Product Name

  • Name

    (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide

  • EINECS 257-977-3
  • CAS No. 52509-14-5
  • Article Data5
  • CAS DataBase
  • Density g/cm3
  • Solubility Soluble in water (20°C).
  • Melting Point 193-195 ºC
  • Formula C22H22 O2 P . Br
  • Boiling Point °Cat760mmHg
  • Molecular Weight 429.293
  • Flash Point °C
  • Transport Information
  • Appearance White Power
  • Safety S26;S37/39
  • Risk Codes R20/21/22;R36/37/38   
  • Molecular Structure Molecular Structure of 52509-14-5 ((1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide)
  • Hazard Symbols
  • Synonyms Phosphonium,(1,3-dioxolan-2-ylmethyl)triphenyl-, bromide (9CI); (1,3-Dioxolan-2-ylmethyl)triphenylphosphoniumbromide
  • PSA 32.05000
  • LogP 0.35740

Synthetic route

2-bromomethyl-1,3-dioxolane
4360-63-8

2-bromomethyl-1,3-dioxolane

triphenylphosphine
603-35-0

triphenylphosphine

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In isopropyl alcohol at 60 - 65℃; for 3h; Inert atmosphere; Green chemistry;99.1%
In toluene for 24h; Heating / reflux;54%
at 120℃; for 24h;
2-bromomethyl-1,3-dioxolane
4360-63-8

2-bromomethyl-1,3-dioxolane

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In toluene for 48h; Reflux;33%
4,15-diformyl[2.2]paracyclophane
288156-11-6

4,15-diformyl[2.2]paracyclophane

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

4,15-bis[(E)-2-formylvinyl]-[2.2]paracyclophane

4,15-bis[(E)-2-formylvinyl]-[2.2]paracyclophane

Conditions
ConditionsYield
Stage #1: 4,15-diformyl[2.2]paracyclophane; (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h;
Stage #2: With hydrogenchloride In tetrahydrofuran at 2℃; for 16h;		100%
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

4,15-bis[(1E,3E)-4-formylbuta-1,3-dienyl][2.2]paracyclophane

4,15-bis[(1E,3E)-4-formylbuta-1,3-dienyl][2.2]paracyclophane

(2E,4E,6E)-7-[12-((1E,3E,5E)-7-Oxo-hepta-1,3,5-trienyl)-tricyclo[8.2.2.24,7]hexadeca-1(13),4(16),5,7(15),10(14),11-hexaen-5-yl]-hepta-2,4,6-trienal

(2E,4E,6E)-7-[12-((1E,3E,5E)-7-Oxo-hepta-1,3,5-trienyl)-tricyclo[8.2.2.24,7]hexadeca-1(13),4(16),5,7(15),10(14),11-hexaen-5-yl]-hepta-2,4,6-trienal

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide; 4,15-bis[(1E,3E)-4-formylbuta-1,3-dienyl][2.2]paracyclophane With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h;
Stage #2: With hydrogenchloride In tetrahydrofuran at 2℃; for 16h;		100%
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

p-(iodophenyl)carboxaldehyde
15164-44-0

p-(iodophenyl)carboxaldehyde

(E)-3-(4-iodophenyl)acrylaldehyde

(E)-3-(4-iodophenyl)acrylaldehyde

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide; p-(iodophenyl)carboxaldehyde With 18-crown-6 ether; sodium hydride In tetrahydrofuran at 25℃; for 14h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 25℃; for 6h;		100%
With 18-crown-6 ether; sodium hydride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;78.7%
mesytaldehyde
487-68-3

mesytaldehyde

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

2-(2,4,6-trimethylstyryl)-1,3-dioxolane

2-(2,4,6-trimethylstyryl)-1,3-dioxolane

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: mesytaldehyde In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere;		100%
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

5-((allyloxy)methyl)furan-2-carbaldehyde
113675-57-3

5-((allyloxy)methyl)furan-2-carbaldehyde

C11H12O3

C11H12O3

Conditions
ConditionsYield
With sodium methylate In methanol; N,N-dimethyl-formamide at 70℃; for 48h; Wittig Olefination; Inert atmosphere;99%
(E)-3-(methylthio)cinnamaldehyde
1421970-17-3

