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78-84-2

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78-84-2 Usage

General Description

2-Methylpropanal, also known as Isobutyraldehyde, is an organic compound with the chemical formula (CH3)2CHCHO. It is a colorless liquid with a strong, choking smell often described as pungent or like green vegetation, produced by the degradation of the amino acid valine. This chemical is known for being an intermediate in the production of a variety of other chemicals, primarily isobutyl alcohol. It is also used in various industries as a solvent and flavoring agent, and can be found in food and beverages. It is classified as a hazardous substance due to its flammability and potential to cause irritation to the skin and eyes.

Check Digit Verification of cas no

The CAS Registry Mumber 78-84-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 8 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 78-84:
(4*7)+(3*8)+(2*8)+(1*4)=72
72 % 10 = 2
So 78-84-2 is a valid CAS Registry Number.
InChI:InChI=1/C4H8O/c1-4(2)3-5/h3-4H,1-2H3

78-84-2 Well-known Company Product Price

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  • TCI America

  • (I0101)  Isobutyraldehyde  >98.0%(GC)

  • 78-84-2

  • 25mL

  • 110.00CNY

  • Detail
  • TCI America

  • (I0101)  Isobutyraldehyde  >98.0%(GC)

  • 78-84-2

  • 500mL

  • 240.00CNY

  • Detail
  • Alfa Aesar

  • (A12106)  Isobutyraldehyde, 98%   

  • 78-84-2

  • 500ml

  • 284.0CNY

  • Detail
  • Alfa Aesar

  • (A12106)  Isobutyraldehyde, 98%   

  • 78-84-2

  • 2500ml

  • 1211.0CNY

  • Detail

78-84-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name isobutyraldehyde

1.2 Other means of identification

Product number -
Other names Isobutaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:78-84-2 SDS

78-84-2Synthetic route

2-benzoyl-N-benzyl-2-methylpropanimine
105361-41-9

2-benzoyl-N-benzyl-2-methylpropanimine

A

phenylmethanaminium benzoate
34243-68-0

phenylmethanaminium benzoate

B

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With water In diethyl ether Ambient temperature;A 100%
B 100%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
Stage #1: 2-methyl-propan-1-ol With cobalt ferrite In water for 0.0333333h;
Stage #2: With oxone(R) In water at 20℃; for 4h;
99.5%
With triethylammonium fluorochromate(VI) In dichloromethane for 1.16667h; Heating;92%
With trimethylammonium fluorochromate In dichloromethane for 1.06667h; Heating;92%
isobutyric Acid
79-31-2

isobutyric Acid

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;99%
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 1h; Ambient temperature;94%
With iron(II) oxide at 430 - 490℃;
lithium dimethylacetate
25179-23-1

lithium dimethylacetate

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature;99%
2-methylpropenal
78-85-3

2-methylpropenal

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With hydrogen In acetone at 20℃; under 760.051 Torr; for 0.25h; chemoselective reaction;99%
With hydrogen; sodium triethylborohydride In tetrahydrofuran at 23℃; under 30402 Torr; for 72h; Catalytic behavior; Inert atmosphere; Schlenk technique;76%
With hydrogen In ethyl acetate at 20℃; under 760.051 Torr; for 0.25h; chemoselective reaction;
(2RS,4RS)-2-isopropyl-5,5-dimethylthiazolidine-4-carbocyclic acid

(2RS,4RS)-2-isopropyl-5,5-dimethylthiazolidine-4-carbocyclic acid

A

2-amino-3-mercapto-4-methylpentanoic acid
98278-26-3

2-amino-3-mercapto-4-methylpentanoic acid

B

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With water at 90℃; Column which a strongly acidic cation exchanger in the H+ form;A 98.8%
B 96.9%
isobutyraldehyde dimethyl acetal
41632-89-7

isobutyraldehyde dimethyl acetal

A

1-methoxy-2-methylprop-1-ene
17574-84-4

1-methoxy-2-methylprop-1-ene

B

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With water; toluene-4-sulfonic acid; triethylamine at 90℃; under 760.051 Torr; Product distribution / selectivity;A 98.5%
B n/a
2-methyl-1,2-epoxypropane
558-30-5

2-methyl-1,2-epoxypropane

A

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

B

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With hydrogen; chromium(III) oxide; copper at 140℃; under 26252.1 Torr; for 0.666667h;A 98.1%
B 1.9%
1-(1-Butylsulfanyl-2-methyl-propylsulfanyl)-butane
95915-86-9

1-(1-Butylsulfanyl-2-methyl-propylsulfanyl)-butane

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 20 - 25℃; for 2h; Irradiation;96%
nitrous acid isobutyl ester
542-56-3

nitrous acid isobutyl ester

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With dimethyl sulfoxide at 70℃; for 6h;95.95%
With boron trifluoride diethyl etherate In diethyl ether for 4h; Ambient temperature;92%
isobutyryl chloride
79-30-1

isobutyryl chloride

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; trans benzyl(chloro)bis(triphenylphosphine)palladium(II) In diethyl ether for 0.166667h; Ambient temperature;95%
With ammonium hydroxide; formic acid In diethyl ether; chloroform for 0.416667h; Ambient temperature;86%
With diethylene glycol dimethyl ether; lithium tri-t-butoxyaluminum hydride at -78℃;
3-hydroxy-2-methyl-1-propene
513-42-8

