1,3-Dimethyladamantane

Base Information

• Chemical Name: 1,3-Dimethyladamantane
• CAS No.: 702-79-4
• Molecular Formula: C12H20
• Molecular Weight: 164.291
• Hs Code.: DERIVATION
• European Community (EC) Number: 211-870-8
• UNII: 96G4OD5Z59
• DSSTox Substance ID: DTXSID1049439
• Nikkaji Number: J193.069I
• Wikidata: Q27120846
• Metabolomics Workbench ID: 56830
• Mol file: 702-79-4.mol

Synonyms:1,3-DIMETHYLADAMANTANE;702-79-4;1-3-Dimethyladamantane;Adamantane, 1,3-dimethyl-;1,3-dimethyl adamantane;MFCD00074755;UNII-96G4OD5Z59;1,3-dimethyltricyclo[3.3.1.13,7]decane;96G4OD5Z59;EINECS 211-870-8;1,3-Dimethyltricyclo(3.3.1.13,7)decane;1,3-dimethyltricyclo[3.3.1.1(3,7)]decane;Tricyclo[3.3.1.1(3,7)]decane, 1,3-dimethyl-;Memantine intermediate;1,3-Dimethyladamanta;1,5-Dimethyladamantane;1 ,3-dimethyl adamantane;DTXSID1049439;CHEBI:47900;1,3-Dimethyladamantane, >=99%;BCP17452;BBL100109;STL452978;AKOS015900608;AKOS025211682;CS-T-53368;Adamantane,1,3-dimethyl- (6CI,8CI);AC-14485;MS-20570;CS-0152705;D1081;FT-0606694;FT-0667257;1,3-dimethyltricyclo[3.3.1.1~3,7~]decane;EN300-103625;Tricyclo[3.3.1.13,7]decane,1,3-dimethyl-;2-(PHENYLMETHOXY)-PROPANOICACIDETHYLESTER;Tricyclo[3.3.1.13,7]decane, 1,3-dimethyl-;A836824;Tricyclo(3.3.1.1(3,7)-)decane, 1,3-dimethyl-;Tricyclo[3.3.1.1<3,7>]decane, 1,3-dimethyl-;W-104561;Q27120846;Z1365497409

Chemical Property of 1,3-Dimethyladamantane

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.472mmHg at 25°C
• Melting Point: -30 °C
• Refractive Index: 1.4780
• Boiling Point: 199.9 °C at 760 mmHg
• Flash Point: 52.8 °C
• PSA: 0.00000
• Density: 0.972 g/cm³
• LogP: 3.61280
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in organic solvents,insoluble in water.
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 164.156500638
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dimethyladamantane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10
• Safety Statements: 16-60

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CC3CC(C1)CC(C3)(C2)C
• Uses: 1,3-Dimethyladamantane is a dimethylated adamantane derivative. Memantine impurity A. Memantine Related Compound A (1,3-Dimethyladamantane).

Technology Process of 1,3-Dimethyladamantane

There total 57 articles about 1,3-Dimethyladamantane 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: 77.0%

decahydroacenaphthene (2146-36-3) → 1,3-dimethyladamantane (702-79-4) + 1-ethyladamantane (770-69-4)

Guidance literature:

With hydrogen fluoride; boron trifluoride; at 100 ℃; for 4h; Temperature; Autoclave;

Reference yield: 67.0%

(1α,4α,4aβ,5α,8α,8aβ)-decahydro-1,4:5,8-dimethanonaphthalene (58865-53-5) → 1,3-dimethyladamantane (702-79-4) + 1-ethyladamantane (770-69-4) + 1,4-dimethyladamantane (16267-35-9)

Guidance literature:

With Y-zeolite(Na/H 0.97); In hexane; at 300 ℃; for 10h; Autoclave; Sealed tube;

DOI:10.1134/S1070428013090054

Reference yield: 49.0%

(1α,4α,4aβ,5α,8α,8aβ)-decahydro-1,4:5,8-dimethanonaphthalene (58865-53-5) → 1,3-dimethyladamantane (702-79-4) + 1,2-dimethyladamantane (16207-81-1) + 1-ethyladamantane (770-69-4) + 1,4-dimethyladamantane (16267-35-9)

Guidance literature:

With Y-zeolite(Na/H 0.4); In hexane; at 300 ℃; for 30h; Concentration; Time;

DOI:10.1134/S1070428013090054

upstream raw materials:

1-Adamantyl bromide

tetramethylsilane

methyl bromide

1-bromo-3-methyladamantane

Downstream raw materials:

1-acetamido-3,5-dimethyladamantane

1,3?dibromo?5,7?dimethyladamantane

1,3-dimethyl-5-adamantanol

1,3-dihydroxy-5,7-dimethyladamantane

Refernces

• 1、 Nazmutdinov,Sarkisova,Vodenkova,Nesterov,Nesterova. "Study of the liquid-vapor critical temperatures for methyladamantanes and their mixtures with cyclohexane". . p. 428 - 433. Retrieved 2006.
• 2、 Tolstikov,G.A. et al.. "". . . Retrieved 1974.
• 3、 Zhang, Dawei,Ronson, Tanya K.,Güryel, Songül,Thoburn, John D.,Wales, David J.,Nitschke, Jonathan R.. "Temperature Controls Guest Uptake and Release from Zn4L4 Tetrahedra". supporting information. p. 14534 - 14538. Retrieved 2019/10/11.
• 4、 Zhang, Kaining,Chang, Liang,An, Qing,Wang, Xin,Zuo, Zhiwei. "Dehydroxymethylation of Alcohols Enabled by Cerium Photocatalysis". supporting information. p. 10556 - 10564. Retrieved 2019/08/28.