Conditions | Yield |
---|---|
With Eosin Y In acetonitrile at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation; chemoselective reaction; | 99% |
With CoCl2 for 1.1h; Heating; | 91% |
With thiourea-containing isoreticular metal-organic framework-3 In neat (no solvent) at 20℃; for 12h; | 91% |
4-bromo-benzaldehyde
orthoformic acid triethyl ester
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water for 4h; Reflux; | 98% |
With hydrogenchloride In ethanol; water for 4h; Inert atmosphere; Schlenk technique; Reflux; | 98% |
With hydrogenchloride In ethanol for 4h; Reflux; Inert atmosphere; Schlenk technique; | 98% |
ethanol
4-bromo-benzaldehyde
orthoformic acid triethyl ester
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
With povidone-iodine at 30℃; for 3h; Green chemistry; | 97.8% |
(4-bromophenyl)magnesium bromide
orthoformic acid triethyl ester
4-bromobenzaldehyde diethyl acetal
orthoformic acid triethyl ester
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
With benzene |
benzenesulfonamide
4-bromobenzaldehyde diethyl acetal
N-(phenylsulfonyl)-p-bromobenzaldehyde imine
Conditions | Yield |
---|---|
at 160 - 170℃; Inert atmosphere; | 99% |
4-bromobenzaldehyde diethyl acetal
malononitrile
4-bromobenzylidenemalononitrile
Conditions | Yield |
---|---|
With PS-perazine; PS-N-SO3 In ethyl acetate at 50℃; for 3h; | 97% |
With 5,10,15,20-Tetrakis[4-(2H-tetrazol-5-yl)phenyl]porphyrin-Fe(III) catalyst (PCN-527-Fe) Knoevenagel Condensation; |
4-bromobenzaldehyde diethyl acetal
Ethyl 4-bromobenzoate
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; oxygen; cobalt(II) acetate In acetonitrile at 20℃; under 760 Torr; for 8h; | 94% |
Multi-step reaction with 2 steps 1.1: triethylsilyl trifluoromethyl sulfonate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 2.1: sodium hexamethyldisilazane; triethylamine / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 2.2: 1 h View Scheme |
4-bromobenzaldehyde diethyl acetal
ethyl 2-cyanoacetate
(E)-ethyl 3-(4-bromophenyl)-2-cyanoacrylate
Conditions | Yield |
---|---|
With PS-perazine; PS-N-SO3 In ethyl acetate at 50℃; for 3h; | 93% |
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
at 170℃; for 0.166667h; | 92% |
Diisopropylsilyl dichloride
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With tert.-butyl lithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: Diisopropylsilyl dichloride In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Schlenk technique; | 91% |
Conditions | Yield |
---|---|
at 120 - 160℃; | 90% |
5,6‐difluoro‐2,1,3‐benzothiadiazole
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
With di-tert-butyl(methyl)phosphonium tetrafluoroborate salt; palladium diacetate; potassium carbonate; Trimethylacetic acid In toluene at 120℃; Inert atmosphere; Sealed tube; | 89% |
di-tert-butylchlorosilane
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With tert.-butyl lithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: di-tert-butylchlorosilane In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Schlenk technique; | 88% |
4-bromobenzaldehyde diethyl acetal
P,P-diphenylphosphinothioic amide
N-4-bromobenzylidene-diphenylthiophosphinamide
Conditions | Yield |
---|---|
at 120 - 160℃; | 84% |
4-bromobenzaldehyde diethyl acetal
1-(2-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-yn-1-one
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In acetonitrile at 20℃; for 0.00166667h; regioselective reaction; | 82% |
4-bromobenzaldehyde diethyl acetal
1-(4-methoxyphenyl)-2-phenylbutan-1-one
1-[4-(diethoxymethyl)phenyl]-1-(4-methoxyphenyl)-2-phenylbutan-1-ol
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With magnesium In tetrahydrofuran at 20℃; for 1.5h; Heating / reflux; Stage #2: 1-(4-methoxyphenyl)-2-phenylbutan-1-one In tetrahydrofuran at 0 - 20℃; for 3h; Grignard Reaction; | 81% |
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
With potassium carbonate; bis(dibenzylideneacetone)-palladium(0); XPhos; phenol In toluene at 80℃; for 15h; Suzuki-Miyaura Coupling; Inert atmosphere; enantioselective reaction; | 81% |
4-bromobenzaldehyde diethyl acetal
trimethyltin(IV)chloride
(4-formylphenyl)trimethylstannane
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With n-butyllithium In diethyl ether; hexane at -78℃; for 1.5h; Inert atmosphere; Schlenk technique; Stage #2: trimethyltin(IV)chloride In tetrahydrofuran; diethyl ether; hexane at -78 - 20℃; Inert atmosphere; Schlenk technique; Stage #3: With potassium hydrogensulfate In tetrahydrofuran; diethyl ether; hexane; water for 4h; Inert atmosphere; Schlenk technique; | 81% |
4-methyl-N-phenyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
With iron(III) chloride In dichloromethane at 25℃; for 18h; Inert atmosphere; | 79% |
4-bromobenzaldehyde diethyl acetal
2,7-dibromo-9H-fluoren-9-ol
methyl iodide
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.666667h; Stage #2: 2,7-dibromo-9H-fluoren-9-ol In tetrahydrofuran; hexane at -78℃; for 2h; Stage #3: methyl iodide In tetrahydrofuran; hexane at -78 - 20℃; for 4h; | 79% |
