4-Bromobenzaldehyde diethyl acetal supplier

Name
4-BROMOBENZALDEHYDE DIETHYL ACETAL
EINECS -0
CAS No. 34421-94-8
Article Data26
CAS DataBase
Density 1.287 g/cm³
Solubility
Melting Point
Formula C₁₁H₁₅BrO₂
Boiling Point 276.2 °C at 760 mmHg
Molecular Weight 259.143
Flash Point 104.4 °C
Transport Information
Appearance Clear colorless to pale yellowish liquid
Safety 24/25-37/39-26
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Benzaldehyde,p-bromo-, diethyl acetal (8CI);1-Bromo-4-(diethoxymethyl)benzene;p-Bromobenzaldehyde diethyl acetal;
PSA 18.46000
LogP 3.52070

Synthetic route

: 64-17-5
ethanol

: 1122-91-4
4-bromo-benzaldehyde

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

Conditions

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%

: 1122-91-4
4-bromo-benzaldehyde

: 122-51-0
orthoformic acid triethyl ester

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

Conditions

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%

: 64-17-5
ethanol

: 1122-91-4
4-bromo-benzaldehyde

: 122-51-0
orthoformic acid triethyl ester

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

Conditions

Conditions	Yield
With povidone-iodine at 30℃; for 3h; Green chemistry;	97.8%

...Expand

: 18620-02-5
(4-bromophenyl)magnesium bromide

: 122-51-0
orthoformic acid triethyl ester

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 122-51-0
orthoformic acid triethyl ester

etheric 4-bromo-phenyl magnesium bromide solution: etheric 4-bromo-phenyl magnesium bromide solution

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

Conditions

Conditions	Yield
With benzene

: 98-10-2
benzenesulfonamide

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 36176-88-2
N-(phenylsulfonyl)-p-bromobenzaldehyde imine

Conditions

Conditions	Yield
at 160 - 170℃; Inert atmosphere;	99%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 109-77-3
malononitrile

: 2826-24-6
4-bromobenzylidenemalononitrile

Conditions

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;

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 5798-75-4
Ethyl 4-bromobenzoate

Conditions

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

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 105-56-6
ethyl 2-cyanoacetate

: 42205-33-4
(E)-ethyl 3-(4-bromophenyl)-2-cyanoacrylate

Conditions

Conditions	Yield
With PS-perazine; PS-N-SO3 In ethyl acetate at 50℃; for 3h;	93%

: (S)-1,1'-binaphthyl-2,2'-diyl phosphoramide

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: C27H17BrNO3P

Conditions

Conditions	Yield
at 170℃; for 0.166667h;	92%

: 7751-38-4
Diisopropylsilyl dichloride

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 4-[hydroxy(diisopropyl)silyl]benzaldehyde

Conditions

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%

: C20H14NO2PS

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: C27H17BrNO2PS

Conditions

Conditions	Yield
at 120 - 160℃;	90%

: 1293389-28-2
5,6‐difluoro‐2,1,3‐benzothiadiazole

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 4,7-bis(4-(diethoxymethyl)phenyl)-5,6-difluorobenzo[c][1,2,5]thiadiazole

Conditions

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%

: 56310-18-0
di-tert-butylchlorosilane

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 4-[(di-tert-butyl)silyl]benzaldehyde

Conditions

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%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 17366-80-2
P,P-diphenylphosphinothioic amide

: 945492-02-4
N-4-bromobenzylidene-diphenylthiophosphinamide

Conditions

Conditions	Yield
at 120 - 160℃;	84%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 767303-58-2
1-(2-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-yn-1-one

: 3-[(4-bromophenyl)(ethoxy)methyl]-2-(4-methoxyphenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In acetonitrile at 20℃; for 0.00166667h; regioselective reaction;	82%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 78423-10-6
1-(4-methoxyphenyl)-2-phenylbutan-1-one

: 850005-34-4
1-[4-(diethoxymethyl)phenyl]-1-(4-methoxyphenyl)-2-phenylbutan-1-ol

Conditions

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%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: (R)-N-methoxy-N-methyl-3-(1H-naphtho[1,8-de][1,3,2]-diazaborinin-2(3H)-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide

: (R)-3-(3-(diethoxymethyl)phenyl)-N-methoxy-N-methyl-3-(1Hnaphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)propanamide

Conditions

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%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 1066-45-1
trimethyltin(IV)chloride

: 65488-26-8
(4-formylphenyl)trimethylstannane

Conditions

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%

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%

: 1203703-02-9
4-methyl-N-phenyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 7-(4-bromophenyl)-5-tosyl-6,7-dihydro-5H-indeno[2,1-c]quinoline

Conditions

Conditions	Yield
With iron(III) chloride In dichloromethane at 25℃; for 18h; Inert atmosphere;	79%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 748187-31-7
2,7-dibromo-9H-fluoren-9-ol

: 74-88-4
methyl iodide

: C21H14Br2O2

Conditions

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%

...Expand

: 688-74-4
boric acid tributyl ester

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 87199-17-5
4-formylphenylboronic acid,

Conditions

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%

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%

: (Z)-3-(4-methoxyphenyl)-1-phenylprop-2-yn-1-one O-methyl oxime

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 4-[(4-bromophenyl)(ethoxy)methyl]-5-(4-methoxyphenyl)-3-phenylisoxazole

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In acetonitrile at 20℃; for 0.00166667h;	77%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 141-97-9
ethyl acetoacetate

: 57-13-6
urea

: 123629-43-6
5-(ethoxycarbonyl)-4-(4-bromophenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With iron(III) p-toluenesulfonate hexahydrate In isopropyl alcohol at 70℃; for 15.5h; Biginelli Pyrimidone Synthesis;	74%

...Expand

: 1795-31-9
tris(trimethylsilyl) phosphite

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: bis(trimethylsilyl) 4-bromophenyl(ethoxy)methylphosphonate

Conditions

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%

: 2483-57-0
methyl 2-nitroacetate

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

A: 5798-75-4
Ethyl 4-bromobenzoate

B: 1012067-03-6
methyl α-nitro-β-(4-bromophenyl)acrylate

Conditions

Conditions	Yield
With AcO2 at 130℃; for 10h;	A 25% B 73%

...Expand

: triethoxymethylsilane

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 1193728-44-7
4-(diethoxymethylsilyl)benzaldehyde diethyl acetal

Conditions

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%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 78423-10-6
1-(4-methoxyphenyl)-2-phenylbutan-1-one

: 4-(1-(4-methoxyphenyl)-2-phenylbut-1-enyl)benzaldehyde

Conditions

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%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 109-92-2
ethyl vinyl ether

: 36382-27-1
1-Bromo-4-(1,3,3-triethoxy-propyl)-benzene

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate at 20 - 45℃;	72%

: 2227-29-4
chlorodiisopropylsilane

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 1362019-94-0
4-[(diisopropyl)silyl]benzaldehyde

Conditions

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%

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 79-30-1
isobutyryl chloride

: 97382-57-5
4-isobutyrylbenzaldehyde

Conditions

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%

: 14348-75-5
2,7-dibromofluorene-9-one

: 34421-94-8
4-bromobenzaldehyde diethyl acetal

: 1032763-84-0
4-(2,7-dibromo-9-hydroxy-9H-fluoren-9-yl)benzaldehyde

Conditions

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%

4-Bromobenzaldehyde diethyl acetal Specification

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

Product Name

4-BROMOBENZALDEHYDE DIETHYL ACETAL

Synthetic route

4-Bromobenzaldehyde diethyl acetal Specification

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