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5001-18-3

Basic Information
CAS No.: 5001-18-3
Name: 1,3-Dihydroxyadamantane
Article Data: 95
Molecular Structure:
Molecular Structure of 5001-18-3 (1,3-Dihydroxyadamantane)
Formula: C10H16O2
Molecular Weight: 168.236
Synonyms: 1,3-Adamantanediol(6CI,7CI,8CI);1,3-Dihydroxy admantane;Tricyclo[3.3.1.13,7]decane-1,3-diol;
Density: 1.368 g/cm3
Melting Point: ~260 °C
Boiling Point: 320.4 °C at 760 mmHg
Flash Point: 158.5 °C
Solubility: Soluble in organic solvents,insoluble in water.
Appearance: white crystal
PSA: 40.46000
LogP: 1.06240
Synthetic route
16104-50-0

1,3-dichloroadamantane

5001-18-3

1,3-adamantandiol

Conditions
ConditionsYield
With water; sodium acetate In DMF (N,N-dimethyl-formamide) at 150℃; under 2175.22 Torr; for 18h; Product distribution / selectivity;96%
With water; sodium acetate In ISOPROPYLAMIDE at 150℃; under 2175.22 Torr; for 18h; Product distribution / selectivity;96%
With lithium acetate; water In DMF (N,N-dimethyl-formamide) at 150℃; under 2175.22 Torr; for 18h; Product distribution / selectivity;96%
768-95-6

1-adamanthanol

5001-18-3

1,3-adamantandiol

Conditions
ConditionsYield
Stage #1: 1-adamanthanol With sulfuric acid; acetic anhydride at 14 - 16℃; for 0.5h; Large scale;
Stage #2: With nitric acid at 83 - 102℃; Temperature; Large scale; Further stages;
95.1%
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile at 60℃; for 8h;92%
With Bromotrichloromethane; water; molybdenum hexacarbonyl at 150℃; for 6h; Inert atmosphere; regioselective reaction;86%
84868-17-7

p-Toluolsulfonsaeure-(3-chlor-1-adamantyl)ester

A

5001-18-3

1,3-adamantandiol

B

772-26-9

1-chloro-3-hydroxyadamantane

Conditions
ConditionsYield
With 1,4-dioxane; water; triethylamine solvolysis;A 5%
B 94%
876-53-9

1,3-dibromoadamantane

5001-18-3

1,3-adamantandiol

Conditions
ConditionsYield
Stage #1: 1,3-dibromoadamantane With sodium formate In formic acid at 115 - 120℃; Large scale;
Stage #2: With water at 80℃; Large scale;
91.7%
With water In acetone for 3h; Reflux;68.5%
With silver nitrate In 1,4-dioxane
With acetone for 3h; Reflux;
281-23-2

adamantane

74087-85-7

3,3-dimethyldioxirane

A

700-58-3

2-Adamantanone

B

768-95-6

1-adamanthanol

C

700-57-2

1-adamantanol

D

5001-18-3

1,3-adamantandiol

E

22635-62-7

1-acetyloxyadamantane

Conditions
ConditionsYield
In acetone at 20℃; for 7.6h; Rate constant; Product distribution; Kinetics;A 1.5%
B 91.5%
C 1%
D 4.5%
E 1.5%
281-23-2

adamantane

A

700-58-3

2-Adamantanone

B

768-95-6

1-adamanthanol

C

5001-18-3

1,3-adamantandiol

Conditions
ConditionsYield
With methyltrifluoromethyldioxirane In dichloromethane at -22℃; for 0.0166667h;A n/a
B n/a
C 86%
With 6-chloro-4-trifluoromethyl-1,2,3-benzoxathiazine-2,2-dioxide; urea hydrogen peroxide adduct; bis[3,5-bis(trifluoromethyl)diphenyl] diselenide In 1,2-dichloro-ethane at 22℃; for 95h;A n/a
B 80%
C 5%
With tetrabutylammomium bromide; oxygen; N-hydroxyphthalimide In water at 80℃; under 760 Torr; for 6h; Product distribution; further additives, solvents;A 12%
B 60%
C 23%
281-23-2

