Product Name

  • Name

    Pivaldehyde

  • EINECS 211-134-6
  • CAS No. 630-19-3
  • Article Data248
  • CAS DataBase
  • Density 0.794 g/cm3
  • Solubility Negligible
  • Melting Point 6 °C(lit.)
  • Formula C5H10O
  • Boiling Point 77.5 °C at 760 mmHg
  • Molecular Weight 86.1338
  • Flash Point 4 °F
  • Transport Information UN 1989 3/PG 2
  • Appearance clear slightly yellow liquid
  • Safety 16-23-33-24
  • Risk Codes 11-37/38-43
  • Molecular Structure Molecular Structure of 630-19-3 (Pivaldehyde)
  • Hazard Symbols FlammableF,IrritantXi,HighlyF+
  • Synonyms Pivalaldehyde(7CI,8CI);Pivaldehyde (6CI);2,2-Dimethylpropanal;2,2-Dimethylpropanone;2,2-Dimethylpropionaldehyde;NSC 22043;Neopentaldehyde;Neopentanal;tert-Butylformaldehyde;tert-Pentanal;a,a-Dimethylpropanal;a,a-Dimethylpropionaldehyde;
  • PSA 17.07000
  • LogP 1.23140

Synthetic route

2,2-dimethyl-1-pyrrol-1-yl-propan-1-ol

2,2-dimethyl-1-pyrrol-1-yl-propan-1-ol

A

pyrrole
109-97-7

pyrrole

B

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With sodium methylate In tetrahydrofuran at 20℃; for 12h; Product distribution; Further Variations:; Reagents; reaction time;A n/a
B 100%
2,6-di-tert-butyl-4-phenyl-6H-1,3,5-oxathiazine S-oxide

2,6-di-tert-butyl-4-phenyl-6H-1,3,5-oxathiazine S-oxide

A

3,5-diphenyl-[1,2,4]thiadiazole
4115-15-5

3,5-diphenyl-[1,2,4]thiadiazole

B

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
In chloroform-d1 at 25℃; for 800h;A 100%
B 100%
(2,2-Dimethyl-propylidene)-triphenyl-λ5-phosphane
3739-96-6

(2,2-Dimethyl-propylidene)-triphenyl-λ5-phosphane

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With trioxo(N-tert-butylimido)osmium(VIII)100%
2,2-dimethyl-propanol-1
75-84-3

2,2-dimethyl-propanol-1

4,4'-Dimethoxybenzhydrol
728-87-0

4,4'-Dimethoxybenzhydrol

A

4,4'-dianisylmethane
726-18-1

4,4'-dianisylmethane

B

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With o-benzenedisulfonimide at 80℃; for 8h;A 100%
B n/a
...Expand
[(S)-Tol-BINAP]Pd(o-C6H4CN)(OCH2CMe3)
210693-60-0

[(S)-Tol-BINAP]Pd(o-C6H4CN)(OCH2CMe3)

A

pivalaldehyde
630-19-3

pivalaldehyde

B

2-(neopentyloxy)benzonitrile

2-(neopentyloxy)benzonitrile

Conditions
ConditionsYield
Kinetics; inert atm.; thermal decompn. (62°C);A <2
B 99%
Trimethylacetic acid
75-98-9

Trimethylacetic acid

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With thexylchloroborane-Me2SO4 In dichloromethane for 3h; Ambient temperature;98%
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;89%
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 1h; Ambient temperature;85%
2,2-dimethyl-propanol-1
75-84-3

2,2-dimethyl-propanol-1

diethylazodicarboxylate
1972-28-7

diethylazodicarboxylate

A

diethyl hydrazodicarboxylate
4114-28-7

diethyl hydrazodicarboxylate

B

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With zinc dibromide In toluene for 2.5h; Reflux;A n/a
B 90%
...Expand
2-Methylbutyraldehyde
96-17-3, 57456-98-1

