evaporated to give crude 2- bromo- 1-m-tolyl-ethanone, 7.6g (80%). The crude compound obtained was used in the next step without further purification.
With bromine; In diethyl ether; at 0℃; Example 21: 4-[2,5-Dioxo-4-hydroxymethyl-3-methyl-4-(3-methylphenyl)imidazolidin-l-yl]-2- trifluoromethyl-benzonitrile (Method A)Step I: 2-bromo- 1 -(3-methylphenyl)ethanone; [00339] To a solution of l-(3-methylphenyl)ethanone (2 g) in ethyl ether (20 mL) is added bromine (726 muL) at 00C. The mixture is treated with an aqueous solution of sodium bicarbonate, extracted with ethyl ether, dried over magnesium sulfate, concentrated and purified on silica gel (ethyl acetate/cyclohexane 0/100) to give the desired compound.TLC: Fr = 0.42 (ethyl acetate/cyclohexane 10/90). delta 1H NMR (CDCl3): 2.47 (s, 3H); 4.49 (s, 2H); 7.40-7.47 (m, 2H); 7.81-7.91 (m, 2H).LCMS: (Rt = 3.42 min): not ionisable.
With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 40℃;Darkness; General procedure: Ketone (1 eq) and N-bromosuccinimide (NBS) (2 eq) were solved in acetonitrile and trimethylsilyl trifluoromethanesulfonate (TMS-OTf) (1 eq) was added. The reactions were stirred at T = 40 C until completeness, diluted with diethyl ether (2 ml), washed with H2O (3 x 2 ml), dried over Na2SO4 and concentrated under reduced pressure. This procedure provided bromoketones intermediates in 75-90% overall yield, with purities generally >90% as determined by HPLC-MS. The compounds was used without further purification.
With hydrogen bromide; bromine; acetic acid; at 0 - 5℃; General procedure: General procedure to obtainalpha-bromoacetophenonederivatives Acetophenone derivative (10 mmol) was solved in acetic acid(50 mL) and hydrobromic acid (0.5 mL) mixture. Bromine(10 mmol, 0.52 mL) was added dropwise to this mixture at 0-5Ctemperatureandthemixturewasstirredfor6-7h.Afterthisperiod, the mixture was poured into ice-water, collapsed portionwas filtrated and after dryness it was crystallized from ethanol.
With N-Bromosuccinimide; toluene-4-sulfonic acid; In acetonitrile; at 50℃; for 24h; General procedure: Synthesis of alpha-Aminocarbonyl Compounds by a Two-Step Method. First Step Synthesis of alpha-bromoacetophenone: to a solution of the acetophenone derivative (15.0 mmol, 1 equiv) in 8 mL of acetonitrile were added NBS (2.72 g, 15.3 mmol, 1.02 equiv) and p-toluenesulfonic acid (2.85 g, 15.0 mmol, 1 equiv). The reaction mixture was stirred for 24 h at 50 C. After that time, the solvent was evaporated under reduced pressure. A water solution of saturated NaHCO3 (30 mL) was then added, and the solution was extracted with dichloromethane (3 × 30 mL). The organic layers were combined and dried over Na2SO4. The solvent was evaporated, and the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 25:1, V/V) to afford the desired product in 82% yield as a white solid. After that, alpha-bromoacetophenone (5 mmol) and with aniline (5 mmol) and NaHCO3 (5 mmol) were added to a stirred solution of EtOH (20 ml) at room temperature for 12 h. The crude product was filtered under reduced pressure to give a yellow precipitate, which was recrystallized by EtOH and the yellow solid was isolated in 86% yield.
With bromine; In chloroform; at 20℃; for 1h;Cooling with ice; 3-methylacetophenone (1.34 g, 10 mmol) was dissolved in 100 ml of chloroform.Br2 (1.91 g, 12 mmol) was slowly added dropwise under ice bath, and the mixture was stirred at room temperature for 1 h.After completion of the reaction, the reaction was quenched with saturated sodium sulfite, and the organic phase was washed with saturated sodium bicarbonate, and saturated brine.After dried over anhydrous sodium sulfate, the solvent was removed in vacuo to give a crude product 2.13g.