3-hydroxy-2-methyl-1-propene

A

2-methyl-2-propen-1-ol
56640-70-1

2-methyl-2-propen-1-ol

B

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
ClO4 at 0℃; for 1h; Title compound not separated from byproducts;A 95%
B 5%
ClO4 at 0℃; for 1h;A 95 % Spectr.
B 5 % Spectr.
ClO4 at 27℃; Mechanism; other solvents;A 95 % Spectr.
B 5 % Spectr.
propene
187737-37-7

propene

carbon monoxide
201230-82-2

carbon monoxide

A

butyraldehyde
123-72-8

butyraldehyde

B

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With dicarbonylacetylacetonato rhodium (I); C41H30O8P2; hydrogen In toluene at 90℃; under 3750.38 - 7500.75 Torr; for 3h; Reagent/catalyst; regioselective reaction;A 93.9%
B n/a
With tributylphosphine; hydrogen; cobalt(II) acetate In methanol at 85℃; under 60004.8 Torr; for 24h; Irradiation; Yield given. Yields of byproduct given;
With hydrogen; Dioctadecylamine; Rh-distearylamine-1,3-bis-disulfonatophenyl phosphinopropane; rhodium at 125℃; under 202516 Torr; for 2h; Yield given. Yields of byproduct given;
{PPN}{HCr(CO)5}
78362-94-4

{PPN}{HCr(CO)5}

isobutyryl chloride
79-30-1

isobutyryl chloride

A

bis(triphenylphosphine)nitrogen{Cr(CO)5Cl}
65650-76-2

bis(triphenylphosphine)nitrogen{Cr(CO)5Cl}

B

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
In tetrahydrofuran 1:1 molar ratio, THF, 25°C;; detected by NMR and IR spectra; and GC analysis,;A n/a
B 93%
isobutyraldehyde oxime
151-00-8

isobutyraldehyde oxime

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With N-bromosaccharin In acetone for 0.0416667h; Heating; microwave irradiation;92%
With N-bromosaccharin In water; acetone at 20℃; for 2h;92%
With N,N'-dibromo-N,N'-1,3-propylene-bis[(4-methylphenyl)sulfonamide] In dichloromethane; water for 0.02h; Heating; microwave irradiation;92%
3-isopropyl-6,6-dimethyl-5-(o-toluidino)-1,2,4-trioxan
122346-61-6

3-isopropyl-6,6-dimethyl-5-(o-toluidino)-1,2,4-trioxan

A

2'-methylformanilide
94-69-9

2'-methylformanilide

B

isobutyraldehyde
78-84-2

isobutyraldehyde

C

acetone
67-64-1

acetone

Conditions
ConditionsYield
at 110℃; for 0.25h;A 84%
B 91%
C 68%
isobutyric acid sodium salt
996-30-5

isobutyric acid sodium salt

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature;91%
N-(Benzylidene)-2-methyl-1-propenylamine
68003-61-2

N-(Benzylidene)-2-methyl-1-propenylamine

A

benzaldehyde
100-52-7

benzaldehyde

B

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane for 1h; Heating;A 83%
B 90%
2-methylpropane-1,1-diyl diacetate
6283-77-8

2-methylpropane-1,1-diyl diacetate

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With N,N'-dibromo-N,N'-(1,2-ethanediyl)bis(p-toluenesulfonamide); water at 20℃; for 0.0333333h; solid-phase reaction;90%
With silica phosphoric acid In methanol at 20℃; for 3.5h;87%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; silica gel at 20℃; for 0.0666667h; neat (no solvent); chemoselective reaction;86%
With water at 20℃; for 0.333333h; Green chemistry;90 %Chromat.
isobutylamine
78-81-9

isobutylamine

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 0 - 20℃; for 0.333333h; Inert atmosphere; Green chemistry;89%
With potassium permanganate; iron(II) sulfate In dichloromethane for 6h; Heating;80%
With dipotassium peroxodisulfate; sodium carbonate In water for 0.333333h; Rate constant; Irradiation; pH: 11.5, rate constant (k M-1s-1);
2-methylpropyl(methyl)amine
625-43-4

2-methylpropyl(methyl)amine

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 0 - 20℃; for 0.333333h; Inert atmosphere; Green chemistry;89%
2-methyl-1,2-epoxypropane
558-30-5

