CAS No.52509-14-5,(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	52509-14-5
Name:	(1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide
Article Data:	5

Formula:	C22H22 O2 P . Br
Molecular Weight:	429.293
Synonyms:	Phosphonium,(1,3-dioxolan-2-ylmethyl)triphenyl-, bromide (9CI); (1,3-Dioxolan-2-ylmethyl)triphenylphosphoniumbromide
EINECS:	257-977-3
Density:	g/cm³
Melting Point:	193-195 ºC
Boiling Point:	°Cat760mmHg
Flash Point:	°C
Solubility:	Soluble in water (20°C).
Appearance:	White Power
Hazard Symbols:
Risk Codes:	R20/21/22;R36/37/38
Safety:	S26;S37/39
PSA:	32.05000
LogP:	0.35740

Synthetic route

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

: 603-35-0
triphenylphosphine

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

Conditions

Conditions	Yield
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;

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

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

Conditions

Conditions	Yield
In toluene for 48h; Reflux;	33%

: 288156-11-6
4,15-diformyl[2.2]paracyclophane

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

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

Conditions

Conditions	Yield
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%

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

: 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

Conditions

Conditions	Yield
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%

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

: 15164-44-0
p-(iodophenyl)carboxaldehyde

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

Conditions

Conditions	Yield
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%

: 487-68-3
mesytaldehyde

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

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

Conditions

Conditions	Yield
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%

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

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

: C11H12O3

Conditions

Conditions	Yield
With sodium methylate In methanol; N,N-dimethyl-formamide at 70℃; for 48h; Wittig Olefination; Inert atmosphere;	99%

: 1421970-17-3
(E)-3-(methylthio)cinnamaldehyde

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

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

Conditions

Conditions	Yield
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%

: 860032-97-9
C17H26O

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

: 1254522-05-8
C19H28O

Conditions

Conditions	Yield
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%

: 4363-93-3
quinoline-4-carboxaldehyde

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

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

Conditions

Conditions	Yield
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

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Chemistry

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

Safety Profile

Hazard Codes: Harmful Xn
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

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.