(E)-3-(methylthio)cinnamaldehyde

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

(2E,4E)-5-(3-(methylthio)phenyl)penta-2,4-dienal
1421970-16-2

(2E,4E)-5-(3-(methylthio)phenyl)penta-2,4-dienal

Conditions
ConditionsYield
Stage #1: (E)-3-(methylthio)cinnamaldehyde; (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With sodium methylate In methanol at 25℃; Wittig Olefination; Inert atmosphere;
Stage #2: With iodine In methanol; acetone for 12h; Inert atmosphere; Reflux;		96.2%
C17H26O
860032-97-9

C17H26O

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

C19H28O
1254522-05-8

C19H28O

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: C17H26O In tetrahydrofuran at 20℃; Wittig reaction; Inert atmosphere;
Stage #3: With oxalic acid In tetrahydrofuran; water		96%
quinoline-4-carboxaldehyde
4363-93-3

quinoline-4-carboxaldehyde

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

4-((E)-2-[1,3]Dioxolan-2-yl-vinyl)-quinoline
172678-77-2

4-((E)-2-[1,3]Dioxolan-2-yl-vinyl)-quinoline

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at -35 - 10℃; for 4h;95%
With lithium methanolate In methanol; N,N-dimethyl-formamide at 70 - 80℃; for 4h;
With potassium tert-butylate In tetrahydrofuran
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

1-benzyl, 2-methyl (2RS,5RS,6RS)-5-ethyl-6-(2-oxoethyl)piperidine-1,2-dicarboxylate

1-benzyl, 2-methyl (2RS,5RS,6RS)-5-ethyl-6-(2-oxoethyl)piperidine-1,2-dicarboxylate

1-benzyl, 2-methyl (2RS,5RS,6RS)-6-[3-(1,3-dioxolan-2-yl)prop-2-enyl]-5-ethylpiperidine-1,2-dicarboxylate

1-benzyl, 2-methyl (2RS,5RS,6RS)-6-[3-(1,3-dioxolan-2-yl)prop-2-enyl]-5-ethylpiperidine-1,2-dicarboxylate

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran Condensation; Wittig reaction;95%
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran for 0.5h;
Stage #2: 1-benzyl, 2-methyl (2RS,5RS,6RS)-5-ethyl-6-(2-oxoethyl)piperidine-1,2-dicarboxylate In tetrahydrofuran Wittig reaction; Further stages.;		95%
C21H30O
1254522-33-2

C21H30O

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

C23H32O
1254522-09-2

C23H32O

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: C21H30O In tetrahydrofuran at 20℃; Wittig reaction; Inert atmosphere;
Stage #3: With oxalic acid In tetrahydrofuran; water		95%
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

7-diethylaminocoumarine-3-aldehyde
57597-64-5

7-diethylaminocoumarine-3-aldehyde

(E)-3-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)acrylaldehyde
1403769-30-1

(E)-3-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)acrylaldehyde

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide; 7-diethylaminocoumarine-3-aldehyde In dichloromethane at 20℃; for 0.5h;
Stage #2: With sodium hydroxide In dichloromethane at 20℃; for 3h;
Stage #3: With hydrogenchloride In dichloromethane at 20℃; for 0.2h;		95%
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

5-(N,N-dibutylamino)-thiophene-2-carbaldehyde
159874-90-5

5-(N,N-dibutylamino)-thiophene-2-carbaldehyde

(E)-3-(5-(dibutylamino)thiophene-2-yl)acrylaldehyde

(E)-3-(5-(dibutylamino)thiophene-2-yl)acrylaldehyde

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran for 0.5h; Wittig Olefination; Cooling with ice;
Stage #2: 5-(N,N-dibutylamino)-thiophene-2-carbaldehyde In tetrahydrofuran at 20℃;
Stage #3: With oxalic acid In tetrahydrofuran; water for 24h;		94%
C19H28O
1254522-05-8

