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
• Uses: 1-Adamantaneacetyl Chloride is a potent human 11β-hydroxysteroid dehydrogenase type 1 inhibitor.

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:

1-Adamantan-1-yl-3-(triphenyl-λ⁵-phosphanylidene)-propan-2-one

α-(1-adamantyl)-4'-chloroacetophenone

C₂₆H₃₇N₃O₂

C₂₅H₃₅N₃O₂

Refernces

• 1、 Ilies, Marc A.,Masereel, Bernard,Rolin, Stephanie,Scozzafava, Andrea,Campeanu, Gheorghe,Cimpeanu, Valentin,Supuran, Claudiu T.. "Carbonic anhydrase inhibitors: Aromatic and heterocyclic sulfonamides incorporating adamantyl moieties with strong anticonvulsant activity". . p. 2717 - 2726. Retrieved 2004.
• 2、 Novakov,Orlinson,Navrotskii. "Synthesis of new derivatives of 6-(1-adamantylmethyl)-4(3H)-pyrimidinone". . p. 316 - 317. Retrieved 2009.
• 3、 Qu, Tao,White, Andrew J. P.,Barrett, Anthony G. M.. "Four-Directional synthesis of adamantane derivatives". . p. 18 - 50. Retrieved 2020.
• 4、 -. "Prodrug compound and application thereof in treatment of cancer". Paragraph 0129-0130. . Retrieved 2021/03/06.
• 5、 Garcia-Garibay, Miguel A.,Hipwell, Vince M.,Park, Jin H.,Rivera, Edris A.. "Strongly Entangled Triplet Acyl-Alkyl Radical Pairs in Crystals of Photostable Diphenylmethyl Adamantyl Ketones". supporting information. p. 8886 - 8892. Retrieved 2021/06/28.