References: [1]Tetrahedron Letters,2012,vol. 53,p. 191 - 195.
[2]Journal of Medicinal Chemistry,2012,vol. 55,p. 8236 - 8247,12.
[3]Synthetic Communications,2013,vol. 43,p. 2603 - 2614.
[4]Journal of Heterocyclic Chemistry,2020,vol. 57,p. 2279 - 2287.
[5],2019,vol. 10,p. 1958 - 1965.
[6]Patent: WO2006/123145,2006,A1 .Location in patent: Page/Page column 41.
[7]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 1170 - 1176.
[8]Journal of Pharmaceutical Sciences,1982,vol. 71,p. 556 - 561.
[9]Chemical and pharmaceutical bulletin,1995,vol. 43,p. 1497 - 1504.
[10]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 1291 - 1295.
[11]Patent: WO2010/29119,2010,A1 .Location in patent: Page/Page column 63.
[12]Journal of Heterocyclic Chemistry,2014,vol. 51,p. 954 - 971.
[13]European Journal of Medicinal Chemistry,2015,vol. 99,p. 14 - 35.
[14]MedChemComm,2015,vol. 6,p. 1036 - 1042.
[15]Chemical Biology and Drug Design,2015,vol. 86,p. 849 - 856.
[16]Chemical Communications,2016,vol. 52,p. 5152 - 5155.
[17]Phosphorus, Sulfur and Silicon and the Related Elements,2016,vol. 191,p. 1166 - 1173.
[18]Organic Letters,2017,vol. 19,p. 2877 - 2880.
[19]Organic and Biomolecular Chemistry,2017,vol. 15,p. 8134 - 8139.
[20]Tetrahedron Letters,2018,vol. 59,p. 3214 - 3219.
[21]Chemical Communications,2018,vol. 54,p. 12182 - 12185.
[22]Drug Development Research,2018,vol. 79,p. 406 - 425.
[23]Patent: CN109320458,2019,A .Location in patent: Paragraph 0174; 0175; 0176.
[24]Organic and Biomolecular Chemistry,2019,vol. 17,p. 3324 - 3327.
[25]Organic Letters,2019,vol. 21,p. 6674 - 6678.
[26]Journal of Heterocyclic Chemistry,2019,vol. 56,p. 3370 - 3386.
  • 10
  • [ 79-19-6 ]
  • [ 51012-64-7 ]
  • [ 1048670-08-1 ]
  • [ 159885-69-5 ]
  • 11
  • [ 16982-21-1 ]
  • [ 51012-64-7 ]
  • ethyl 4-(3-methylphenyl)-2-thiazolecarboxylate [ No CAS ]
  • 12
  • [ 51012-64-7 ]
  • [ 2898-08-0 ]
  • [ 145084-56-6 ]
  • 13
  • [ 1603-91-4 ]
  • [ 51012-64-7 ]
  • [ 227007-94-5 ]
YieldReaction ConditionsOperation in experiment
Typical examples of the halomethyl phenyl ketones (2) wherein X is a bromine atom include 2 -bromoacetophenone, 2-bromo-3'-chloroacetophenone, 2-bromo-3'-bromoacetophenone, 2-bromo-3'-fluoroacetophenone, 2-bromo-3'-methylacetophenone, 2-bromo-3'-ethylacetophenone, 2-bromo-3'-propylacetophenone, 2-bromo-3'-butylacetophenone, 2-bromo-3'-methoxyacetophenone, 2-bromo-3'-ethoxyacetophenone, ...
Preparation Example 5 Preparation of 2-bromo-3'-methylacetophenone 31-methylacetophenone was used as a raw material and the target compound was obtained in the same manner as in Preparation Example 1. 1H-NMR (CDCl3, ppm) 2.43 (s, 3 H), 4.45 (s, 2 H), 7.35~7.44 (m, 3 H), 7.80 (s, 1 H)
With bromine; acetic acid; at 20℃; for 3h; General procedure: 6.02.01.01 2-bromo-1-(4-fluoro-3-methyl-phenyl)-ethanone 0.67 mL bromine was added to 2 g 1-(4-fluoro-3-methyl-phenyl)-ethanone in 10 mL conc. acetic acid. The reaction was stirred for 3 h at RT and added to ice water. The precipitate was filtered, washed with water and dried to give 2.7 g desired product. Rt: 1.10 min (method B), (M+H)+: 231 By using the same synthesis strategy as for 2-bromo-1-(4-fluoro-3-methyl-phenyl)-ethanone the following compound was obtained:
With bromine; acetic acid; at 20℃; for 3h; General procedure: 6.02.01.01 2-bromo- 1 -(4-fluoro-3-methyl-phenyl)-ethanone 0.67 mL bromine was added to 2 g l-(4-fluoro-3-methyl-phenyl)-ethanone in 10 mL cone, acetic acid. The reaction was stirred 3h at RT. The mixture was added to ice water. The precipitate was filtered, washed with water and dried to give 2.7 g desired product. Rt: 1.10 min (method A), (M+H)+: 231
With bromine; acetic acid; at 20℃; for 3h; General procedure: 6.02.01.01 2-bromo- 1 -(4-fluoro-3-methyl-phenyl)-ethanone 0.67 mL bromine was added to 2 g l-(4-fluoro-3-methyl-phenyl)-ethanone in 10 mL cone, acetic acid. The reaction was stirred for 3h at RT and added to ice water. The precipitate was filtered, washed with water and dried to give 2.7 g desired product. Rt: 1.10 min (method B), (M+H)+: 231
With bromine; acetic acid; at 20℃; for 3h; General procedure: 6.02. Synthesis of Imidazoles [0157] 6.02.01 2-bromo-1-(4-fluoro-3-methyl-phenyl)-ethanone 6.02.01.01 2-bromo-1-(4-fluoro-3-methyl-phenyl)-ethanone [0158] 0.67 mL bromine was added to 2 g 1-(4-fluoro-3-methyl-phenyl)-ethanone in 10 mL conc. acetic acid. The reaction was stirred 3 h at RT. The mixture was added to ice water. The precipitate was filtered, washed with water and dried to give 2.7 g desired product. [0159] Rt: 1.10 min (method A), (M+H)+: 231

