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42711-75-1

Basic Information
CAS No.: 42711-75-1
Name: 3-Hydroxyadamantane-1-carboxylic acid
Article Data: 34
Molecular Structure:
Molecular Structure of 42711-75-1 (3-Hydroxyadamantane-1-carboxylic acid)
Formula: C11H16O3
Molecular Weight: 196.246
Synonyms: 1-Adamantanecarboxylicacid, 3-hydroxy- (7CI);1-Carboxy-3-adamantanol;3-Carboxy-1-hydroxyadamantane;Tricyclo[3.3.1.13,7]decane-1-carboxylicacid, 3-hydroxy-;
Density: 1.419 g/cm3
Melting Point: 203 °C
Boiling Point: 357.2 °C at 760 mmHg
Flash Point: 184 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36/37/39-37/39
PSA: 57.53000
LogP: 1.40230
Synthetic route
828-51-3

1-Adamantanecarboxylic acid

42711-75-1

3-hydroxyadamantane-1-carboxylic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0℃;98%
Stage #1: 1-Adamantanecarboxylic acid With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; tert-butyl alcohol at 40℃; for 0.5h; Green chemistry;
Stage #2: With potassium permanganate In water; tert-butyl alcohol at 60℃; for 8.5h; Green chemistry;
94.12%
With nitric acid at 10 - 35℃; for 3.5h; Time;92.6%
acetylacetonatocobalt(Co(AA)2)

acetylacetonatocobalt(Co(AA)2)

828-51-3

1-Adamantanecarboxylic acid

42711-75-1

3-hydroxyadamantane-1-carboxylic acid

Conditions
ConditionsYield
With acetic acid80%
770-71-8

1-adamantanemethanol

A

38584-37-1

1-hydroxy-3-hydroxymethyladamantane

B

42711-75-1

3-hydroxyadamantane-1-carboxylic acid

Conditions
ConditionsYield
Stage #1: 1-adamantanemethanol With nitric acid at 20℃; for 1h;
Stage #2: With hydrazine hydrate In butan-1-ol for 3h; Reflux;
A 75%
B 8%
64-18-6

formic acid

5001-18-3

1,3-adamantandiol

42711-75-1

3-hydroxyadamantane-1-carboxylic acid

Conditions
ConditionsYield
Stage #1: 1,3-adamantandiol With sulfuric acid at 35℃; for 0.5h;
Stage #2: formic acid at 20 - 40℃; for 3h;
38%
828-51-3

1-Adamantanecarboxylic acid

A

56674-87-4

4-oxoadamantane-1-carboxylic acid

B

81968-77-6

4-hydroxyadamantane-1-carboxylic acid

C

42711-75-1

3-hydroxyadamantane-1-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide; phosphate buffer; oxygen; iron(II) sulfate In water at 40℃; for 3h; Product distribution; investigation of the oxy-functionalization of adamantane-1-carboxylic acid;A 12%
B 5%
C 34%
21816-08-0

3-bromoadamantane-1-carboxylic acid

42711-75-1

3-hydroxyadamantane-1-carboxylic acid

Conditions
ConditionsYield
With silver nitrate In 1,4-dioxane
828-51-3

1-Adamantanecarboxylic acid

A

42711-75-1

3-hydroxyadamantane-1-carboxylic acid

B

880-50-2

3-fluoro-1-adamantane-carboxylic acid

Conditions
ConditionsYield
With difluoroether
68435-07-4

1-methoxycarbonyl-3-hydroxyadamantane

42711-75-1

3-hydroxyadamantane-1-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol

3-(p-Toluolsulfonyloxy)adamantan-1-carbonsaeure

42711-75-1

3-hydroxyadamantane-1-carboxylic acid

Conditions
ConditionsYield
With 1,4-dioxane; water; triethylamine solvolysis;
768-90-1

1-Adamantyl bromide

42711-75-1

3-hydroxyadamantane-1-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid / 20 °C
1.2: 4.5 h / 10 - 35 °C
2.1: nitric acid / 5.5 h / 10 - 35 °C
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Chemistry

Molecule structure of 3-Hydroxyadamantane-1-carboxylic acid (CAS NO.42711-75-1):

IUPAC Name: (5S,7R)-3-Hydroxyadamantane-1-carboxylate
Molecular Weight: 196.24 g/mol
Molecular Formula: C11H16O3
Melting Point: 203 °C
Index of Refraction: 1.638
Molar Refractivity: 49.72 cm3
Molar Volume: 138.2 cm3 
Surface Tension: 77.2 dyne/cm
Density: 1.419 g/cm3
Flash Point: 184 °C
Enthalpy of Vaporization: 69.75 kJ/mol
Boiling Point: 357.2 °C at 760 mmHg
Vapour Pressure: 1.55E-06 mmHg at 25 °C 
SMILES: O=C(O)C13CC2CC(CC(O)(C1)C2)C3
InChI: InChI=1/C11H16O3/c12-9(13)10-2-7-1-8(3-10)5-11(14,4-7)6-10/h7-8,14H,1-6H2,(H,12,13) 
InChIKey: CJJMAWPEZKYJAP-UHFFFAOYAF 
Product Categories of 3-Hydroxyadamantane-1-carboxylic acid (CAS NO.42711-75-1: Adamantane derivatives;Carboxylic Acids;Carboxylic Acids;Ring Systems

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S37/39:Wear suitable gloves and eye/face protection.
Hazard Note: Irritant
HazardClass: IRRITANT

Specification

 3-Hydroxyadamantane-1-carboxylic acid (CAS NO.42711-75-1) is also named as 1-carboxy-3-hydroxyadamantane ; 3-hydroxytricyclo[3.3.1.1~3,7~]decane-1-carboxylic acid ; tricyclo[3.3.1.1~3,7~]decane-1-carboxylic acid, 3-hydroxy- ; 1-Carboxy-3-adamantanol ; 3-Carboxy-1-hydroxyadamantane ; 3-hydroxy-1-adamantanecarboxylic acid ; 3-Hydroxy-adamantane-1-carboxylic acid ; 3-hydroxyadamantanecarboxylic acid ; 3-Hydroxytricyclo[3.3.1.13,7]decane-1-carboxylic acid .