C19H28O

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

C21H30O
1254522-33-2

C21H30O

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: C19H28O In tetrahydrofuran at 20℃; Wittig reaction; Inert atmosphere;
Stage #3: With oxalic acid In tetrahydrofuran; water		93%
(E)-3-(5-(dimethylamino)thiophen-2-yl)acrylaldehyde

(E)-3-(5-(dimethylamino)thiophen-2-yl)acrylaldehyde

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

(2E,4E)-5-(5-(dimethylamino)thiophen-2-yl)penta-2,4-dienal

(2E,4E)-5-(5-(dimethylamino)thiophen-2-yl)penta-2,4-dienal

Conditions
ConditionsYield
With 18-crown-6 ether; sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 12h;92.9%
3-(4-dimethylamino-phenyl)-propenal
20432-35-3, 6203-18-5

3-(4-dimethylamino-phenyl)-propenal

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

s-trans-((2trans-4trans)-5-(4-dimethylaminophenyl)phenyl)penta-2,4-dienal
20432-36-4

s-trans-((2trans-4trans)-5-(4-dimethylaminophenyl)phenyl)penta-2,4-dienal

Conditions
ConditionsYield
Stage #1: 3-(4-dimethylamino-phenyl)-propenal; (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With 18-crown-6 ether; sodium hydride In tetrahydrofuran at 20℃; Wittig reaction;
Stage #2: With hydrogenchloride In tetrahydrofuran at 20℃; for 2h;		92%
With 18-crown-6 ether; sodium hydride In tetrahydrofuran at 20℃; for 12h;58.6%
Stage #1: 3-(4-dimethylamino-phenyl)-propenal; (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With 18-crown-6 ether; sodium hydride In tetrahydrofuran at 20℃; for 2h; Wittig Rearrangement; Cooling with ice;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 0.5h;
Stage #3: With potassium carbonate In tetrahydrofuran; water at 20℃;		55%
Stage #1: 3-(4-dimethylamino-phenyl)-propenal; (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With 18-crown-6 ether; sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 12h; Wittig Olefination;
Stage #2: With hydrogenchloride at 20℃; for 0.5h;		39%
Stage #1: 3-(4-dimethylamino-phenyl)-propenal; (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With 18-crown-6 ether; sodium hydride In tetrahydrofuran
Stage #2: With hydrogenchloride In tetrahydrofuran
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

4,15-bis[(E)-2-formylvinyl]-[2.2]paracyclophane

4,15-bis[(E)-2-formylvinyl]-[2.2]paracyclophane

4,15-bis[(1E,3E)-4-formylbuta-1,3-dienyl][2.2]paracyclophane

4,15-bis[(1E,3E)-4-formylbuta-1,3-dienyl][2.2]paracyclophane

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide; 4,15-bis[(E)-2-formylvinyl]-[2.2]paracyclophane With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h;
Stage #2: With hydrogenchloride In tetrahydrofuran at 2℃; for 16h;		92%
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

(2-[(N-benzylprolyl)amino]benzophenone)
95019-19-5

(2-[(N-benzylprolyl)amino]benzophenone)

(2E,8E,10E)-dodeca-2,8,10-trienal
864818-23-5

(2E,8E,10E)-dodeca-2,8,10-trienal

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate at 0℃;
Stage #2: (2-[(N-benzylprolyl)amino]benzophenone) for 1h;
Stage #3: With oxalic acid at 20℃; Further stages.;		91%
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: (2-[(N-benzylprolyl)amino]benzophenone) In tetrahydrofuran at 0℃; for 3h;		64%
(1S,2R)-1-(3,4-dichlorophenyl)-2-formyl-cyclopropanecarboxylic acid (4-fluorobenzyl)methylamide
846060-69-3

(1S,2R)-1-(3,4-dichlorophenyl)-2-formyl-cyclopropanecarboxylic acid (4-fluorobenzyl)methylamide