  • 16
  • [ 51012-64-7 ]
  • [ 209056-81-5 ]
  • [ 237384-34-8 ]
  • 17
  • [ 100-54-9 ]
  • [ 51012-64-7 ]
  • 3-(5-<i>m</i>-tolyl-1<i>H</i>-imidazol-2-yl)-pyridine [ No CAS ]
  • 18
  • [ 51012-64-7 ]
  • [ 678154-91-1 ]
  • (5-pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid (3-phenyl-4-<i>m</i>-tolyl-3<i>H</i>-thiazol-2-ylidene)-hydrazide [ No CAS ]
  • 19
  • [ 288-88-0 ]
  • [ 51012-64-7 ]
  • [ 114371-31-2 ]
  • 20
  • [ 51012-64-7 ]
  • [ 121612-23-5 ]
YieldReaction ConditionsOperation in experiment
With water; In acetonitrile; at 125℃; for 0.833333h; Step 2: 2-hydroxy-l-(3-methylphenyl)ethanone; [00340] A solution of 2-bromo- 1 -(3 -methylphenyl)ethanone (1 g) in acetonitrile (2.5 mL) and water (13 mL) is treated under microwave irradiation (125C, 50 min). The same experiment is repeated three times. All the vials are collected, extracted with DCM, dried over magnesium sulfate and concentrated under vacuum to give the desired compound.TLC: Fr = 0.15 (ethyl acetate/cyclohexane : 10/90). delta 1H NMR (CDCl3): 2.47 (s, 3H); 4.90 (s, 2H); 7.41-7.49 (m, 2H); 7.74-7.78 (m, 2H).
29 g With water; sodium hydroxide; In ethanol; for 20h;Reflux; 50 g of 2-bromo-1-(3-methylphenyl)ethanone was added to 600 ml of ethanol, 100 ml of water and 80 g of sodium hydroxide were added, and the mixture was heated under reflux for 20 hours, cooled, concentrated, and then added with ethyl acetate to separate the liquid. After drying and concentrating, the residue was separated by column to give 29 g of 1-(3-methylphenyl)-2-hydroxyethanone.
  • 22
  • [ 143-33-9 ]
  • [ 51012-64-7 ]
  • [ 53882-81-8 ]
  • 23
  • [ 51012-64-7 ]
  • 1,4-di-m-tolylbutane-1,3-dione [ No CAS ]
  • 24
  • [ 51012-64-7 ]
  • C12H11NO3 [ No CAS ]
  • 26
  • [ 51012-64-7 ]
  • C13H13NO3 [ No CAS ]
  • 27
  • [ 51012-64-7 ]
  • [ 934340-21-3 ]
  • 28
  • [ 51012-64-7 ]
  • 5-methylsulfanyl-4-(4-<i>m</i>-tolyl-thiazol-2-yl)-thiophene-2-carboxamidine [ No CAS ]
  • 29
  • [ 51012-64-7 ]
  • [ 227007-63-8 ]
  • 30
  • [ 51012-64-7 ]
  • 8-hydroxy-5-methyl-8-<i>m</i>-tolyl-8<i>H</i>-[1,2,4]oxadiazolo[3,4-<i>c</i>][1,4]thiazin-3-one [ No CAS ]
  • 31
  • [ 51012-64-7 ]
  • [ 145084-55-5 ]
  • 32
  • [ 51012-64-7 ]
  • [ 145084-57-7 ]
  • 33
  • [ 51012-64-7 ]
  • 1-[2-Oxo-1-(2-oxo-2-m-tolyl-ethyl)-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-3-m-tolyl-urea [ No CAS ]
  • 34
  • [ 51012-64-7 ]
  • 4-m-Tolyl-thiazole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide [ No CAS ]
  • 35
  • [ 51012-64-7 ]
  • [ 159885-86-6 ]
 