2-methyl-1,2-epoxypropane

A

isobutyraldehyde
78-84-2

isobutyraldehyde

B

3-hydroxy-2-methyl-1-propene
513-42-8

3-hydroxy-2-methyl-1-propene

Conditions
ConditionsYield
lithium phosphate at 210℃; for 3h; Kinetics; Thermodynamic data; 110 - 180 degC , ΔG, ΔH, E(activ.);A 5.79%
B 85.1%
With hydrogen; lithium phosphate at 210℃; for 3h;A 5.79%
B 85.1%
With 3-chlorobenzoate; methanesulfonic acid In dichloromethane-d2 at 26.5℃; Product distribution; various conc. of methanesulfonic acid in the presence and absence of 3-chlorobenzoic acid;A 10%
B 20%
With 3-chlorobenzoate; methanesulfonic acid In dichloromethane-d2 at 26.5℃;A 10%
B 20%
trans-[Ir(PPh3)2]CO(OCH2CHMe2)
357276-13-2

trans-[Ir(PPh3)2]CO(OCH2CHMe2)

triphenylphosphine-d15
24762-44-5

triphenylphosphine-d15

A

(P(C6H5)3)2P(C6(2)H5)3(CO)IrH

(P(C6H5)3)2P(C6(2)H5)3(CO)IrH

B

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
In (2)H8-toluene Kinetics; toluene-d7, PPh3, 95°C; not sepd., detected by (1)H-NMR and mass-spectra;A n/a
B 81%
lithium formate
556-63-8

lithium formate

isopropylmagnesium chloride
1068-55-9

isopropylmagnesium chloride

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Heating;80%
1-(N-Methyl-N-phenylamino)-2-methyl-1-propene
25076-84-0

1-(N-Methyl-N-phenylamino)-2-methyl-1-propene

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 5h; Ambient temperature;78%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

A

2-chloro-2-methyl-1-propanol
558-38-3

2-chloro-2-methyl-1-propanol

B

2-chloroisobutyraldehyde
917-93-1

2-chloroisobutyraldehyde

C

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With chlorine dioxide In n-heptane at 30℃; Kinetics;A 10%
B 5%
C 77%
isobutyraldehyde oxime
151-00-8

isobutyraldehyde oxime

A

isobutyraldehyde
78-84-2

isobutyraldehyde

B

isobutyric Acid
79-31-2

isobutyric Acid

Conditions
ConditionsYield
With hydrogenchloride; sodium chlorite; water at 20℃; for 0.0833333h;A 76%
B 8%
isopropylmagnesium chloride
1068-55-9

isopropylmagnesium chloride

sodium formate
141-53-7

sodium formate

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Heating;75%
3-hydroxy-2-methyl-1-propene
513-42-8

3-hydroxy-2-methyl-1-propene

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
(sulphos)Rh(CO)2 In octane; water at 100℃; for 1h; Product distribution; Further Variations:; Solvents; autoclave;73%
With [Ru(η3:η3-C10H16)Cl2(benzimidazole)] In glycerol at 75℃; for 16h; Sealed tube; Inert atmosphere; Green chemistry;36%
With sulfuric acid at 105℃; unter Druck;
Pentaerythritol
115-77-5

Pentaerythritol

isobutyraldehyde
78-84-2

isobutyraldehyde

3,9-diisopropyl-2,4,8,10-tetraoxaspiro<5.5>undecane
69695-04-1

3,9-diisopropyl-2,4,8,10-tetraoxaspiro<5.5>undecane

Conditions
ConditionsYield
With sulfuric acid at 80℃;100%
With indium(III) chloride at 120℃; for 3h;89%
With hydrogenchloride
isobutyraldehyde
78-84-2

isobutyraldehyde

benzylamine
100-46-9

benzylamine

isobutylidenebenzylamine
22483-21-2

isobutylidenebenzylamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;100%
With aluminum oxide at 20℃; for 7h;90%
In water Condensation;65.12%
isobutyraldehyde
78-84-2

isobutyraldehyde

2,4,6-triisopropyl-1,3,5-trioxane
7580-12-3

2,4,6-triisopropyl-1,3,5-trioxane

Conditions
ConditionsYield
With beryllium iodide In chloroform-d1 at 20℃; Schlenk technique; Glovebox; Inert atmosphere; Sealed tube;100%
With dodecatungstosilic acid for 1h; Ambient temperature;99.9%
With N,N,N',N'',N''-pentamethyl-N,N''-bis(3-sulfopropyl)diethylenetriaminium tris(trifluoromethanesulfonate) In neat (no solvent) at 20℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Green chemistry;97.6%
isobutyraldehyde
78-84-2

isobutyraldehyde

isobutyl isobutanoate
97-85-8

isobutyl isobutanoate

Conditions
ConditionsYield
With [(ImDippN)Th{N(SiMe3)2}3] In benzene-d6 at 20℃; for 24h; Reagent/catalyst;100%
With [{(PhN)MeC(Nt-Bu)}AlMe(μ-OMe)]2 at 20℃; for 0.5h; Reagent/catalyst; Tishchenko-Claisen Dismutation; Inert atmosphere; Schlenk technique; Green chemistry;99%
tris(bis(trimethylsilyl)amido)lanthanum(III) In benzene-d6 at 21℃; for 24h; Tishchenko reaction;84%
isobutyraldehyde
78-84-2

