5,5-Bis(Hydroxymethyl)-2-Phenyl-1,3-Dioxane supplier

Name
5,5-BIS(HYDROXYMETHYL)-2-PHENYL-1,3-DIOXANE
EINECS
CAS No. 2425-41-4
Article Data20
CAS DataBase
Density 1.19g/cm³
Solubility
Melting Point 135 °C
Formula C12H16 O4
Boiling Point 391°Cat760mmHg
Molecular Weight 224.257
Flash Point 190.3°C
Transport Information
Appearance
Safety Poison by intraperitoneal and subcutaneous routes. When heated to decomposition it emits acrid smoke and irritating fumes.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms m-Dioxane-5,5-dimethanol,2-phenyl- (6CI,7CI,8CI); 2-Phenyl-1,3-dioxane-5,5-dimethanol;5,5-Bis(hydroxymethyl)-2-phenyl-1,3-dioxane; Benzaldehyde monopentaerythritolacetal; NSC 48280
PSA 58.92000
LogP 0.70300

Synthetic route

: 115-77-5
Pentaerythritol

: 100-52-7
benzaldehyde

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

Conditions

Conditions	Yield
With hydrogenchloride In water at 40℃; for 6h;	81%
With hydrogenchloride In water at 20℃; for 5h; Temperature;	80%
With hydrogenchloride In water at 20℃; for 3h;	80%

: 115-77-5
Pentaerythritol

: 100-52-7
benzaldehyde

A: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

B: 2064-95-1
3,9-diphenyl-2,4,8,10-tetraoxa-spiro[5,5]undecane

Conditions

Conditions	Yield
With hydrogenchloride at 25℃;	A 68% B n/a

...Expand

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 131525-58-1
3,4-didodecyloxybenzoic acid

: 1235584-42-5
(2-phenyl-1,3-dioxane-5,5-diyl)bis(methylene) bis(3,4-bis(dodecyloxy)benzoate)

Conditions

Conditions	Yield
With S-phenyl 4-methoxybenzenesulfinothioate; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 12h; Inert atmosphere;	98%
With dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate In dichloromethane at 20℃; for 12h; Inert atmosphere;	98%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 123126-40-9
3,5-didodecyloxybenzoic acid

: 1235584-43-6
(2-phenyl-1,3-dioxane-5,5-diyl)bis(methylene) bis(3,5-bis(dodecyloxy)benzoate)

Conditions

Conditions	Yield
With S-phenyl 4-methoxybenzenesulfinothioate; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 12h; Inert atmosphere;	97%
With dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate In dichloromethane at 20℃; for 12h; Inert atmosphere;	97%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 16837-14-2
2,2,5-trimethyl-1,3-dioxane-5-carboxylic acid

: C28H40O10

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate In dichloromethane at 20℃; for 20h;	96.5%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 111-83-1
1-bromo-octane

: 1191028-17-7
5,5'-bis(octyloxymethyl)-2-phenyl-1,3-dioxane

Conditions

Conditions	Yield
Stage #1: 5,5-dihydroxymethyl-2-phenyl-1,3-dioxane With sodium hydride In N,N-dimethyl-formamide; mineral oil Inert atmosphere; Cooling with ice; Stage #2: 1-bromo-octane In N,N-dimethyl-formamide; mineral oil for 26h;	93%
Stage #1: 5,5-dihydroxymethyl-2-phenyl-1,3-dioxane With sodium hydride In N,N-dimethyl-formamide Williamson synthesis; Inert atmosphere; Cooling with ice; Stage #2: 1-bromo-octane In N,N-dimethyl-formamide Cooling with ice;	85%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 106-96-7
propargyl bromide

: 2-phenyl-5,5-bis(prop-2-ynyloxymethyl)-1,3-dioxane

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; toluene at 20℃; for 4h;	92%
Stage #1: 5,5-dihydroxymethyl-2-phenyl-1,3-dioxane With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: propargyl bromide In tetrahydrofuran at 0 - 40℃;	89.5%
Stage #1: 5,5-dihydroxymethyl-2-phenyl-1,3-dioxane With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: propargyl bromide In tetrahydrofuran; mineral oil at 0 - 40℃;	89.5%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 77-78-1
dimethyl sulfate

: 2209-91-8
5,5-bis(methoxymethyl)-2-phenyl-1,3-dioxane

Conditions

Conditions	Yield
Stage #1: 5,5-dihydroxymethyl-2-phenyl-1,3-dioxane With sodium hydride In tetrahydrofuran at 25 - 30℃; for 2h; Stage #2: dimethyl sulfate In tetrahydrofuran at 0 - 20℃; for 8h; Reflux;	92%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 74-88-4
methyl iodide

: 2209-91-8
5,5-bis(methoxymethyl)-2-phenyl-1,3-dioxane

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; Methylation;	91%
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;	82%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 408322-03-2
2,2,5-trimethyl-1,3-dioxane-5-carboxylic anhydride