adamantane

A

768-95-6

1-adamanthanol

B

5001-18-3

1,3-adamantandiol

Conditions
ConditionsYield
With methyltrifluoromethyldioxirane In dichloromethane at -20℃; for 0.666667h;A 4 % Chromat.
B 86%
With acetic anhydride; periodic acid; chromoyl diacetate In dichloromethane; acetonitrile at -40 - 0℃; for 2h;A 86%
B n/a
With 2,2,2-trifluoro-1-(4-fluorophenyl)ethanone; dihydrogen peroxide; acetic acid In 1,2-dichloro-ethane at 70℃; for 72h; Catalytic behavior; Reagent/catalyst; chemoselective reaction;A 81%
B 7%
281-23-2

adamantane

5001-18-3

1,3-adamantandiol

Conditions
ConditionsYield
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; cobalt(II) acetate In dichloromethane at 0℃; for 3h; Reagent/catalyst;83.4%
With chromium(VI) oxide; sulfuric acid; acetic acid at 80℃; for 2h;71%
With N-hydroxyphthalimide; oxygen; cobalt acetylacetonate In acetic acid at 75℃; under 760 Torr; for 6h;98 % Turnov.
84868-18-8

p-Toluolsulfonsaeure-(3-brom-1-adamantyl)ester

A

5001-18-3

1,3-adamantandiol

B

17933-29-8

7-methylenebicyclo[3.3.1]nonan-3-one

Conditions
ConditionsYield
With 1,4-dioxane; water; triethylamine solvolysis;A 75%
B 2%
281-23-2

adamantane

111-27-3

hexan-1-ol

A

5001-18-3

1,3-adamantandiol

B

99181-50-7

adamantane-1,3,5-triol

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; sodium hypochloriteA n/a
B 70%
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    【Chemical Name】1,3-Adamantanediol 【Synonym】1,2-Dihydroxyadamantane; Adamantanediol 【CAS No】 5001-18-3 【Molecular Formula】C10H16O2 【Molecular Weight】168.23 【Structural Formula】 【Properties】White crystalline powder; Melting Point: 255-265 deg C; Sol

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    Product Name: 1,3-Dihydroxyadamantane Synonyms: 1,3-ADAMANTANDIOL;1,3-DIHYDROXYADAMANTANE;ADAMANTANE-1,3-DIOL;AKOS BC-0470;TRICYCLO[3.3.1.13,7]DECANE-1,3-DIOL;1,3-ADAMANTANEDIOL 98+%;1,3-Adamantanediol ,98.50%;1,3-Adamantanediol ,98.5% CAS:

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Chemistry

Molecular Structure:
Molecular Formula: C10H16O2
Molecular Weight: 168.23
CAS NO: 5001-18-3
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 18.46 Å2
Index of Refraction: 1.656
Molar Refractivity: 45.2 cm3
Molar Volume: 122.9 cm3
Surface Tension: 71.5 dyne/cm
Density: 1.368 g/cm3
Flash Point: 158.5 °C
Enthalpy of Vaporization: 65.15 kJ/mol
Boiling Point: 320.4 °C at 760 mmHg
Vapour Pressure: 2.59E-05 mmHg at 25°C 
Melting Point: ~260 °C
Appearance: white crystal
SMILES: OC13CC2CC(O)(CC(C1)C2)C3
InChI: InChI=1/C10H16O2/c11-9-2-7-1-8(4-9)5-10(12,3-7)6-9/h7-8,11-12H,1-6H2
InChIKey: MOLCWHCSXCKHAP-UHFFFAOYAO
Std. InChI: InChI=1S/C10H16O2/c11-9-2-7-1-8(4-9)5-10(12,3-7)6-9/h7-8,11-12H,1-6H2
Std. InChIKey: MOLCWHCSXCKHAP-UHFFFAOYSA-N
Product Categories of 1,3-Dihydroxyadamantane (CAS NO.5001-18-3): Pharmaceutical Intermediates;Adamantane derivatives;Adamantanes

Safety Profile

WGK Germany: 3

Specification

The chemical synonyms of 1,3-Dihydroxyadamantane (CAS NO.5001-18-3): 1,3-AdamantandioL ; 1,3-DihydroxyadamantanE ; Adamantane-1,3-diol ; 1,3-Admantane-dimethanol ; 1,3-Admantane  .