isobutyraldehyde

aniline
62-53-3

aniline

N-isobutylaniline
588-47-6

N-isobutylaniline

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In water; isopropyl alcohol at 20℃; for 0.5h;100%
With N,N,N,N,N,N-hexamethylphosphoric triamide; dibutyltin chloride In tetrahydrofuran at 0℃; for 1h; Reduction; Amination;99%
With nickel; hydrogen In neat (no solvent) at 200℃; under 760.051 Torr; Flow reactor;95.7%
pyrrolidine
123-75-1

pyrrolidine

cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

isobutyraldehyde
78-84-2

isobutyraldehyde

2,2-Dimethyl-5-(2-methyl-1-pyrrolidin-1-yl-propyl)-[1,3]dioxane-4,6-dione
93498-09-0

2,2-Dimethyl-5-(2-methyl-1-pyrrolidin-1-yl-propyl)-[1,3]dioxane-4,6-dione

Conditions
ConditionsYield
In diethyl ether for 0.166667h;100%
1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

isobutyraldehyde
78-84-2

isobutyraldehyde

1-Benzotriazol-1-yl-2-methyl-propan-1-ol
111507-81-4

1-Benzotriazol-1-yl-2-methyl-propan-1-ol

Conditions
ConditionsYield
at 25℃;100%
nitrobenzene
98-95-3

nitrobenzene

isobutyraldehyde
78-84-2

isobutyraldehyde

N-isobutylaniline
588-47-6

N-isobutylaniline

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In water; isopropyl alcohol at 20℃; for 0.166667h;100%
With hydrogen In ethanol at 20℃; for 6h; Green chemistry;98%
With hydrogen In methanol at 20℃; under 760.051 Torr; for 4h;96%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

isobutyraldehyde
78-84-2

isobutyraldehyde

2-isopropyl-1,3-dithiane
6007-25-6

2-isopropyl-1,3-dithiane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 1h;100%
With lithium tetrafluoroborate at 25℃; for 15h;98%
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 22h; Inert atmosphere; Molecular sieve;96%
Propiolaldehyde diethyl acetal
10160-87-9

Propiolaldehyde diethyl acetal

isobutyraldehyde
78-84-2

isobutyraldehyde

6,6-Diethoxy-2-methyl-hex-4-yn-3-ol
86517-10-4

6,6-Diethoxy-2-methyl-hex-4-yn-3-ol

Conditions
ConditionsYield
Stage #1: Propiolaldehyde diethyl acetal With n-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: isobutyraldehyde In tetrahydrofuran; cyclohexane at -78℃; for 3h;
Stage #3: With hydrogenchloride In tetrahydrofuran; cyclohexane; water
100%
With n-butyllithium In diethyl ether; hexane for 2h; Ambient temperature;55%
methylene bis phosphonate de diethyle
63366-56-3

methylene bis phosphonate de diethyle

isobutyraldehyde
78-84-2

isobutyraldehyde

methylenebis(2,2-diethoxy-3,5-diisopropyl-1,4,2-dioxaphospholane)
111105-89-6

methylenebis(2,2-diethoxy-3,5-diisopropyl-1,4,2-dioxaphospholane)

Conditions
ConditionsYield
In neat (no solvent) 1) 20 deg C, 48h, 2) 0.5 mm Hg, 20 deg C, 30 min.;100%
5,5-dimethyl-2-(2-methyl)propylidenecyclohexane-1,3-dione
83814-58-8

5,5-dimethyl-2-(2-methyl)propylidenecyclohexane-1,3-dione

isobutyraldehyde
78-84-2

isobutyraldehyde

2,4-diisopropyl-7,7-dimethyl-7,8-dihydro-4H-1,3-benzodioxin-5(6H)-one
83814-62-4

2,4-diisopropyl-7,7-dimethyl-7,8-dihydro-4H-1,3-benzodioxin-5(6H)-one

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether; dichloromethane for 5h;100%
difluoromethyl phenyl sulfone
1535-65-5

difluoromethyl phenyl sulfone

isobutyraldehyde
78-84-2

isobutyraldehyde

1,1-difluoro-3-methyl-1-(phenylsulfonyl)butan-2-ol
122590-91-4

1,1-difluoro-3-methyl-1-(phenylsulfonyl)butan-2-ol

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane100%
With lithium hexamethyldisilazane In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -78℃; for 4h;97%
With sodium hydroxide; Aliquat 336 In dichloromethane73%
2,6-di-tert-butyl-4-methylphenyl propionate
72959-50-3

2,6-di-tert-butyl-4-methylphenyl propionate

isobutyraldehyde
78-84-2

isobutyraldehyde

2',6'-bis(1
81818-92-0, 103514-50-7

2',6'-bis(1",1"-dimethylethyl)-4'-methylphenyl (2SR,3SR)-2,4-dimethyl-3-hydroxypentanoate