: C28H40O10

Conditions

Conditions	Yield
With pyridine; dmap In dichloromethane at 20℃;	90%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 117241-31-3
3,4,5-tridodecyloxy benzoic acid

: 1235584-44-7
(2-phenyl-1,3-dioxane-5,5-diyl)bis(methylene) bis(3,4,5-tris(dodecyloxy)benzoate)

Conditions

Conditions	Yield
With S-phenyl 4-methoxybenzenesulfinothioate; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 12h; Inert atmosphere;	90%
With dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate In dichloromethane at 20℃; for 12h; Inert atmosphere;	90%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 624-65-7
2-propynyl chloride

: 2-phenyl-5,5-bis(prop-2-ynyloxymethyl)-1,3-dioxane

Conditions

Conditions	Yield
Stage #1: 5,5-dihydroxymethyl-2-phenyl-1,3-dioxane With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Stage #2: 2-propynyl chloride In N,N-dimethyl-formamide; mineral oil at 20℃; for 10h;	90%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 100-44-7
benzyl chloride

: 82265-10-9
2-phenyl-5,5-bis<(benzyloxy)methyl>-1,3-dioxane

Conditions

Conditions	Yield
With potassium hydroxide In benzene for 16h; Heating;	89%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 112-71-0
1-Bromotetradecane

: 2-phenyl-5,5'-bis(tetradecyloxymethyl)-1,3-dioxane

Conditions

Conditions	Yield
Stage #1: 5,5-dihydroxymethyl-2-phenyl-1,3-dioxane With sodium hydride In N,N-dimethyl-formamide Williamson synthesis; Inert atmosphere; Cooling with ice; Stage #2: 1-Bromotetradecane In N,N-dimethyl-formamide Cooling with ice;	89%
With sodium hydroxide; tetrabutylammomium bromide at 80℃; for 8.5h;	84%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 112-29-8
1-bromo dodecane

: 1191028-21-3
5,5'-bis(decyloxymethyl)-2-phenyl-1,3-dioxane

Conditions

Conditions	Yield
Stage #1: 5,5-dihydroxymethyl-2-phenyl-1,3-dioxane With sodium hydride In N,N-dimethyl-formamide Williamson synthesis; Inert atmosphere; Cooling with ice; Stage #2: 1-bromo dodecane In N,N-dimethyl-formamide Cooling with ice;	89%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 100-39-0
benzyl bromide

: 82265-10-9
2-phenyl-5,5-bis<(benzyloxy)methyl>-1,3-dioxane

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 12h;	86%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 4330-20-5
N-3-benzoylthymine

: 650619-69-5
5,5-bis-[(3-benzoyl-thymin-1-yl)methyl]-2-phenyl-1,3-dioxane

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu reaction;	85%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 130147-42-1
2-<(benzyloxy)methyl>-2-(hydroxymethyl)-1,3-propanediol

Conditions

Conditions	Yield
With triethylsilane; ethylaluminum dichloride In dichloromethane; toluene at -78℃; for 0.666667h;	85%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 111-25-1
1-bromo-hexane

: O-benzylidene-di-O-hexyl pentaerythritol

Conditions

Conditions	Yield
With sodium hydroxide; tetrabutylammomium bromide at 80℃; for 8.5h;	83%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 98-59-9
p-toluenesulfonyl chloride

: 2209-89-4
(2-phenyl-1,3-dioxane-5,5-diyl)di(methylene) bis(4-methylbenzenesulfonate)

Conditions

Conditions	Yield
With pyridine for 10h; Ambient temperature;	81%
With pyridine at 25℃; for 10h;	78%
With pyridine at 20℃;

: 116-14-3
polytetrafluoroethylene

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 2-phenyl-5,5-bis(1,1,2,2-tetrafluoroethoxymethyl)-1,3-dioxane

Conditions

Conditions	Yield
With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 40℃; under 6750.68 Torr; Autoclave; Inert atmosphere;	80.1%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 112-82-3
hexadecanyl bromide

: 194930-71-7
O-benzylidene-di-O-hexadecyl pentaerythritol

Conditions

Conditions	Yield
With sodium hydroxide; tetrabutylammomium bromide at 80℃; for 8h;	80%
With sodium hydroxide; tetrabutylammomium bromide at 80℃; for 8.5h;	80%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 1207563-98-1
2,3,5,6,8,9,11,12,14,15,17,18-dodecahydrobenzo[b][1,4,7,10,13,16,19]-heptaoxacyclohenicosine-21-carboxylic acid

: C50H68O20

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;	79%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 98-88-4
benzoyl chloride

: 2425-36-7
5,5-bis-benzoyloximethyl-2-phenyl-[1,3]dioxane

Conditions

Conditions	Yield
In pyridine	77%
With pyridine

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 51762-67-5
3-nitrobenzene-1,2-dicarbonitrile

