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4942-47-6

Basic Information
CAS No.: 4942-47-6
Name: 1-Adamantaneacetic acid
Article Data: 37
Molecular Structure:
Molecular Structure of 4942-47-6 (1-Adamantaneacetic acid)
Formula: C12H18O2
Molecular Weight: 194.274
Synonyms: Tricyclo[3.3.1.13,7]decane-1-aceticacid;(Adamantan-1-yl)acetic acid;1-(Carboxymethyl)adamantane;NSC 310162;a-(1-Adamantyl)acetic acid;
EINECS: 225-585-1
Density: 1.167 g/cm3
Melting Point: 134-137 °C(lit.)
Boiling Point: 319.2 °C at 760 mmHg
Flash Point: 163 °C
Appearance: white to off-white crystalline powder or crystals
Hazard Symbols: IrritantXi, HarmfulXn, FlammableF
Risk Codes: 36/37/38-15-10
Safety: 22-24/25-43-7/8
PSA: 37.30000
LogP: 2.67750
Synthetic route
104543-11-5

2-(1-adamantyl)-1-nitro-1-(pyridine-thiyl)ethane

4942-47-6

(adamant-1-yl)-acetic acid

Conditions
ConditionsYield
With dihydrogen peroxide; potassium carbonate In tetrahydrofuran; methanol at 40℃; for 15h;95%
768-90-1

1-Adamantyl bromide

75-35-4

1,1-Dichloroethylene

4942-47-6

(adamant-1-yl)-acetic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0 - 2℃; for 2.5h;93%
(i) H2SO4, BF3, (ii) aq. H2SO4; Multistep reaction;
With sulfuric acid; boron trifluoride

Phosphoric acid 2-adamantan-1-yl-1-benzenesulfonyl-1-(pyridin-2-ylsulfanyl)-ethyl ester dimethyl ester

4942-47-6

(adamant-1-yl)-acetic acid

Conditions
ConditionsYield
With potassium hydroxide93%
With potassium hydroxide In methanol Yield given;
27174-71-6

methyl 2-(adamantan-1-yl)acetate

144-55-8

sodium hydrogencarbonate

4942-47-6

(adamant-1-yl)-acetic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In methanol93%
144499-21-8

Trifluoro-acetic acid 2-adamantan-1-yl-1-cyano-1-(pyridin-2-ylsulfanyl)-ethyl ester

4942-47-6

(adamant-1-yl)-acetic acid

Conditions
ConditionsYield
With potassium carbonate In water for 2h;91%
With potassium carbonate In acetone at 25℃; for 12h; Yield given;

Acetic acid 1-cyano-2-(octahydro-2,5-methano-inden-3a-yl)-1-(pyridin-2-ylsulfanyl)-ethyl ester

4942-47-6

(adamant-1-yl)-acetic acid

Conditions
ConditionsYield
With potassium carbonate In water87%
15782-66-8

ethyl 4-(adamant-1-yl)-phenyl acetate

4942-47-6

(adamant-1-yl)-acetic acid

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 20℃; for 1h;86%
144499-22-9

Phosphoric acid 2-adamantan-1-yl-1-cyano-1-(pyridin-2-ylsulfanyl)-ethyl ester dimethyl ester

4942-47-6

(adamant-1-yl)-acetic acid

Conditions
ConditionsYield
With potassium hydroxide85%
75-35-4

1,1-Dichloroethylene

32314-61-7

1-nitroxyadamantane

4942-47-6

(adamant-1-yl)-acetic acid

Conditions
ConditionsYield
With sulfuric acid at 5 - 15℃; for 1h;80.6%

(3r,5r,7r)-1-(2,2-dibromovinyl)adamantane

4942-47-6

(adamant-1-yl)-acetic acid

Conditions
ConditionsYield
Stage #1: (3r,5r,7r)-1-(2,2-dibromovinyl)adamantane With n-butyllithium In tetrahydrofuran at 0℃; for 1.5h;
Stage #2: With 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran for 2h;
77%
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    1-Adamantaneacetic acid

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  • Acmec 1-Adamantaneacetic acid 100g

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    Acmec 1-Adamantaneacetic acid 100g

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  • 2-(Adamantan-1-yl)acetic acid

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  • tricyclo[3.3.1.13,7]dec-1-ylacetic acid

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    4942-47-6

    tricyclo[3.3.1.13,7]dec-1-ylacetic acid

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Chemistry

Molecule structure of 1-Adamantaneacetic acid (CAS NO.4942-47-6):

IUPAC Name: 2-(1-Adamantyl)acetic acid 
Molecular Weight: 194.27012 g/mol
Molecular Formula: C12H18O2 
Density: 1.167 g/cm3 
Melting Point: 134-137 °C(lit.)
Boiling Point: 319.2 °C at 760 mmHg 
Flash Point: 163 °C
Index of Refraction: 1.55
Molar Refractivity: 53.01 cm3
Molar Volume: 166.4 cm3
Surface Tension: 52 dyne/cm 
Enthalpy of Vaporization: 61.65 kJ/mol
Vapour Pressure: 7.23E-05 mmHg at 25 °C
XLogP3-AA: 3.2
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 2
Exact Mass: 194.13068
MonoIsotopic Mass: 194.13068
Topological Polar Surface Area: 37.3
Heavy Atom Count: 14
Canonical SMILES: C1C2CC3CC1CC(C2)(C3)CC(=O)O
InChI: InChI=1S/C12H18O2/c13-11(14)7-12-4-8-1-9(5-12)3-10(2-8)6-12/h8-10H,1-7H2,(H,13,14)
InChIKey: AOTQGWFNFTVXNQ-UHFFFAOYSA-N
EINECS: 225-585-1
Product Categories: cyclic compounds; Adamantane derivatives; Adamantanes

Safety Profile

Hazard Codes: IrritantXi, HarmfulXn, FlammableF
Risk Statements: 36/37/38-15-10 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R15:Contact with water liberates extremely flammable gases. 
R10:Flammable.
Safety Statements: 22-24/25-43-7/8 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S43:In case of fire use ... (there follows the type of fire-fighting equipment to be used.) 
S7:Keep container tightly closed. 
S8:Keep container dry.
WGK Germany: 3
HazardClass: IRRITANT

Specification

 1-Adamantaneacetic acid (CAS NO.4942-47-6) is also named as Adamantan-1-ylacetic acid ; tricyclo[3.3.1.1~3,7~]decane-1-acetic acid ; 2-(1-adamantyl)acetic acid ; Tricyclo(3.3.1.13,7)dec-1-ylacetic acid ; Tricyclo[3.3.1.1(3,7)-]decane-1-acetic acid . 1-Adamantaneacetic acid (CAS NO.4942-47-6) is white to off-white crystalline powder or crystals.