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at 70℃; for 0.833333h;100%
Stage #1: 2,6-di-tert-butyl-4-methylphenyl propionate With n-butyllithium; polymer-bound N-isopropyl-5-(4-vinylphenyl)pentylamine In tetrahydrofuran; hexane at -78℃; for 0.25h;
Stage #2: isobutyraldehyde In tetrahydrofuran; hexane at -78℃; for 1.5h; Further stages.;
79%
isobutyraldehyde
78-84-2

isobutyraldehyde

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

threo-3-(trimethylsilyl)-4-hydroxy-5-methyl-1-hexene
88916-15-8

threo-3-(trimethylsilyl)-4-hydroxy-5-methyl-1-hexene

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; dicyclopentylboron chloride; tert.-butyl lithium In tetrahydrofuran -78 deg C to r.t.;100%
isobutyraldehyde
78-84-2

isobutyraldehyde

1-[(R)-1-((E)-2-Iodo-vinyl)-hexyloxymethyl]-4-methoxy-benzene
164524-05-4

1-[(R)-1-((E)-2-Iodo-vinyl)-hexyloxymethyl]-4-methoxy-benzene

(E)-(R)-6-(4-Methoxy-benzyloxy)-2-methyl-undec-4-en-3-ol

(E)-(R)-6-(4-Methoxy-benzyloxy)-2-methyl-undec-4-en-3-ol

Conditions
ConditionsYield
With chromium dichloride; nickel dichloride In dimethyl sulfoxide Ambient temperature;100%
With chromium chloride; nickel dichloride In dimethyl sulfoxide for 2h; Ambient temperature;100%
isobutyraldehyde
78-84-2

isobutyraldehyde

tert-Butyl-[(R)-1-((E)-2-iodo-vinyl)-hexyloxy]-diphenyl-silane
164524-06-5

tert-Butyl-[(R)-1-((E)-2-iodo-vinyl)-hexyloxy]-diphenyl-silane

(E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-undec-4-en-3-ol

(E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-undec-4-en-3-ol

Conditions
ConditionsYield
With chromium dichloride; nickel dichloride In dimethyl sulfoxide Ambient temperature;100%
With chromium chloride; nickel dichloride In dimethyl sulfoxide; N,N-dimethyl-formamide for 1h; Ambient temperature;100%
3-(tetrahydropyran-2'-yloxy)propyne
6089-04-9

3-(tetrahydropyran-2'-yloxy)propyne

isobutyraldehyde
78-84-2

isobutyraldehyde

1-isopropyl-4-(tetrahydro-2-pyranyloxy)-2-butyn-1-ol
41056-46-6

1-isopropyl-4-(tetrahydro-2-pyranyloxy)-2-butyn-1-ol

Conditions
ConditionsYield
Stage #1: 3-(tetrahydropyran-2'-yloxy)propyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;
Stage #2: isobutyraldehyde In tetrahydrofuran; hexane at -78℃; for 1h; Further stages.;
100%
Stage #1: 3-(tetrahydropyran-2'-yloxy)propyne With n-butyllithium In tetrahydrofuran; hexane at -30℃; for 0.5h;
Stage #2: isobutyraldehyde In tetrahydrofuran; hexane at -30℃; for 1h; Further stages.;
89%
With n-butyllithium 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 2 h; Yield given. Multistep reaction;
Stage #1: 3-(tetrahydropyran-2'-yloxy)propyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: isobutyraldehyde In tetrahydrofuran; hexane at -78℃;
t-butoxycarbonylhydrazine
870-46-2

t-butoxycarbonylhydrazine

isobutyraldehyde
78-84-2

isobutyraldehyde

N'-(2-methylpropylidene)hydrazinecarboxylic acid tert-butyl ester
57699-46-4

N'-(2-methylpropylidene)hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
In toluene at 50℃; for 1h;100%
In methanol at 20℃; for 1h;100%
In methanol at 20℃; for 1h; Inert atmosphere;100%
In ethanol for 3h; Heating;99%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

isobutyraldehyde
78-84-2

isobutyraldehyde

(E)-2-(Diethoxy-phosphoryl)-4-methyl-pent-2-enoic acid ethyl ester
173724-80-6

(E)-2-(Diethoxy-phosphoryl)-4-methyl-pent-2-enoic acid ethyl ester

Conditions
ConditionsYield
With piperidine; acetic acid In benzene for 48h; Heating;100%
With piperidine; acetic acid for 62h; Condensation; Knoevenagel condensation;80%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With triethylamine; titanium tetrachloride In dichloromethane at 0 - 5℃;
Stage #2: isobutyraldehyde In dichloromethane at 0 - 5℃; Horner-Wadsworth-Emmos reaction;
(1S,2R,4R)-(-)-10-mercaptoisoboneol
71242-58-5

(1S,2R,4R)-(-)-10-mercaptoisoboneol

isobutyraldehyde
78-84-2

isobutyraldehyde

(1S,4R,6R,8R)-4-Isopropyl-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.01,6]undecane