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

sodium cyanoborohydride
25895-60-7

sodium cyanoborohydride

Conditions
ConditionsYield
With potassium hexamethylsilazane In tetrahydrofuran at 20℃; for 2h;91%
C15H24O
1242261-02-4

C15H24O

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

C17H26O
860032-97-9

C17H26O

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: C15H24O In tetrahydrofuran at 20℃; Wittig reaction; Inert atmosphere;
Stage #3: With oxalic acid In tetrahydrofuran; water		91%
2-methylthiobenzaldehyde

2-methylthiobenzaldehyde

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

(E)-2-methylthiocinnamaldehyde
1356939-86-0

(E)-2-methylthiocinnamaldehyde

Conditions
ConditionsYield
Stage #1: 2-methylthiobenzaldehyde; (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With sodium hydride; 18-crown-6 ether In tetrahydrofuran at 20℃;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 0℃;		90.4%
6-Methyl-hept-5-en-2-on
110-93-0

6-Methyl-hept-5-en-2-on

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

Conditions
ConditionsYield
With potassium hydroxide In isopropyl alcohol at 10 - 20℃; for 4h; Inert atmosphere; Green chemistry;90.1%
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

1-benzyl, 2-methyl (2RS,5RS,6RS)-5-[(tert-butyldimethylsilyl)oxy]-6-(2-oxoethyl)piperidine-1,2-dicarboxylate

1-benzyl, 2-methyl (2RS,5RS,6RS)-5-[(tert-butyldimethylsilyl)oxy]-6-(2-oxoethyl)piperidine-1,2-dicarboxylate

1-benzyl, 2-methyl (2RS,5RS,6RS)-5-[(tert-butyldimethylsilyl)oxy]-6-[3-(1,3-dioxolan-2-yl)prop-2-enyl]piperidine-1,2-dicarboxylate

1-benzyl, 2-methyl (2RS,5RS,6RS)-5-[(tert-butyldimethylsilyl)oxy]-6-[3-(1,3-dioxolan-2-yl)prop-2-enyl]piperidine-1,2-dicarboxylate

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran for 0.5h;
Stage #2: 1-benzyl, 2-methyl (2RS,5RS,6RS)-5-[(tert-butyldimethylsilyl)oxy]-6-(2-oxoethyl)piperidine-1,2-dicarboxylate In tetrahydrofuran Wittig reaction; Further stages.;		90%
(1RS,2RS,3RS,4RS,6SR)-6-hydroxy-3,4,6-trimethyl-5,8-dioxobicyclo[2.2.2]octane-2-carbaldehyde

(1RS,2RS,3RS,4RS,6SR)-6-hydroxy-3,4,6-trimethyl-5,8-dioxobicyclo[2.2.2]octane-2-carbaldehyde

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

(1RS,3SR,4RS,7RS,8SR)-8-[2-(1,3-dioxolan-2-yl)-vinyl]-3-hydroxy-1,3,7-trimethylbicyclo[2.2.2]octane-2,6-dione

(1RS,3SR,4RS,7RS,8SR)-8-[2-(1,3-dioxolan-2-yl)-vinyl]-3-hydroxy-1,3,7-trimethylbicyclo[2.2.2]octane-2,6-dione

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: (1RS,2RS,3RS,4RS,6SR)-6-hydroxy-3,4,6-trimethyl-5,8-dioxobicyclo[2.2.2]octane-2-carbaldehyde In tetrahydrofuran at 20℃; for 0.333333h; Wittig reaction; Further stages.;		90%
C23H32O
1254522-09-2

C23H32O

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

C25H34O
1254522-11-6

C25H34O

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: C23H32O In tetrahydrofuran at 20℃; Wittig reaction; Inert atmosphere;
Stage #3: With oxalic acid In tetrahydrofuran; water		90%
trans-4-(4-pentylcyclohexyl)-cyclohexane carboxaldehyde

trans-4-(4-pentylcyclohexyl)-cyclohexane carboxaldehyde

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

C22H38O2

C22H38O2

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at -30℃; for 1h;
Stage #2: trans-4-(4-pentylcyclohexyl)-cyclohexane carboxaldehyde In tetrahydrofuran at 20℃; for 5h;		90%
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde
564-94-3

