1-Adamantaneacetyl chloride

Base Information

• Chemical Name: 1-Adamantaneacetyl chloride
• CAS No.: 19835-38-2
• Molecular Formula: C12H17ClO
• Molecular Weight: 212.719
• Hs Code.: 29159000
• DSSTox Substance ID: DTXSID20378137
• Nikkaji Number: J1.663.500F
• Wikidata: Q72436509
• Mol file: 19835-38-2.mol

Synonyms:1-ADAMANTANEACETYL CHLORIDE;19835-38-2;1-adamantylacetyl chloride;1-Adamantaneacetylchloride;2-(1-adamantyl)acetyl chloride;2-(adamantan-1-yl)acetyl chloride;MFCD00277670;1-adamantylacetic acid chloride;1-adamantaneacetic acid chloride;Tricyclo[3.3.1.13,7]decane-1-acetyl chloride;tricyclo[3.3.1.1~3,7~]dec-1-ylacetyl chloride;adamantaneacetyl chloride;1-adamantane acetyl chloride;(1-adamantyl)acetyl chloride;adamant-1-yl acetyl chloride;(1-adamantyl) acetyl chloride;adamantan-1-yl-acetyl chloride;SCHEMBL1074062;(1-adamantyl ) acetyl chloride;(adamantan-1-yl)acetyl chloride;2-(adamant-1-yl)acetyl chloride;DTXSID20378137;2-(1-Adamantyl)ethanoyl chloride;HLQSEJBREPQBRW-UHFFFAOYSA-N;BBL014850;GEO-03097;STL197259;AKOS004120226;AKOS016015218;AS-31303;CS-11372;SY017711;FT-0600233;A20736

Chemical Property of 1-Adamantaneacetyl chloride

Chemical Property:

• Vapor Pressure: 0.00363mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 281.1 °C at 760 mmHg
• Flash Point: 126 °C
• PSA: 17.07000
• Density: 1.179 g/cm³
• LogP: 3.35830
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 212.0967929
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

98% ^*data from raw suppliers

1-AdamantaneacetylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)CC(=O)Cl
• General Description: 1-Adamantaneacetyl chloride is a reactive acyl chloride derivative used in the synthesis of various adamantyl-containing compounds, such as steroid derivatives, sulfonamide inhibitors, and bifunctional pharmacophores. It serves as a key intermediate in reactions with amines or other nucleophiles, enabling the introduction of the adamantyl moiety into target molecules. Its applications span medicinal chemistry, including the development of carbonic anhydrase inhibitors with anticonvulsant activity and bifunctional agents targeting phosphatase inhibition and ER stress induction. 1-Adamantaneacetyl chloride's stability and reactivity make it valuable for constructing complex adamantane-based structures in drug discovery and materials science.

Technology Process of 1-Adamantaneacetyl chloride

There total 3 articles about 1-Adamantaneacetyl chloride 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: 100.0%

(adamant-1-yl)-acetic acid (4942-47-6) → 1-adamantylacetyl chloride (19835-38-2)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

→ N-(2-Methyl-6-benzothiazolyl)-tricyclo[3.3.1.13,7]decane-1-aceimde + 1-adamantylacetyl chloride (19835-38-2)

Guidance literature:

Reference yield:

→ 1-adamantylacetyl chloride (19835-38-2)

Guidance literature:

upstream raw materials:

(adamant-1-yl)-acetic acid

Downstream raw materials:

N-cyclohexyl-2-(1-adamantyl)ethylamine

(2-Adamantan-1-yl-ethyl)-(1-methyl-2-phenyl-ethyl)-amine

(2-Adamantan-1-yl-ethyl)-(1-methyl-3-phenyl-propyl)-amine

IPS₆₂₆