2-Methylbutyraldehyde

isoprene
78-79-5

isoprene

A

3-methyl-butan-2-one
563-80-4

3-methyl-butan-2-one

B

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

C

3-Methyl-1-butene
563-45-1

3-Methyl-1-butene

D

pivalaldehyde
630-19-3

pivalaldehyde

E

C2-C4 hydrocarbons

C2-C4 hydrocarbons

Conditions
ConditionsYield
With steam; calcium phosphate catalyst TU 103-134-72 at 380℃; Product distribution; Rate constant; Kinetics; other conditions - var. space velocity of adding reagent, var. dilution with steam, var. temp., var. contact time, other object - activation energy data;;A 8.2%
B n/a
C n/a
D 0.6%
E n/a
...Expand
<(2-methyl-1-propenyl)oxy>tri-n-butylstannane
17198-92-4

<(2-methyl-1-propenyl)oxy>tri-n-butylstannane

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With methyl iodide for 14 h at 90°C;86%
With CH3I for 14 h at 90°C;86%
pivaloyl chloride
3282-30-2

pivaloyl chloride

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With ammonium hydroxide; formic acid In diethyl ether; chloroform for 0.333333h; Ambient temperature;85%
With 5%-palladium/activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine In acetonitrile at 20 - 60℃; for 1h; Reagent/catalyst; Solvent; Autoclave;73%
With tri-n-butyl-tin hydride; PdCl(COPh)(PPh3)2 In toluene at 65℃;65%
6'-(tert-butyl)spiro-5'-one
88919-73-7

6'-(tert-butyl)spiro-5'-one

A

cyclohexanone
108-94-1

cyclohexanone

B

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With flash-vacuum thermolysis (FVY) at 400℃; Mechanism; other 3,6-substituted 1,2,4-trioxan-5-ones, also electron-transfer agents, var. conditions;A 85%
B 32%
[2,5-Di-tert-butyl-[1,4,2]dioxazolidin-(3Z)-ylidene]-phenyl-amine
99948-61-5

[2,5-Di-tert-butyl-[1,4,2]dioxazolidin-(3Z)-ylidene]-phenyl-amine

A

N-tert-butyl-N-hydroxy-N'-phenylurea
29586-31-0

N-tert-butyl-N-hydroxy-N'-phenylurea

B

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With sulfuric acid In tetrahydrofuran for 2h; Ambient temperature;A 85%
B n/a
C14H25NOS

C14H25NOS

A

N,N-(diallyl)thiopropionamide
1283722-06-4

N,N-(diallyl)thiopropionamide

B

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With C9H11(1-)*Cu(1+)*C34H36P2*C14H20O2 In tetrahydrofuran at -70℃; for 24h; enantioselective reaction;A 84%
B n/a
2,2-dimethyl-propanol-1
75-84-3

2,2-dimethyl-propanol-1

tetraphenyl-bismuth trifluoroacetate
83566-43-2

tetraphenyl-bismuth trifluoroacetate

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With N-t-Bu-N',N',N'',N''-Me4-guanidine In benzene-d6 100 min room temp. (Ar); monitored by (1)H NMR;83%
With N-t-Bu-N',N',N'',N''-Me4-guanidine In benzene-d6 7.5 h at room temp.; monitored by (1)H NMR;
α-hydroxy-1-neopentyl phenyl ketone
56346-02-2

α-hydroxy-1-neopentyl phenyl ketone

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
trifluorormethanesulfonic acid In dichloromethane for 16h; Ambient temperature;82%
(dppf)Pd(p-C6H4NO2)(OCH2CMe3)
210693-64-4

(dppf)Pd(p-C6H4NO2)(OCH2CMe3)

A

4-(2,2-dimethylpropyloxy)nitrobenzene
14225-16-2

4-(2,2-dimethylpropyloxy)nitrobenzene

B

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
Kinetics; inert atm.; thermal decompn. (23°C);A 81%
B 12%
trimethylpyruvic acid
815-17-8

trimethylpyruvic acid

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With quinoline; copper at 175℃; for 1h;77%
With diphenylamine at 150 - 200℃;
With aniline
2,2-dimethyl-3-hydroxypropionaldehyde
597-31-9