6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde

(E)-3-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)prop-2-enal
124931-24-4

(E)-3-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)prop-2-enal

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h; Sealed tube; Inert atmosphere;
Stage #2: 6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde In tetrahydrofuran at 20℃; for 6h; Sealed tube; Inert atmosphere;		90%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

(E)-3-(pyridin-4-yl)acrylaldehyde
32986-66-6

(E)-3-(pyridin-4-yl)acrylaldehyde

Conditions
ConditionsYield
Stage #1: pyridine-4-carbaldehyde; (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With 18-crown-6 ether; sodium hydride In tetrahydrofuran at 20℃; Wittig reaction;
Stage #2: With hydrogenchloride In tetrahydrofuran at 20℃; for 2h;		89%
(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

4-(1H-pyrazol-1-yl)benzaldehyde
99662-34-7

4-(1H-pyrazol-1-yl)benzaldehyde

(2E)-3-[4-(1H-Pyrazol-1-yl)phenyl]-2-propenal
545424-10-0

(2E)-3-[4-(1H-Pyrazol-1-yl)phenyl]-2-propenal

Conditions
ConditionsYield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide; 4-(1H-pyrazol-1-yl)benzaldehyde With potassium carbonate; Tris(3,6-dioxaheptyl)amine In dichloromethane; water for 20h; Heating / reflux;
Stage #2: With water; hydrogenchloride In tetrahydrofuran at 20℃; for 1h;
Stage #3: With sodium hydroxide In tetrahydrofuran; water at 0℃;		89%
3-formyl-10-methylphenothiazine
4997-36-8

3-formyl-10-methylphenothiazine

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide
52509-14-5

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

(E)-3-(10-methyl-10H-phenothiazin-3-yl)acrylaldehyde
1374005-27-2

(E)-3-(10-methyl-10H-phenothiazin-3-yl)acrylaldehyde

Conditions
ConditionsYield
With Tris(3,6-dioxaheptyl)amine; potassium carbonate In dichloromethane for 20h; Reflux;88.6%
Stage #1: 3-formyl-10-methylphenothiazine; (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With Tris(3,6-dioxaheptyl)amine; potassium carbonate In dichloromethane for 0.2h; Reflux;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 0 - 20℃; for 1h;		80%
Stage #1: 3-formyl-10-methylphenothiazine; (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With Tris(3,6-dioxaheptyl)amine; potassium carbonate In dichloromethane for 24h; Reflux;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 2h;		65%

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Chemical Properties

Molecular Structure of (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide (CAS NO.1530-45-6):

IUPAC Name: 1,3-dioxolan-2-ylmethyl(triphenyl)phosphanium bromide 
Empirical Formula: C22H22BrO2P
Molecular Weight: 429.2866
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 5
Polar Surface Area: 18.46Å2
Melting point: 193-195 °C(lit.)
Sensitive: Hygroscopic
InChI
InChI=1/C22H22O2P.BrH/c1-4-10-19(11-5-1)25(18-22-23-16-17-24-22,20-12-6-2-7-13-20)21-14-8-3-9-15-21;/h1-15,22H,16-18H2;1H/q+1;/p-1
Smiles
[BrH-].C1COC(C[P+](c2ccccc2)(c2ccccc2)c2ccccc2)O1
EINECS: 257-977-3
Product Categories: Dioxanes & Dioxolanes; Dioxolanes; Phosphonium Compounds; Synthetic Organic Chemistry; Wittig & Horner-Emmons Reaction; Wittig Reaction; C-C Bond Formation; Olefination; Wittig Reagents

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
HS Code: 29329970

(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Specification

  (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide , with CAS number of 1530-45-6, can be called phosphonium, (1,3-dioxolan-2-ylmethyl)triphenyl-, bromide (1:1) . It is a white to light brown granular powder.

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