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

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

 EINECS N/A
CAS No. 2425-41-4 Density 1.19g/cm3
PSA 58.92000 LogP 0.70300
Solubility N/A Melting Point 135 °C
Formula C12H16 O4 Boiling Point 391°Cat760mmHg
Molecular Weight 224.257 Flash Point 190.3°C
Transport Information N/A Appearance N/A
Safety Poison by intraperitoneal and subcutaneous routes. When heated to decomposition it emits acrid smoke and irritating fumes. Risk Codes N/A
Molecular Structure Molecular Structure of 2425-41-4 (5,5-BIS(HYDROXYMETHYL)-2-PHENYL-1,3-DIOXANE) Hazard Symbols N/A
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

Article Data 20

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

115-77-5

Pentaerythritol

100-52-7

benzaldehyde

2425-41-4

5,5-dihydroxymethyl-2-phenyl-1,3-dioxane

Conditions
ConditionsYield
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
ConditionsYield
With hydrogenchloride at 25℃;A 68%
B n/a
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With pyridine; dmap In dichloromethane at 20℃;90%

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

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