(1S,4R,6R,8R)-4-Isopropyl-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.01,6]undecane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane100%
isobutyraldehyde
78-84-2

isobutyraldehyde

1,4,4-trimethyl-1,2,3,4-tetrahydrophosphinoline 1-oxide
311806-49-2

1,4,4-trimethyl-1,2,3,4-tetrahydrophosphinoline 1-oxide

1-(2-Hydroxy-3-methylbutyl)-4,4-dimethyl-1,2,3,4-tetrahydrophosphinoline oxide
311806-50-5

1-(2-Hydroxy-3-methylbutyl)-4,4-dimethyl-1,2,3,4-tetrahydrophosphinoline oxide

Conditions
ConditionsYield
Stage #1: 1,4,4-trimethyl-1,2,3,4-tetrahydrophosphinoline-1-oxide With n-butyllithium In tetrahydrofuran; hexane for 0.666667h; Metallation;
Stage #2: isobutyraldehyde In tetrahydrofuran; hexane at 20℃; for 1h; Alkylation; Further stages.;
100%
isobutyraldehyde
78-84-2

isobutyraldehyde

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Ac-(L)Ala-(L)Phe-NH(CH2)3NH-CPh2-p-C6H4-polystyrene

Ac-(L)Ala-(L)Phe-NH(CH2)3NH-CPh2-p-C6H4-polystyrene

N3,6,9-triisobutyl-12-amino-(4S)-methyl-(7S)-benzyl-3,6,9-triazadodecane, tetrakis(trifluoroacetic acid) salt

N3,6,9-triisobutyl-12-amino-(4S)-methyl-(7S)-benzyl-3,6,9-triazadodecane, tetrakis(trifluoroacetic acid) salt

Conditions
ConditionsYield
Multistep reaction.;100%
isobutyraldehyde
78-84-2

isobutyraldehyde

(E)-3,4-Dimethyl-1-piperidin-1-yl-5-tributylstannanyl-pent-3-en-1-one
303053-83-0

(E)-3,4-Dimethyl-1-piperidin-1-yl-5-tributylstannanyl-pent-3-en-1-one

(E)-N-(6-hydroxy-3,4,7-trimethyl-3-octenoyl)piperidine

(E)-N-(6-hydroxy-3,4,7-trimethyl-3-octenoyl)piperidine

Conditions
ConditionsYield
With dibutyltin chloride; isobutyraldehyde at 20℃; for 1h;100%
isobutyraldehyde
78-84-2

isobutyraldehyde

(8β)-De-A,B-23,23-dibromo-8-(tert-butyldimethylsilyloxy)-24-norchol-22-ene
214777-06-7

(8β)-De-A,B-23,23-dibromo-8-(tert-butyldimethylsilyloxy)-24-norchol-22-ene

(8β)-De-A,B-8-(tert-butyldimethylsilyloxy)-22-cholestyne-24-ol
263712-12-5

(8β)-De-A,B-8-(tert-butyldimethylsilyloxy)-22-cholestyne-24-ol

Conditions
ConditionsYield
Stage #1: (8β)-De-A,B-23,23-dibromo-8-(tert-butyldimethylsilyloxy)-24-norchol-22-ene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1.5h;
Stage #2: isobutyraldehyde In tetrahydrofuran; hexane at -78℃; for 0.333333h;
100%
chloromethyl phenyl sulfone
7205-98-3

chloromethyl phenyl sulfone

isobutyraldehyde
78-84-2

isobutyraldehyde

(1RS,2SR)-1,2-epoxy-3-methylbutyl phenyl sulfone

(1RS,2SR)-1,2-epoxy-3-methylbutyl phenyl sulfone

Conditions
ConditionsYield
With potassium hydroxide In toluene at 20℃; for 3h; Darzens reaction;100%
2-amino-5-chloro-α-(2'-chlorophenyl)benzyl alcohol
74067-45-1

2-amino-5-chloro-α-(2'-chlorophenyl)benzyl alcohol

isobutyraldehyde
78-84-2

isobutyraldehyde

5-chloro-α-(2-chlorophenyl)-2-(isobutylamino)benzyl alcohol
152906-75-7

5-chloro-α-(2-chlorophenyl)-2-(isobutylamino)benzyl alcohol

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid In methanol at 20℃;100%
acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

isobutyraldehyde
78-84-2

isobutyraldehyde

5-hydroxy-6-methyl-3-oxo-heptanoic acid methyl ester
55848-84-5

5-hydroxy-6-methyl-3-oxo-heptanoic acid methyl ester

Conditions
ConditionsYield
Stage #1: acetoacetic acid methyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 0.333333h;
Stage #3: isobutyraldehyde In tetrahydrofuran; hexane at -78 - 20℃; for 1.08333h;
100%
Stage #1: acetoacetic acid methyl ester With lithium diisopropyl amide In tetrahydrofuran; hexane at -60 - 20℃; for 0.416667h; Weiler method; Inert atmosphere;
Stage #2: isobutyraldehyde In tetrahydrofuran; hexane at -60 - 20℃; for 4h; Weiler method; Inert atmosphere;
Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane Inert atmosphere;
95%
Stage #1: acetoacetic acid methyl ester With sodium hydride In tetrahydrofuran at 0℃;
Stage #2: With n-butyllithium In tetrahydrofuran at -78℃;
Stage #3: isobutyraldehyde In tetrahydrofuran Further stages.;
isobutyraldehyde
78-84-2

