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2,4,8,10-Tetraoxaspiro[5.5]undecane-3,9-diethanol, β3,β3,β9,β9-tetramethyl-
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Name

2,4,8,10-Tetraoxaspiro[5.5]undecane-3,9-diethanol, β3,β3,β9,β9-tetramethyl-

 EINECS 485-230-3
CAS No. 1455-42-1 Density 1.16 g /cm3
PSA 77.38000 LogP 0.75560
Solubility 168mg/L at 20℃ Melting Point 198-200 °C
Formula C15H28O6 Boiling Point 434.2 °C at 760 mmHg
Molecular Weight 304.384 Flash Point 216.4 °C
Transport Information N/A Appearance N/A
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 1455-42-1 (3,9-BIS(1,1-DIMETHYL-2-HYDROXYETHYL)-2,4,8,10-TETRAOXASPIRO[5.5]UNDECANE) Hazard Symbols N/A
Synonyms

2,4,8,10-Tetraoxaspiro[5.5]undecane-3,9-diethanol,β,β,β',β'-tetramethyl- (6CI,7CI,8CI,9CI);3,9-Bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane;3,9-Bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro(5.5)undecane;Spiroglycol;β,β,β',β'-Tetramethyl-3,9-(2,4,8,10-tetraoxaspiro[5.5]undecane)diethanol;2,2'-(2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diyl)bis(2-methylpropan-1-ol);2,2-Dimethyl-3-hydroxypropionaldehyde pentaerythrityl bisacetal;2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diethanol, β,β,β',β'-tetramethyl-;

Article Data 5

2,4,8,10-Tetraoxaspiro[5.5]undecane-3,9-diethanol, β3,β3,β9,β9-tetramethyl- Synthetic route

597-31-9

2,2-dimethyl-3-hydroxypropionaldehyde

115-77-5

Pentaerythritol

1455-42-1

3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane

Conditions
ConditionsYield
Stage #1: 2,2-dimethyl-3-hydroxypropionaldehyde; Pentaerythritol; sulfuric acid In water; xylene at 60℃; for 14h;
Stage #2: With sodium hydroxide Conversion of starting material;		89%
Stage #1: 2,2-dimethyl-3-hydroxypropionaldehyde; Pentaerythritol; hydrogenchloride In water at 70℃; for 8h;
Stage #2: With sodium hydroxide at 40℃; pH=6.5; Conversion of starting material;		83%
sulfuric acid In water at 60℃; for 6h; Conversion of starting material;80%
1455-42-1

3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane

2524-64-3

chlorophosphoric acid diphenyl ester

1431135-47-5

C39H46O12P2

Conditions
ConditionsYield
With magnesium chloride In toluene at 100℃; for 5h; Inert atmosphere;87%
1455-42-1

3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane

31643-49-9

4-Nitrophthalonitrile

4,4’-(((2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diyl)bis(2-methylpropane-2,1-diyl))bis(oxy))diphthalonitrile

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 72h; Reflux;85%
1455-42-1

3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane

2524-64-3

chlorophosphoric acid diphenyl ester

A

1431135-47-5

C39H46O12P2

B

C60H77O20P3

Conditions
ConditionsYield
With magnesium chloride In toluene at 100℃; for 5h; Inert atmosphere; Overall yield = 87 %;
1455-42-1

3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane

770-12-7

O-phenyl phosphorodichloridate

2524-64-3

chlorophosphoric acid diphenyl ester

A

1431135-47-5

C39H46O12P2

B

C60H77O20P3

C

C81H108O28P4

Conditions
ConditionsYield
With magnesium chloride In toluene at 100℃; for 5h; Inert atmosphere;
...Expand
1455-42-1

3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane

79-41-4

poly(methacrylic acid)

C23H36O8

Conditions
ConditionsYield
With toluene-4-sulfonic acid; copper(II) sulfate; 4-methoxy-phenol In tetrahydrofuran; toluene at 65 - 85℃; for 2h;
1455-42-1

3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane

21286-54-4, 39262-22-1

D-camphor-10-sulfonyl chloride

(2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diyl)bis(2-methylpropane-2,1-diyl) bis((7,7-dimethyl-2-oxobicyclo[2.2.1]-heptan-1-yl)methanesulfonate)

Conditions
ConditionsYield
With dmap In dichloromethane for 12h; Schlenk technique; Inert atmosphere;
1455-42-1

3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane

20445-31-2

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

(2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diyl)bis(2-methylpropane-2,1-diyl) (2R,2'R)-bis(3,3,3-trifluoro-2-methoxy-2-phenylpropanoate)

Conditions
ConditionsYield
Stage #1: R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane for 0.0333333h; Schlenk technique;
Stage #2: 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane In dichloromethane Schlenk technique; Inert atmosphere;

2,4,8,10-Tetraoxaspiro[5.5]undecane-3,9-diethanol, β3,β3,β9,β9-tetramethyl- Specification

The 2,4,8,10-Tetraoxaspiro[5.5]undecane-3,9-diethanol, β3,β3,β9,β9-tetramethyl-, with the CAS registry number 1455-42-1, is also known as 3,9-Bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro(5.5)undecane. It belongs to the product categories of Dioxanes; Dioxanes & Dioxolanes. This chemical's molecular formula is C15H28O6 and molecular weight is 304.38. What's more, its systematic name is 2,2'-(2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diyl)bis(2-methylpropan-1-ol). Its classification code is TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]. It should be sealed and stored in a cool and dry place. What's more, it should be ensured that the workshop is well ventilated or equipped with exhaust devices. You should not breathe dust. When using it, you must avoid contact with skin and eyes.

Physical properties of 2,4,8,10-Tetraoxaspiro[5.5]undecane-3,9-diethanol, β3,β3,β9,β9-tetramethyl- are: (1)ACD/LogP: -0.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.04; (4)ACD/LogD (pH 7.4): -0.04; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 22.67; (8)ACD/KOC (pH 7.4): 22.67; (9)#H bond acceptors: 6; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 55.38 Å2; (13)Index of Refraction: 1.506; (14)Molar Refractivity: 77.42 cm3; (15)Molar Volume: 260.5 cm3; (16)Polarizability: 30.69×10-24cm3; (17)Surface Tension: 44.2 dyne/cm; (18)Density: 1.16 g/cm3; (19)Flash Point: 216.4 °C; (20)Enthalpy of Vaporization: 79.7 kJ/mol; (21)Boiling Point: 434.2 °C at 760 mmHg; (22)Vapour Pressure: 2.3E-09 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O1C(OCC2(C1)COC(OC2)C(C)(C)CO)C(C)(C)CO
(2)InChI: InChI=1S/C15H28O6/c1-13(2,5-16)11-18-7-15(8-19-11)9-20-12(21-10-15)14(3,4)6-17/h11-12,16-17H,5-10H2,1-4H3
(3)InChIKey: BPZIYBJCZRUDEG-UHFFFAOYSA-N

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