boric acid tributyl ester
4-bromobenzaldehyde diethyl acetal
4-formylphenylboronic acid,
Conditions | Yield |
---|---|
With Mg; aq. H2SO4; KOH In tetrahydrofuran; diethyl ether byproducts: BuOH, Mg(OH)2, MgBr2; dropwise addn. of the grignard compd. of the acetal in THF to mixt. of B(OC4H9)3 in THF (under N2, -68°C, under stirring), stirred after thawing (1 h), evapn. of volatiles (20°C, 1 Torr), addn. of 1 M H2SO4 to soln. of the residue in ether; extn. with ether, evapn. of ether (vac.), addn. of KOH to aq. phase, after addn. of water azeotropic distn. of H2O/ BuOH in vac., residue acidified with 1 M H2SO4, refluxed (30 min), filtered, cooling of the filtrate, recrystn. from hot H2O; elem. anal.; | 78% |
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In acetonitrile at 20℃; for 0.00166667h; | 77% |
4-bromobenzaldehyde diethyl acetal
ethyl acetoacetate
urea
5-(ethoxycarbonyl)-4-(4-bromophenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one
Conditions | Yield |
---|---|
With iron(III) p-toluenesulfonate hexahydrate In isopropyl alcohol at 70℃; for 15.5h; Biginelli Pyrimidone Synthesis; | 74% |
tris(trimethylsilyl) phosphite
4-bromobenzaldehyde diethyl acetal
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 24h; | 74% |
With trimethylsilyl trifluoromethanesulfonate In dichloromethane for 2h; Heating; | 74% |
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 100℃; for 2h; | 74% |
methyl 2-nitroacetate
4-bromobenzaldehyde diethyl acetal
A
Ethyl 4-bromobenzoate
B
methyl α-nitro-β-(4-bromophenyl)acrylate
Conditions | Yield |
---|---|
With AcO2 at 130℃; for 10h; | A 25% B 73% |
4-bromobenzaldehyde diethyl acetal
4-(diethoxymethylsilyl)benzaldehyde diethyl acetal
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With magnesium In tetrahydrofuran Inert atmosphere; Reflux; Stage #2: triethoxymethylsilane In tetrahydrofuran at -30 - 20℃; Inert atmosphere; | 73% |
4-bromobenzaldehyde diethyl acetal
1-(4-methoxyphenyl)-2-phenylbutan-1-one
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With iodine; magnesium In tetrahydrofuran at 20 - 60℃; for 4h; Inert atmosphere; Stage #2: 1-(4-methoxyphenyl)-2-phenylbutan-1-one In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Stage #3: With hydrogenchloride In ethanol; water for 5h; Reflux; | 73% |
4-bromobenzaldehyde diethyl acetal
ethyl vinyl ether
1-Bromo-4-(1,3,3-triethoxy-propyl)-benzene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20 - 45℃; | 72% |
chlorodiisopropylsilane
4-bromobenzaldehyde diethyl acetal
4-[(diisopropyl)silyl]benzaldehyde
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: chlorodiisopropylsilane In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Schlenk technique; | 69% |
4-bromobenzaldehyde diethyl acetal
isobutyryl chloride
4-isobutyrylbenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere; Stage #2: With copper(l) cyanide; lithium chloride In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #3: isobutyryl chloride In tetrahydrofuran; hexane at -78 - 20℃; for 1.5h; Inert atmosphere; | 67.6% |
2,7-dibromofluorene-9-one
4-bromobenzaldehyde diethyl acetal
4-(2,7-dibromo-9-hydroxy-9H-fluoren-9-yl)benzaldehyde
Conditions | Yield |
---|---|
Stage #1: 4-bromobenzaldehyde diethyl acetal With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: 2,7-dibromofluorene-9-one In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane for 6h; | 67% |
The Benzene,1-bromo-4-(diethoxymethyl)-, with CAS registry number 34421-94-8, belongs to the following product categories: (1)Adehydes, Acetals & Ketones; (2)Bromine Compounds; (3)Acetals/Ketals/Ortho Esters; (4)Organic Building Blocks; (5)Oxygen Compounds. It has the systematic name of 1-bromo-4-(diethoxymethyl)benzene. This chemical is a kind of cear colorless to pale yellowish liquid. And it should be stored in cool, dry place.
Physical properties of Benzene,1-bromo-4-(diethoxymethyl)-: (1)ACD/LogP: 4.07; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 5; (6)Polar Surface Area: 18.46 Å2; (7)Index of Refraction: 1.516; (8)Molar Refractivity: 60.88 cm3; (9)Molar Volume: 201.4 cm3; (10)Polarizability: 24.13×10-24cm3; (11)Surface Tension: 35.5 dyne/cm; (12)Enthalpy of Vaporization: 49.4 kJ/mol; (13)Vapour Pressure: 0.00819 mmHg at 25°C.
Preparation: this chemical can be prepared by 4-bromo-benzaldehyde and ethanol. The yield is about 84%.
When you are using this chemical, please be cautious about it as the following:
The Benzene,1-bromo-4-(diethoxymethyl)- irritates to eyes, respiratory system and skin. And this chemical is harmful if swallowed. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: Brc1ccc(cc1)C(OCC)OCC
(2)InChI: InChI=1/C11H15BrO2/c1-3-13-11(14-4-2)9-5-7-10(12)8-6-9/h5-8,11H,3-4H2,1-2H3
(3)InChIKey: BFSNEBVTOODGHZ-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C11H15BrO2/c1-3-13-11(14-4-2)9-5-7-10(12)8-6-9/h5-8,11H,3-4H2,1-2H3
(5)Std. InChIKey: BFSNEBVTOODGHZ-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View