isobutyraldehyde

(1-phenyl-2-propen-1-yl)pentamethyl phosphoric triamide
560095-49-0

(1-phenyl-2-propen-1-yl)pentamethyl phosphoric triamide

(4-hydroxy-5-methyl-1-phenyl-1-hexen-1-yl)pentamethyl phosphoric triamide

(4-hydroxy-5-methyl-1-phenyl-1-hexen-1-yl)pentamethyl phosphoric triamide

Conditions
ConditionsYield
Stage #1: (1-phenyl-2-propen-1-yl)pentamethyl phosphoric triamide With n-butyllithium In tetrahydrofuran; hexane at -50℃; for 0.166667h;
Stage #2: isobutyraldehyde In tetrahydrofuran; hexane at -50 - 20℃; for 1h;
100%

78-84-2Relevant articles and documents

Marine natural products: highly functionalized steroids (12β-hydroxy-24-norcholesta-1,4,22-trien-3-one and 12β-acetoxy-24-norcholesta-1,4,22-trien-3-one) from sea raspberry, Gersemia rubiformis

Kingston, John F.,Fallis, Alex G.

, p. 820 - 824 (1982)

Two new C26 steroid Δ1,4-dien-3-ones 5 and 6 wit 12β oxygen functions have been isolated from the soft coral Gersemia rubiformis and their structures elucidated from their spectral data and chemical transformations.

Catalytic dehydration of 2,3-butanediol over P/HZSM-5: Effect of catalyst, reaction temperature and reactant configuration on rearrangement products

Zhao, Jinbo,Yu, Dinghua,Zhang, Wengui,Hu, Yi,Jiang, Ting,Fu, Jie,Huang, He

, p. 16988 - 16995 (2016)

As a type of important bio-based vicinal diol, 2,3-butanediol could be transformed into methyl ethyl ketone and 2-methyl propanal through a pinacol rearrangement mechanism under acid catalysis conditions. In this paper, a series of P/HZSM-5 (Si/Al = 360) samples with various phosphate contents were prepared and tested via the catalytic transformation of 2,3-butanediol, with particular focus on the effect of phosphate content on the ratio of methyl ethyl ketone to 2-methyl propanal. The catalyst structures were studied using several physico-chemical methods such as XRD, N2 sorption, NH3-TPD and FT-IR. At 180 °C, the ratio of methyl ethyl ketone to 2-methyl propanal increased from 5.1 to 37.5 when the content of phosphate increased from 0.5 to 8.0. When the reaction temperature increased from 180 °C to 300 °C over 4% P2O5/HZSM-5, the ratio of methyl ethyl ketone to 2-methyl propanal decreased from 15.6 to 2.5. The configuration of 2,3-butanediol would affect the conversion but not the selectivity. The characterization results demonstrated that the phosphate modification of HZSM-5 could not only reduce the strong and medium acid sites but also produce new weak acid sites. Strong acid sites and high reaction temperatures could promote the formation of 2-methyl propanal through methyl migration via carboniums. Based on these results, a possible surface reaction model was proposed.

-

Hersh,Nelson

, p. 1631 (1936)

-

Generation of Simple Enols in Aqueous Solution from Alkali Metal Enolates. Some Chemistry of Isobutyraldehyde Enol

Chiang, Y.,Kresge, A. J.,Walsh, P. A.

, p. 6314 - 6320 (1986)

The enol isomer of isobutyraldehyde was generated in aqueous solution by reaction of its lithium and potassium enolates with water and of the trimethylsilyl enol ether with fluoride ion, and rates of ketonization of the enol were measured in HCl, DCl (in D2O), and NaOH solutions and in CNCH2CO2H, HCO2H, CH3CO2H, CH2ClPO3H-, and H2PO4- buffers.Rates of enolization of isobutyraldehyde were also determined, by iodine scavenging, in HClO4 and NaOH solutions.The reaction rates in HCl and NaOH give two independent estimates of the keto-enol equilibrium constant for isobutyraldehyde in aqueous solution at 25 deg C, which are in good agreement with each other and whose average is KE = (1.37 +/- 0.09)*1E-4, pKE = 3.86 +/- 0.03.The ketonization rates in NaOH solution also provide an estimate of the acidity constant of isobutyraldehyde enol ionazing as an oxygen acid, KaE = (2.37 +/- 0.14)*1E-12 M, pKaE = 11.63 +/- 0.03, which, when combined with KE, gives the acidity constant of the keto form of isobutyraldehyde ionizing as a carbon acid, KaK = (3.23 +/- 0.29)*1E-16 M, pKaK = 15.49 +/- 0.04.The ketonization reaction in buffer solutions shows both general-acid and general-base catalysis, consistent with two parallel reaction paths involving rate-determing β-carbon protonation of both enol and enolate ion.Analysis of the data in terms of this scheme shows enolate to be 1E8 times more reactive than enol.Arguments are advanced to the effect that all of the present data are consistent with stepwise reaction mechanisms and do not require a concerted reaction path.

