Adamantane-1-carbaldehyde

Base Information

• Chemical Name: Adamantane-1-carbaldehyde
• CAS No.: 2094-74-8
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• Hs Code.: 2912299000
• DSSTox Substance ID: DTXSID10452930
• Nikkaji Number: J641.129K
• Wikidata: Q72436644
• ChEMBL ID: CHEMBL19155
• Mol file: 2094-74-8.mol

Synonyms:Adamantane-1-carbaldehyde;2094-74-8;1-adamantanecarboxaldehyde;1-ADAMANTANE CARBOXALDEHYDE;1-formyladamantane;1-ADAMANTYLCARBOXALDEHYDE;TRICYCLO[3.3.1.13,7]DECANE-1-CARBOXALDEHYDE;CHEMBL19155;ADAMANTANE-1-CARBOXALDEHYDE;MFCD12031698;1-Adamantanecarboxaldehyde (7CI,8CI);1-Adamantylcarboxaldehyde;1-adamantanecarboaldehyde;SCHEMBL354847;1-ADAMANTANECARBALDEHYDE;YSZC3248;DTXSID10452930;DZULQZKFBAHSRX-UHFFFAOYSA-N;BCP22615;CS-M2960;BDBM50028823;AKOS012321618;AKOS037644327;CS-W000203;Not available;PB15053;AS-50892;CS-12022;SY035842;FT-0696602;EN300-68365;P11351;A855923;F2147-2003;Z1079442548

Chemical Property of Adamantane-1-carbaldehyde

Chemical Property:

• Melting Point: 189-198 °C
• Boiling Point: 239.244 °C at 760 mmHg
• Flash Point: 82.129 °C
• PSA: 17.07000
• Density: 1.167 g/cm³
• LogP: 2.40170
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

99.9% ^*data from raw suppliers

1-Adamantylcarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)C=O
• Uses: 1-Adamantylcarboxaldehyde is an intermediate used to prepare 2-adamantyl-substituted thiazolidin-4-ones with anti-HIV activities. It is also used to synthesize Saxagliptin (S143500).

Technology Process of Adamantane-1-carbaldehyde

There total 46 articles about Adamantane-1-carbaldehyde 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%

1-adamantanemethanol (770-71-8) → 1-Adamantanecarbaldehyde (2094-74-8)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 1.75h; Ambient temperature;

DOI:10.1021/jm00133a003

Reference yield: 99.0%

1-Adamantanecarboxylic acid (828-51-3) → 1-Adamantanecarbaldehyde (2094-74-8)

Guidance literature:

With thexylchloroborane-Me₂SO₄; In dichloromethane; for 0.25h; Ambient temperature;

DOI:10.1021/ja00337a075

Reference yield: 95.0%

1-adamantanecarbonitrile (23074-42-2) → 1-Adamantanecarbaldehyde (2094-74-8)

Guidance literature:

1-adamantanecarbonitrile; With hydrogenchloride; tin(ll) chloride; In diethyl ether; at 0 - 25 ℃; for 22h;

With water; In diethyl ether; at 20 - 60 ℃;

DOI:10.1023/A:1013178326353

upstream raw materials:

1-adamantanemethanol

1-Adamantanecarboxylic acid

Adamantan-1-carbonsaeure-N²-p-tosylhydrazid

1-Adamantyl bromide

Downstream raw materials:

2-[1-Adamantan-1-yl-meth-(E)-ylidene]-cyclohexanone

3-hydroxytricyclo<4.3.1.1^3,8>undec-4-yl benzoate

1-Adamantan-1-yl-2-phenyl-but-3-en-1-ol

adamantane