2,2-dimethyl-3-hydroxypropionaldehyde

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With triethyl borane; trifluorormethanesulfonic acid In 1,1,2-Trichloro-1,2,2-trifluoroethane a) -30 deg C, 30 min, b) room temperature, 6 h;74%
(dppf)Pd(m-C6H4CN)(OCH2CMe3)
210693-65-5

(dppf)Pd(m-C6H4CN)(OCH2CMe3)

A

m-neopentoxybenzonitrile

m-neopentoxybenzonitrile

B

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
Kinetics; inert atm.; thermal decompn. (47°C);A <2
B 73%
2,2-dimethylpropionamide
754-10-9

2,2-dimethylpropionamide

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With lithium-tris(diethylamino)hydridoaluminate In tetrahydrofuran for 12h; Ambient temperature;72%
1-[(2,2-Dimethyl-propionyl)-methyl-amino]-3-methyl-3H-imidazol-1-ium; iodide

1-[(2,2-Dimethyl-propionyl)-methyl-amino]-3-methyl-3H-imidazol-1-ium; iodide

pivalaldehyde
630-19-3

pivalaldehyde

Conditions
ConditionsYield
With diisobutylaluminium hydride In tetrahydrofuran at -10 - 20℃; for 0.5h;70%
pivalaldehyde
630-19-3

pivalaldehyde

acetone
67-64-1

acetone

4-hydroxy-2,2-dimethyl-6-heptanone
101713-95-5

4-hydroxy-2,2-dimethyl-6-heptanone

Conditions
ConditionsYield
With sodium hydroxide at 20℃;100%
Stage #1: acetone With sodium hydroxide In water at 20℃; Microfluidic conditions;
Stage #2: pivalaldehyde; acetone In water at 20℃; Microfluidic conditions;		100%
With n-butyllithium; diisopropylamine In tetrahydrofuran at -78℃; for 0.583333h;47%
pivalaldehyde
630-19-3

pivalaldehyde

3-methyl-butan-2-one
563-80-4

3-methyl-butan-2-one

Conditions
ConditionsYield
With fluoroboric acid Rearrangement;100%
With gallium(III) trichloride; methyl cyclohexane In 1,2-dichloro-ethane at 20℃; for 1h;61%
With hydrogenchloride In water at 250℃; under 37503.8 Torr; for 1h; Sealed tube; Inert atmosphere;59%
pivalaldehyde
630-19-3

pivalaldehyde

2,4,6-tris(tert-butyl)-1,3,5-trioxane
53607-03-7

2,4,6-tris(tert-butyl)-1,3,5-trioxane

Conditions
ConditionsYield
With dodecatungstosilic acid for 2.5h; Ambient temperature;100%
With beryllium(II) chloride at 20℃; for 17h; Glovebox; Schlenk technique; Inert atmosphere; Sealed tube;100%
With indium(III) chloride at 20℃; for 0.0833333h;90%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

pivalaldehyde
630-19-3

pivalaldehyde

3-tert-butyl-acrylic acid ethyl ester
87995-20-8

3-tert-butyl-acrylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran Cooling with ice;
Stage #2: pivalaldehyde In tetrahydrofuran at 20℃; for 48h;
Stage #3: With ammonium chloride In tetrahydrofuran; water		100%
(i) NaH, Et2O, (ii) /BRN= 506060/; Multistep reaction;
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: pivalaldehyde In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
With sodium tert-pentoxide at 0 - 20℃; for 1h; Horner-Wadsworth-Emmons Olefination; Green chemistry;
With sodium hydride In tetrahydrofuran at 0℃; Inert atmosphere;
1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

pivalaldehyde
630-19-3

pivalaldehyde

1-Benzotriazol-1-yl-2,2-dimethyl-propan-1-ol
111507-83-6

1-Benzotriazol-1-yl-2,2-dimethyl-propan-1-ol

Conditions
ConditionsYield
at 25℃;100%
α,α-adamantylidene-N-methyl nitrone
57777-70-5