-

Strohmeier,Weigelt

, p. C17 (1975)

-

Kinetics of oxidation of L-valine by a copper(III) periodate complex in alkaline medium

Sharanabasamma,Angadi, Mahantesh A.,Salunke, Manjalee S.,Tuwar, Suresh M.

, p. 187 - 199 (2012)

The kinetics of oxidation of L-valine by a copper(III) periodate complex was studied spectrophotometrically. The inverse second-order dependency on [OH-] was due to the formation of the protonated diperiodatocuprate(III) complex ([Cu(H3IO6) 2]-) from [Cu(H2IO6) 2]3-. The retarding effect of initially added periodate suggests that the dissociation of copper(III) periodate complex occurs in a pre-equilibrium step in which it loses one periodate ligand. Among the various forms of copper(III) periodate complex occurring in alkaline solutions, the monoperiodatocuprate(III) appears to be the active form of copper(III) periodate complex. The observed second-order dependency of [L-valine] on the rate of reaction appears to result from formation of a complex with monoperiodatocuprate(III) followed by oxidation in a slow step. A suitable mechanism consistent with experimental results was proposed. The rate law was derived as: (Equation presented) The temperature effect on the rate of reaction was also studied. The activation parameters of the reaction Ea, ΔH#, ΔS#, ΔG#, and log 10 A are 49 ± 2 kJ·mol-1, 47.5 ± 2 kJ·mol-1, -49 ± 2 J·K -1·mol-1, 62 ± 3 kJ·mol-1 and 6.0 ± 0.1, respectively. Springer Science+Business Media, LLC 2012.

Detailed structure-function correlations of bacillus subtilis acetolactate synthase

Sommer, Bettina,Von Moeller, Holger,Haack, Martina,Qoura, Farah,Langner, Clemens,Bourenkov, Gleb,Garbe, Daniel,Loll, Bernhard,Brück, Thomas

, p. 110 - 118 (2015)

Isobutanol is deemed to be a next-generation biofuel and a renewable platform chemical.[1] Non-natural biosynthetic pathways for isobutanol production have been implemented in cell-based and in vitro systems with Bacillus subtilis acetolactate synthase (AlsS) as key biocatalyst.[2-6] AlsS catalyzes the condensation of two pyruvate molecules to acetolactate with thiamine diphosphate and Mg2+ as cofactors. AlsS also catalyzes the conversion of 2-ketoisovalerate into isobutyraldehyde, the immediate precursor of isobutanol. Our phylogenetic analysis suggests that the ALS enzyme family forms a distinct subgroup of ThDP-dependent enzymes. To unravel catalytically relevant structure-function relationships, we solved the AlsS crystal structure at 2.3 ? in the presence of ThDP, Mg2+ in a transition state with a 2-lactyl moiety bound to ThDP. We supplemented our structural data by point mutations in the active site to identify catalytically important residues.

ALDEHYDE GENERATION VIA ALKENE HYDROFORMYLATION

-

Paragraph 0083; 0084, (2021/09/26)

Aldehyde generation includes providing a first input stream, a second input, and an alkene substrate to a reactor system. The first input stream includes a catalyst, a ligand, and an organic solvent. The second input stream includes a mixture of carbon monoxide (CO) and hydrogen gas (H2). The alkene substrate is in either gaseous form or liquid form, the liquid form of the alkene substrate being provided with the first input stream, the gaseous form of the alkene substrate being provided with the second input stream. The reactor system includes a first reactor and a second reactor, where the second reactor is gas permeable and positioned within the first reactor.

METHOD FOR PRODUCING CARBONATE DERIVATIVE

-

Paragraph 0122-0123, (2022/01/04)

The objective of the present invention is to provide a method for producing a polycarbonate safely and efficiently even without using a base. The method for producing a carbonate derivative according to the present invention is characterized in comprising the step of irradiating a high energy light to a composition comprising the halogenated methane and the hydroxy group-containing compound in the presence of oxygen, wherein a molar ratio of a total usage amount of the hydroxy group-containing compound to 1 mole of the halogenated methane is 0.05 or more.

METHOD FOR PREPARING ISOBUTENOL

-

Paragraph 0052-0053; 0064-0065; 0068-0069, (2021/06/15)

The present invention provides a method for preparing isobutanol, which comprises a step of selectively hydrogenating methacrolein in the presence of a pincer ligand catalyst. The preparation method according to the present invention can increase the selectivity of the isobutanol.

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