: 5,5-bis(2',3'-dicyanophenoxymethyl)-2-phenyl-1,3-dioxane

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide under 20 Torr; for 384h; Ambient temperature;	77%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 124-63-0
methanesulfonyl chloride

: 582300-87-6
2-phenyl-5,5-bis(methylsulfonyloxymethyl)-1,3-dioxane

Conditions

Conditions	Yield
With pyridine at 0℃; for 20h;	77%
With triethylamine In dichloromethane at 5 - 20℃; for 25h;

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 143-15-7
1-dodecylbromide

: 5,5'-bis(dodecyloxymethyl)-2-phenyl-1,3-dioxane

Conditions

Conditions	Yield
Stage #1: 5,5-dihydroxymethyl-2-phenyl-1,3-dioxane With sodium hydride In N,N-dimethyl-formamide Williamson synthesis; Inert atmosphere; Cooling with ice; Stage #2: 1-dodecylbromide In N,N-dimethyl-formamide Cooling with ice;	77%
With sodium hydride In N,N-dimethyl-formamide	77%
With sodium hydroxide; tetrabutylammomium bromide at 80℃; for 8.5h;	75%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 107384-02-1
1,3,5-benzenetricarbaldehyde hexamethylacetal

: C45H48O12

Conditions

Conditions	Yield
	70%

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 112-82-3
hexadecanyl bromide

: 301329-67-9
O-benzylidene-O-hexadecyl pentaerythritol

Conditions

Conditions	Yield
Stage #1: 5,5-dihydroxymethyl-2-phenyl-1,3-dioxane With di(n-butyl)tin oxide In methanol at 80℃; for 6h; Stage #2: hexadecanyl bromide With cesium fluoride In N,N-dimethyl-formamide at 20℃; for 24h; Further stages.;	68%
With potassium tert-butylate; tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 65℃; for 12h; Etherification;

: 2425-41-4
5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

: 108-24-7
acetic anhydride

: 107058-94-6
5,5-bis(acetyloxymethyl)-2-phenyl-1,3-dioxane

Conditions

Conditions	Yield
With pyridine for 20h;	67%

5,5-Bis(Hydroxymethyl)-2-Phenyl-1,3-Dioxane Chemical Properties

Chemistry informtion about 5,5-Bis(Hydroxymethyl)-2-Phenyl-1,3-Dioxane (2425-41-4) is:
IUPAC Name: [5-(hydroxymethyl)-2-phenyl-1,3-dioxan-5-yl]methanol
Synonyms: 2-Phenyl-M-Dioxane-5,5-Dimethanol;2-Phenyl-M-Dioxane-5-Dimethanol ; 5,5-Bis(Hydroxymethyl)-2-Phenyl-1,3-Dioxane ; 2-Phenyl-1,3-Dioxane-5,5-Dimethanol ; O,O'-Benzylidenepentaerythritol ; Monobenzalpentaerythritol ; Nsc 48280
MF: C₁₂H₁₆O₄
MW: 224.25
Melting Point: 135 °C
Density: 1.19 g/cm³
Flash Point: 190.3 °C
Boiling Point: 391 °C at 760 mmHg
Enthalpy of Vaporization: 67.56 kJ/mol
Vapour Pressure: 8.15E-07 mmHg at 25°C
Following is the molecular structure of 5,5-Bis(Hydroxymethyl)-2-Phenyl-1,3-Dioxane (2425-41-4) is:

5,5-Bis(Hydroxymethyl)-2-Phenyl-1,3-Dioxane Toxicity Data With Reference

1.	ipr-rat LD50:103 mg/kg	AITEAT Archivum Immunologiae et Therapiae Experimentalis. 10 (1962),925.
2.	ipr-mus LD50:98 mg/kg	AITEAT Archivum Immunologiae et Therapiae Experimentalis. 10 (1962),925.
3.	scu-mus LD50:127 mg/kg	AITEAT Archivum Immunologiae et Therapiae Experimentalis. 10 (1962),925.

5,5-Bis(Hydroxymethyl)-2-Phenyl-1,3-Dioxane Safety Profile

Poison by intraperitoneal and subcutaneous routes. When heated to decomposition it emits acrid smoke and irritating fumes.
RTECS: JH0300000

Product Name

5,5-BIS(HYDROXYMETHYL)-2-PHENYL-1,3-DIOXANE

Synthetic route

5,5-Bis(Hydroxymethyl)-2-Phenyl-1,3-Dioxane Chemical Properties

5,5-Bis(Hydroxymethyl)-2-Phenyl-1,3-Dioxane Toxicity Data With Reference

5,5-Bis(Hydroxymethyl)-2-Phenyl-1,3-Dioxane Safety Profile

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