Historical Records

Technical Information

• Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Bucherer-Bergs Reaction • Clemmensen Reduction • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Dihalides • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction

Categories

Related Functional Groups of
[ 51012-64-7 ]

Aryls

Chemical Structure| 2632-14-6

A210411 [2632-14-6]

2-Bromo-1-(4-ethylphenyl)ethanone

Similarity: 1.00

Chemical Structure| 619-41-0

A459097 [619-41-0]

2-Bromo-1-(p-tolyl)ethanone

Similarity: 1.00

Chemical Structure| 4225-92-7

A158448 [4225-92-7]

2-Bromo-1-mesitylethanone

Similarity: 0.95

Chemical Structure| 51012-65-8

A342337 [51012-65-8]

2-Bromo-1-(o-tolyl)ethan-1-one

Similarity: 0.95

Chemical Structure| 30095-47-7

A228197 [30095-47-7]

2-Bromo-1-(4-(tert-butyl)phenyl)ethanone

Similarity: 0.90

Bromides

Chemical Structure| 2632-14-6

A210411 [2632-14-6]

2-Bromo-1-(4-ethylphenyl)ethanone

Similarity: 1.00

Chemical Structure| 619-41-0

A459097 [619-41-0]

2-Bromo-1-(p-tolyl)ethanone

Similarity: 1.00

Chemical Structure| 4225-92-7

A158448 [4225-92-7]

2-Bromo-1-mesitylethanone

Similarity: 0.95

Chemical Structure| 51012-65-8

A342337 [51012-65-8]

2-Bromo-1-(o-tolyl)ethan-1-one

Similarity: 0.95

Chemical Structure| 30095-47-7

A228197 [30095-47-7]

2-Bromo-1-(4-(tert-butyl)phenyl)ethanone

Similarity: 0.90

Ketones

Chemical Structure| 2632-14-6

A210411 [2632-14-6]

2-Bromo-1-(4-ethylphenyl)ethanone

Similarity: 1.00

Chemical Structure| 619-41-0

A459097 [619-41-0]

2-Bromo-1-(p-tolyl)ethanone

Similarity: 1.00

Chemical Structure| 4225-92-7

A158448 [4225-92-7]

2-Bromo-1-mesitylethanone

Similarity: 0.95

Chemical Structure| 51012-65-8

A342337 [51012-65-8]

2-Bromo-1-(o-tolyl)ethan-1-one

Similarity: 0.95

Chemical Structure| 30095-47-7

A228197 [30095-47-7]

2-Bromo-1-(4-(tert-butyl)phenyl)ethanone

Similarity: 0.90