α,α-adamantylidene-N-methyl nitrone

pivalaldehyde
630-19-3

pivalaldehyde

A

2-Adamantanone
700-58-3

2-Adamantanone

B

N-Methyl-(2,2-dimethylpropylidene)amine N-oxide
66251-86-3, 127872-10-0

N-Methyl-(2,2-dimethylpropylidene)amine N-oxide

Conditions
ConditionsYield
In tetrahydrofuran for 5.5h; Heating;A n/a
B 100%
...Expand
ethyl 2-(1,3-dithiolan-2-ylidene)-3-oxobutanoate
2080-44-6

ethyl 2-(1,3-dithiolan-2-ylidene)-3-oxobutanoate

pivalaldehyde
630-19-3

pivalaldehyde

(E)-2-[1,3]Dithiolan-2-ylidene-6,6-dimethyl-3-oxo-hept-4-enoic acid
133286-24-5

(E)-2-[1,3]Dithiolan-2-ylidene-6,6-dimethyl-3-oxo-hept-4-enoic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 5h; Ambient temperature;100%
With sodium hydroxide In ethanol at 20℃; for 9h;64%
pivalaldehyde
630-19-3

pivalaldehyde

phenylacetylene
536-74-3

phenylacetylene

4,4-dimethyl-1-phenyl-pent-1-yn-3-ol
132350-97-1, 29586-01-4

4,4-dimethyl-1-phenyl-pent-1-yn-3-ol

Conditions
ConditionsYield
phosphazene base-P4-tert-butyl In hexane; dimethyl sulfoxide at 20℃; for 2h;100%
With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃;99%
With dimethyl zinc(II); (1R,2S)-cis-1-amino-2-indenol-derived oxazolidine In n-heptane; toluene at -15℃; for 48h;99%
pivalaldehyde
630-19-3

pivalaldehyde

neopentyl pivalate
5340-26-1

neopentyl pivalate

Conditions
ConditionsYield
With (pentamethylcyclopentadienyl)2LaCH(TMS)2 In benzene at 60℃; for 72h; Mechanism; other aldehydes; also with Nd catalyst;100%
With calcium bis{bis(trimethylsilyl)amide} In benzene at 20℃; for 24h; Tishchenko reaction;96%
With diisobutylaluminium hydride In hexane; pentane at 20℃; for 5h; Tishchenko reaction;95%
pivalaldehyde
630-19-3

pivalaldehyde

(R)-3-aminobutanoic acid methyl ester
161688-97-7

(R)-3-aminobutanoic acid methyl ester

(R)-3-<(2',2'-dimethylpropyliden)amino>-N-methylbutanamide

(R)-3-<(2',2'-dimethylpropyliden)amino>-N-methylbutanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 7h; Heating;100%
(R)-2-hydroxylbutanoic acid
20016-85-7

(R)-2-hydroxylbutanoic acid

pivalaldehyde
630-19-3

pivalaldehyde

(2R,5R)-2-(tert-butyl)-5-ethyl-1,3-dioxolan-4-one
115860-85-0

(2R,5R)-2-(tert-butyl)-5-ethyl-1,3-dioxolan-4-one

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether at -30 - -20℃; for 3h; Inert atmosphere;100%
With toluene-4-sulfonic acid In pentane for 2.5h; Inert atmosphere; Reflux;99%
With sulfuric acid; toluene-4-sulfonic acid In dichloromethane for 6h; Heating; Yield given;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

