3-Noradamantanecarboxylic acid

Base Information

• Chemical Name: 3-Noradamantanecarboxylic acid
• CAS No.: 16200-53-6
• Molecular Formula: C10H14O2
• Molecular Weight: 166.22
• Hs Code.: 29162090
• European Community (EC) Number: 681-354-9
• DSSTox Substance ID: DTXSID101212617
• Nikkaji Number: J364.564I
• Wikidata: Q106902723
• Mol file: 16200-53-6.mol

Synonyms:3-Noradamantanecarboxylic acid;16200-53-6;Octahydro-2,5-methanopentalene-3a-carboxylic acid;3-Noradamantane carboxylic acid;2,5-Methanopentalene-3a(1H)-carboxylic acid, hexahydro-;tricyclo[3.3.1.03,7]nonane-3-carboxylic acid;hexahydro-2,5-methanopentalene-3a(1h)-carboxylic acid;hexahydro-2,5-methanopentalene-3a[1H]-carboxylic acid;3-NoradamantanecarboxylicAcid;3-Carboxynoradamantane;SCHEMBL392678;BDBM36211;RXUUYFUQAGICCD-UHFFFAOYSA-;3-noradamantanecarboxylate (NAC);RXUUYFUQAGICCD-UHFFFAOYSA-N;DTXSID101212617;AKOS015892776;CS-0012219;FT-0701424;N0621;T71878;EN300-3022817;Octahydro-2,5-methanopentalene-3a-carboxylicacid;tricyclo[3.3.1.0?,?]nonane-3-carboxylic acid;tricyclo[3.3.1.0,3,7]nonane-3-carboxylic acid;hexahydro-2,5-methano-pentalene-3a-carboxylic acid;InChI=1/C10H14O2/c11-9(12)10-4-6-1-7(5-10)3-8(10)2-6/h6-8H,1-5H2,(H,11,12)

Chemical Property of 3-Noradamantanecarboxylic acid

Chemical Property:

• Appearance/Colour: white crystalline powder and chunks or crystals
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 104-108 ºC
• Refractive Index: 1.4859 (estimate)
• Boiling Point: 288°C at 760mmHg
• PKA: 4.78±0.20(Predicted)
• Flash Point: 133.1°C
• PSA: 37.30000
• Density: 1.291g/cm³
• LogP: 1.89730
• Solubility.: almost transparency in Methanol
• Water Solubility.: Insoluble
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 232

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Noradamantanecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XiCF
• Hazard Codes: Xi,C,F
• Statements: 36/37/38-34-11
• Safety Statements: 37/39-26-45-36/37/39-16-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC3(C2)C(=O)O

Technology Process of 3-Noradamantanecarboxylic acid

There total 10 articles about 3-Noradamantanecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

3-noradamantyl methyl ketone (29844-80-2) → 3-noradamantanecarboxylic acid (16200-53-6)

Guidance literature:

With sodium hydroxide; bromine; In 1,4-dioxane; water; for 4h; Ambient temperature;

Reference yield:

2-Adamantanone (700-58-3) → 3-noradamantanecarboxylic acid (16200-53-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / diethyl ether

2: chlorine monoxide / CCl₄ / 0.5 h / 0 - 3 °C

3: 14.3 g / CCl₄ / 20 h / Heating

4: 92 percent / potassium hydroxide / methanol / 3 h / Heating

5: 83 percent / bromine, sodium hydroxide / H₂O; dioxane / 4 h / Ambient temperature

With potassium hydroxide; sodium hydroxide; bromine; chlorine monoxide; In 1,4-dioxane; methanol; tetrachloromethane; diethyl ether; water;

Reference yield:

2-methyladamantan-2-ol (702-98-7) → 3-noradamantanecarboxylic acid (16200-53-6)

Guidance literature:

Multi-step reaction with 4 steps

1: chlorine monoxide / CCl₄ / 0.5 h / 0 - 3 °C

2: 14.3 g / CCl₄ / 20 h / Heating

3: 92 percent / potassium hydroxide / methanol / 3 h / Heating

4: 83 percent / bromine, sodium hydroxide / H₂O; dioxane / 4 h / Ambient temperature

With potassium hydroxide; sodium hydroxide; bromine; chlorine monoxide; In 1,4-dioxane; methanol; tetrachloromethane; water;

upstream raw materials:

4-nitroso-4-azatricyclo[4.3.1.1(3,8)]undecan-5-one

9-Oxotricyclo[3.3.1.03,7 ]nonane-3-carboxylic acid

3-noradamantyl methyl ketone

2-Adamantanone

Downstream raw materials:

4-Nitrophenyl noradamantane-1-carboxylate

3-(4-aminophenethyl)-8-(3-noradamantyl)-1-propylxanthine

rolofylline

Refernces

• 1、 Black,Gill. "". . p. 972. Retrieved 1970.
• 2、 -. "HISTONE DEACETYLASE INHIBITORS FOR THE TREATMENT OF FUNGAL INFECTIONS". Page/Page column 28. . Retrieved 2011/06/16.