1-Adamantanethiol

Base Information

• Chemical Name: 1-Adamantanethiol
• CAS No.: 34301-54-7
• Molecular Formula: C10H16 S
• Molecular Weight: 168.303
• Hs Code.: 2930909090
• European Community (EC) Number: 628-498-0
• NSC Number: 193486
• UNII: L54Q8GF3SI
• DSSTox Substance ID: DTXSID10187871
• Nikkaji Number: J88.933D
• Wikidata: Q72436604
• Mol file: 34301-54-7.mol

Synonyms:1-adamantanethiol

Chemical Property of 1-Adamantanethiol

Chemical Property:

• Vapor Pressure: 0.0677mmHg at 25°C
• Melting Point: 99-106 °C
• Boiling Point: 237.8°Cat760mmHg
• PKA: 11.05±0.20(Predicted)
• Flash Point: 94.2°C
• PSA: 38.80000
• Density: 1.09g/cm³
• LogP: 2.88500
• Sensitive.: Hygroscopic
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 168.09727168
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

98%, ^*data from raw suppliers

1-Adamantanethiol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 25-36-51/53
• Safety Statements: 26-36/37-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)S
• Uses: AT can be used to functionalize folic acid based polyethylene glycol-maleimide which can be used in the development of gold nanorod (AuNR) based mixtures for spatiotemporal delivery of anticancer therapeutics. It can also be used with 1-octadecanethiol which forms SAM on palladium/aluminum oxide (Pd/Al2O3) which finds potential application as a controlled catalyst. Displaceable Monolayers and Microdisplacement Printing: 1-Adamantanethiol Assembly and Applications

Technology Process of 1-Adamantanethiol

There total 2 articles about 1-Adamantanethiol 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: 73.0%

1-adamantyl 2-naphthylmethyl sulfide (99282-02-7) → 1-Adamantanethiol (34301-54-7) + 2-Methylnaphthalene (91-57-6,34468-07-0)

Guidance literature:

With hexacarbonyl molybdenum; In tetrahydrofuran; for 16h; Heating;

DOI:10.1021/jo00225a091

Reference yield:

1-iodoadamantane (768-93-4) → 1-Adamantanethiol (34301-54-7) + adamantane (281-23-2)

Guidance literature:

With sodium sulfide hydrate; dimethyl sulfoxide; for 3h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.7b00822

Reference yield: 96.0%

1-Adamantanethiol (34301-54-7) + 3-bromo-2-fluoro-6-iodobenzaldehyde → 2-(1-adamantylsulfanyl)-3-bromo-6-iodobenzaldehyde

Guidance literature:

1-Adamantanethiol; With sodium hydride; In hexane; N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Inert atmosphere;

3-bromo-2-fluoro-6-iodobenzaldehyde; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; at -15 ℃;

DOI:10.3987/COM-18-13937

upstream raw materials:

1-adamantyl 2-naphthylmethyl sulfide

1-iodoadamantane

Downstream raw materials:

1-(4-Chloro-benzyldisulfanyl)-adamantane

1-(2,6-Dichloro-benzyldisulfanyl)-adamantane

1-adamantyl 2,4-dinitrophenyl disulfide

1-adamantyl (4-nitro)phenyl sulfide

Refernces

• 1、 Luh, Tien-Yau,Wong, Chi Sang. "Mo(CO)6-Promoted Reductive Cleavage of the Carbon-Sulfur Bond". . p. 5413 - 5415. Retrieved 2007/10/02.