tri-n-butyl(1-pentynyl)tin
86633-17-2

tri-n-butyl(1-pentynyl)tin

pivalaldehyde
630-19-3

pivalaldehyde

(1-tert-Butyl-hex-2-ynyloxy)-trimethyl-silane

(1-tert-Butyl-hex-2-ynyloxy)-trimethyl-silane

Conditions
ConditionsYield
With indium(III) chloride In acetonitrile at 25℃; for 0.5h;100%
...Expand
pivalaldehyde
630-19-3

pivalaldehyde

(3R*,5S*)-3,5-dihydroxyundecane

(3R*,5S*)-3,5-dihydroxyundecane

(2R*,4R*,6S*)-2-tert-butyl-4-ethyl-6-hexyl-1,3-dioxane

(2R*,4R*,6S*)-2-tert-butyl-4-ethyl-6-hexyl-1,3-dioxane

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In dichloromethane for 4h; Heating;100%
pivalaldehyde
630-19-3

pivalaldehyde

bis(2-pyridyldimethylsilyl)methane
243468-48-6

bis(2-pyridyldimethylsilyl)methane

(E)-2-pyridyldimethyl(3,3-dimethylbut-1-enyl)silane

(E)-2-pyridyldimethyl(3,3-dimethylbut-1-enyl)silane

Conditions
ConditionsYield
Stage #1: bis(2-pyridyldimethylsilyl)methane With n-butyllithium In diethyl ether; hexane at -78℃; Metallation;
Stage #2: pivalaldehyde In diethyl ether; hexane at -78 - 20℃; Peterson-type olefination; Further stages.;		100%
Stage #1: bis(2-pyridyldimethylsilyl)methane With n-butyllithium In diethyl ether; hexane at -78℃; for 1h;
Stage #2: pivalaldehyde In diethyl ether; hexane at -78 - 20℃; for 1.5h; Peterson-type olefination;
(E)-3-ethoxyacrylonitrile
58243-08-6

(E)-3-ethoxyacrylonitrile

pivalaldehyde
630-19-3

pivalaldehyde

(Z)-2-cyano-1-ethoxy-4,4-dimethylpenten-3-ol
403719-50-6

(Z)-2-cyano-1-ethoxy-4,4-dimethylpenten-3-ol

Conditions
ConditionsYield
Stage #1: (E)-3-ethoxyacrylonitrile With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran at -78℃;
Stage #2: pivalaldehyde In tetrahydrofuran at -78℃;		100%
pivalaldehyde
630-19-3

pivalaldehyde

(2-amino-5-chlorophenyl)(phenyl)methanol
1159372-20-9

(2-amino-5-chlorophenyl)(phenyl)methanol

{5-chloro-2-[(2,2-dimethylpropyl)amino]phenyl}-(phenyl)methanol
184882-04-0

{5-chloro-2-[(2,2-dimethylpropyl)amino]phenyl}-(phenyl)methanol

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid In methanol at 20℃;100%
With sodium tetrahydroborate; acetic acid45%
pivalaldehyde
630-19-3

pivalaldehyde

(2-amino-4-chloro-phenyl)-(2-chloro-phenyl)-methanol
152911-53-0

(2-amino-4-chloro-phenyl)-(2-chloro-phenyl)-methanol

[4-chloro-2-(2,2-dimethyl-propylamino)-phenyl]-(2-chloro-phenyl)-methanol
152911-70-1

[4-chloro-2-(2,2-dimethyl-propylamino)-phenyl]-(2-chloro-phenyl)-methanol

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid In methanol at 20℃;100%
pivalaldehyde
630-19-3

pivalaldehyde

2-(2-amino-5-chlorophenyl)-2-(2-chlorophenyl)ethanol
165952-46-5

2-(2-amino-5-chlorophenyl)-2-(2-chlorophenyl)ethanol

2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethanol
165952-47-6

2-(5-chloro-2-neopentylaminophenyl)-2-(2-chlorophenyl)ethanol

Conditions
ConditionsYield
Stage #1: pivalaldehyde; 2-(2-amino-5-chlorophenyl)-2-(2-chlorophenyl)ethanol With acetic acid In methanol at 20℃; for 0.5h;
Stage #2: With sodium cyanoborohydride In methanol at 20℃; for 1h;		100%
pivalaldehyde
630-19-3

