3-Bromoadamantane-1-carboxylic acid

Base Information

• Chemical Name: 3-Bromoadamantane-1-carboxylic acid
• CAS No.: 21816-08-0
• Molecular Formula: C11H15BrO2
• Molecular Weight: 259.143
• Hs Code.: 2916209090
• European Community (EC) Number: 622-421-4
• DSSTox Substance ID: DTXSID70944422
• Mol file: 21816-08-0.mol

Synonyms:3-bromoadamantane-1-carboxylic acid;21816-08-0;3-Bromo-adamantane-1-carboxylic acid;Tricyclo[3.3.1.13,7]decane-1-carboxylic acid, 3-bromo-;3-bromo-1-adamantanecarboxylic acid;1-Bromo-3-adamantanecarboxylic acid;BRN 2103177;1-Bromo-3-carboxyadamantane;1-Bromoadamantane-3-carboxylic acid;3-ADAMANTANECARBOXYLIC ACID, 1-BROMO-;Tricyclo(3.3.1.1(sup 3,7))decane-1-carboxylic acid, 3-bromo-;3-bromotricyclo[3.3.1.1~3,7~]decane-1-carboxylic acid;MFCD00167820;3-Bromo-1-adamantane carboxylic acid;Maybridge1_005590;DivK1c_001878;SCHEMBL131414;HMS557G02;DTXSID70944422;3-bromoadamantane-1-carboxylicacid;BBL033826;GEO-03452;NRB 01917;STK733910;AKOS000114514;AKOS016038556;AM81166;CCG-247256;CDS1_000838;NCGC00339462-01;AS-48471;BB 0262338;FT-0615188;EN300-00060;F31270;AB01332414-02;A815680;AG-670/20479027;W-201896;Z56757155;F0035-0448;3-bromoadamantane-1-carboxylate

Chemical Property of 3-Bromoadamantane-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 5.69E-06mmHg at 25°C
• Melting Point: 147 °C
• Boiling Point: 354.2 °C at 760 mmHg
• PKA: 4.35±0.40(Predicted)
• Flash Point: 168 °C
• PSA: 37.30000
• Density: 1.665 g/cm³
• LogP: 2.80490
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 258.02554
• Heavy Atom Count: 14
• Complexity: 286

Purity/Quality:

99.3% ^*data from raw suppliers

3-Bromo-1-adamantaneCarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3(CC1CC(C2)(C3)Br)C(=O)O
• Uses: 3-Bromo-1-adamantane Carboxylic Acid is used in the synthesis and in bioactivity of novel adamantyl derivatives, as potent MDR reversal agents.

Technology Process of 3-Bromoadamantane-1-carboxylic acid

There total 4 articles about 3-Bromoadamantane-1-carboxylic 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: 99.8%

3-hydroxyadamantane-1-carboxylic acid (42711-75-1) → 3-bromoadamantane-1-carboxylic acid (21816-08-0)

Guidance literature:

With hydrogen bromide; at 90 ℃; for 3.5h;

DOI:10.1039/b711156h

Reference yield: 96.0%

1-Adamantanecarboxylic acid (828-51-3) → 3-bromoadamantane-1-carboxylic acid (21816-08-0)

Guidance literature:

With bromine; acetic acid; for 19h; Product distribution; var. reaction time and reagents; other adamantane-1-carboxylic acid derivatives;

Reference yield: 91.9%

3-acetoxyadamantane-1-carboxylic acid (42711-78-4) → 3-bromoadamantane-1-carboxylic acid (21816-08-0)

Guidance literature:

With bromine; for 125h; Heating;

upstream raw materials:

1-Adamantanecarboxylic acid

3-acetoxyadamantane-1-carboxylic acid

3-nitroxyadamantane-1-carboxylic acid

3-hydroxyadamantane-1-carboxylic acid

Downstream raw materials:

3-(4-methoxyphenyl)adamantane-1-carboxylic acid

3-(4-Fluorophenyl)-1-adamantanecarboxylic acid

3-Fluor-1-adamantancarbonsaeurefluorid

3-(4-hydroxy-2-methylphenyl)adamantanecarboxylic acid

Refernces

• 1、 -. "Disubstituted adamantyl derivative or pharmaceutically acceptable salt thereof, and pharmaceutical composition and kit for inhibiting the growth of cancer containing the same as an active ingredient". Paragraph 0212-0214; 0232-0236. . Retrieved 2021/07/20.
• 2、 -. "Synthesis method of 3-amino-1-adamantanol". Paragraph 0014-0015. . Retrieved 2020/06/16.