pivalaldehyde

(2-amino-5-chloro-phenyl)-(2,6-dimethoxy-phenyl)-methanol
152911-49-4

(2-amino-5-chloro-phenyl)-(2,6-dimethoxy-phenyl)-methanol

[5-chloro-2-(2,2-dimethyl-propylamino)-phenyl]-(2,6-dimethoxy-phenyl)-methanol
152911-66-5

[5-chloro-2-(2,2-dimethyl-propylamino)-phenyl]-(2,6-dimethoxy-phenyl)-methanol

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid In methanol at 20℃;100%
pivalaldehyde
630-19-3

pivalaldehyde

(+/-)-2-amino-5-chloro-α-(2,3-dimethoxyphenyl)benzyl alcohol
152911-54-1

(+/-)-2-amino-5-chloro-α-(2,3-dimethoxyphenyl)benzyl alcohol

[5-chloro-2-(2,2-dimethylpropylamino)phenyl]-(2,3-dimethoxyphenyl)methanol
152911-75-6

[5-chloro-2-(2,2-dimethylpropylamino)phenyl]-(2,3-dimethoxyphenyl)methanol

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 1h;100%
pivalaldehyde
630-19-3

pivalaldehyde

aniline
62-53-3

aniline

N-neopentylaniline
7210-81-3

N-neopentylaniline

Conditions
ConditionsYield
With phosphotungstic acid; sodium tetrahydroborate In methanol100%
With ammonium formate; palladium on activated charcoal In water; isopropyl alcohol at 20℃; for 0.5h;97%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; diphenylsilane In dichloromethane at 20℃; for 4h; Molecular sieve; chemoselective reaction;84%
pivalaldehyde
630-19-3

pivalaldehyde

Merrifield resin, 1 percent DVB cross-linking, DF 11 percent

Merrifield resin, 1 percent DVB cross-linking, DF 11 percent

t-BuCHO-modified Merrifield resin, 1 percent DVB cross-linking, DF 11 percent

t-BuCHO-modified Merrifield resin, 1 percent DVB cross-linking, DF 11 percent

Conditions
ConditionsYield
Stage #1: Merrifield resin, 1 percent DVB cross-linking, DF 11 percent With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at 20℃; for 24h;
Stage #2: pivalaldehyde In tetrahydrofuran at -40℃; for 24h;
Stage #3: With water In tetrahydrofuran		100%
pivalaldehyde
630-19-3

pivalaldehyde

Merrifield resin, 2 percent DVB cross-linking, DF 57 percent

Merrifield resin, 2 percent DVB cross-linking, DF 57 percent

t-BuCHO-modified Merrifield resin, 2 percent DVB cross-linking, DF 57 percent

t-BuCHO-modified Merrifield resin, 2 percent DVB cross-linking, DF 57 percent

Conditions
ConditionsYield
Stage #1: Merrifield resin, 2 percent DVB cross-linking, DF 57 percent With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at 20℃; for 24h;
Stage #2: pivalaldehyde In tetrahydrofuran at -78℃; for 22h;
Stage #3: With water In tetrahydrofuran		100%
pyrrole
109-97-7

pyrrole

pivalaldehyde
630-19-3

pivalaldehyde

2,2-dimethyl-1-pyrrol-1-yl-propan-1-ol

2,2-dimethyl-1-pyrrol-1-yl-propan-1-ol

Conditions
ConditionsYield
Stage #1: pyrrole With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: pivalaldehyde In tetrahydrofuran; hexane		100%
pivalaldehyde
630-19-3

pivalaldehyde

(5-hexyl-furan-3-yloxy)-trimethyl-silane
845960-16-9

(5-hexyl-furan-3-yloxy)-trimethyl-silane

5-hexyl-2-(1-hydroxy-2,2-dimethyl-propyl)-furan-3-one

5-hexyl-2-(1-hydroxy-2,2-dimethyl-propyl)-furan-3-one

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at -78℃; for 1h;100%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

pivalaldehyde
630-19-3

pivalaldehyde

[2,2-Dimethyl-prop-(E)-ylidene]-(2-methoxy-phenyl)-amine

[2,2-Dimethyl-prop-(E)-ylidene]-(2-methoxy-phenyl)-amine

Conditions
ConditionsYield
With 4 A molecular sieve In toluene at 20℃; for 24h; Condensation;100%
5-phenyl-1-pentyne
1823-14-9

5-phenyl-1-pentyne

pivalaldehyde
630-19-3

pivalaldehyde

2,2-dimethyl-8-phenyl-4-octyn-3-ol

2,2-dimethyl-8-phenyl-4-octyn-3-ol

Conditions
ConditionsYield
Stage #1: 5-phenyl-1-pentyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: pivalaldehyde In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;		100%
Stage #1: 5-phenyl-1-pentyne With lithium diisopropyl amide In tetrahydrofuran at -30℃; for 0.666667h;
Stage #2: pivalaldehyde In tetrahydrofuran at -30 - 20℃; for 2h;
pivalaldehyde
630-19-3

pivalaldehyde

2,2-dimethyl-1-(piperazin-1-yl)propan-1-one
155295-47-9

2,2-dimethyl-1-(piperazin-1-yl)propan-1-one

tert-butyl 4-neopentylpiperazine-1-carboxylate

tert-butyl 4-neopentylpiperazine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 2,2-dimethyl-1-(piperazin-1-yl)propan-1-one With acetic acid In 1,2-dichloro-ethane at 50℃; for 0.333333h;
Stage #2: pivalaldehyde With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 50℃; for 1.5h; Further stages.;		100%

Pivaldehyde Chemical Properties

Molecular Structure:

Molecular Formula: C5H10O
Molecular Weight: 86.1323
IUPAC Name: 2,2-Dimethylpropanal
Synonyms of Propanal, 2,2-dimethyl- (CAS NO.630-19-3): 2,2-Dimethylpropanal ; 2,2-Dimethylpropionaldehyde ; AI3-33229 ; EINECS 211-134-6 ; NSC 22043 ; Neopentanal ; Pivalaldehyde ; Pivalic aldehyde ; Trimethylacetaldehyde ; alpha,alpha-Dimethylpropanal ; alpha,alpha-Dimethylpropionaldehyde
CAS NO: 630-19-3
Classification Code: API intermediates ; Miscellaneous Reagents
Melting point: 6 °C 
Index of Refraction: 1.384
Molar Refractivity: 25.36 cm3
Molar Volume: 108.4 cm3
Surface Tension: 22 dyne/cm
Density: 0.794 g/cm3
Flash Point: °C
Enthalpy of Vaporization: 31.85 kJ/mol
Boiling Point: 77.5 °C at 760 mmHg
Vapour Pressure of Propanal, 2,2-dimethyl- (CAS NO.630-19-3): 96.5 mmHg at 25°C

Pivaldehyde Safety Profile

Hazard Codes of Propanal, 2,2-dimethyl- (CAS NO.630-19-3): FlammableF,IrritantXi,HighlyF+
Risk Statements: 11-37/38-43 
R11: Highly flammable. 
R37/38: Irritating to respiratory system and skin. 
R43: May cause sensitization by skin contact.
Safety Statements: 16-23-33-24 
S16: Keep away from sources of ignition. 
S23: Do not breathe vapour. 
S33: Take precautionary measures against static discharges. 
S24: Avoid contact with skin.
RIDADR: UN 1989 3/PG 2
WGK Germany: 3
F: 8
HazardClass: 3
PackingGroup: III

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