2,2-Dimethylbutane

Base Information

• Chemical Name: 2,2-Dimethylbutane
• CAS No.: 75-83-2
• Molecular Formula: C6H14
• Molecular Weight: 86.1772
• European Community (EC) Number: 200-906-8
• NSC Number: 74126
• UN Number: 1208
• UNII: 07L56L3MP2
• DSSTox Substance ID: DTXSID4025111
• Nikkaji Number: J38.821A
• Wikipedia: 2,2-Dimethylbutane
• Wikidata: Q209136
• Metabolomics Workbench ID: 123475
• ChEMBL ID: CHEMBL142735
• Mol file: 75-83-2.mol

Synonyms:2,2-DIMETHYLBUTANE;Neohexane;75-83-2;Butane, 2,2-dimethyl-;HSDB 75;CCRIS 6019;2,2-Dimethyl-butane;EINECS 200-906-8;NSC 74126;UNII-07L56L3MP2;AI3-16043;DTXSID4025111;07L56L3MP2;NSC-74126;2,2-dimethylbutan;Butane,2-dimethyl-;NHX (CHRIS Code);Butano, 2,2-dimetil-;Dimethyl butane, 2,2-;2,2-Dimethylbutane, 99%;(CH3)3CCH2CH3;DIMETHYLBUTANE, 2,2-;CHEMBL142735;DTXCID405111;C6H14;2,2-DIMETHYLBUTANE [HSDB];NSC74126;Tox21_200358;MFCD00009321;WLN: 2X1&1&1;AKOS024438081;LS-1676;2,2-Dimethylbutane, analytical standard;CAS-75-83-2;NCGC00091659-01;NCGC00091659-02;NCGC00257912-01;2,2-Dimethylbutane, >=99.0% (GC);D0689;D-3215;D89700;Q209136

Chemical Property of 2,2-Dimethylbutane

Chemical Property:

• Appearance/Colour: Liquid.
• Vapor Pressure: 324mmHg at 25°C
• Melting Point: -115 ºC
• Boiling Point: 50 ºC
• Flash Point: -48 ºC
• PSA: 0.00000
• Density: 0.649
• LogP: 2.44250
• Water Solubility.: insoluble
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 86.109550447
• Heavy Atom Count: 6
• Complexity: 29.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F;Xn;N
• Hazard Codes: F:Flammable;;
• Statements: R11:; R38:; R51/53:; R65:; R67:
• Safety Statements: S16:; S29:; S33:; S61:; S62:; S9:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Aliphatics, Saturated (
• Canonical SMILES: CCC(C)(C)C

Technology Process of 2,2-Dimethylbutane

There total 159 articles about 2,2-Dimethylbutane 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: 69.0%

tert-butylethylene (558-37-2) + benzyl alcohol (100-51-6,185532-71-2) → 2,2-Dimethylbutane (75-83-2) + benzaldehyde (100-52-7)

Guidance literature:

With C₂₉H₅₄IrN₃P₂; at 120 ℃; for 48h; Inert atmosphere;

DOI:10.1021/ol400360g

Reference yield: 67.0%

2-methyl-2,3-dihydro-1-benzofuran (1746-11-8) + tert-butylethylene (558-37-2) → 2,2-Dimethylbutane (75-83-2) + 2-methylbenzofuran (4265-25-2)

Guidance literature:

With (PSCOP)IrHCl; sodium t-butanolate; In para-xylene; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube;

DOI:10.1002/anie.201306559

Reference yield: 57.0%

2-methyltetrahydrofuran (96-47-9) + tert-butylethylene (558-37-2) → 2-methylfuran (534-22-5) + 2,2-Dimethylbutane (75-83-2)

Guidance literature:

With (PSCOP)IrHCl; sodium t-butanolate; In para-xylene; at 150 ℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube;

DOI:10.1002/anie.201306559

upstream raw materials:

tetrachloromethane

tertiary butyl chloride

diethylzinc

3,3-dimethyl-butan-2-one

Downstream raw materials:

2,2-dimethylpropane

1-chloro-2,2-dimethyl-butane

2-methyl-2-nitrobutane

3,3-dimethylnitrobutane

Refernces

Aporphine synthesis by Pschorr cyclization of aminophenols. An improved synthesis of a thalicarpine precursor.

10.1021/jo00942a048

The research presents an improved general synthesis of aporphines via Pschorr cyclization of 1-(2’-aminobenzyl)-7-hydroxy-l,2,3,4-tetrahydroisoquinolines. The key chemicals involved in this research include o-nitrotoluenes (2a-e), 6-methoxy-7-hydroxy-3,4-dihydroisoquinolinium methiodide, KO-t-Bu, Pd/C, Zn-H2SO4, diazomethane, and copper powder. The synthesis involves several steps: condensation of o-nitrotoluenes with 6-methoxy-7-hydroxy-3,4-dihydroisoquinolinium methiodide in the presence of KO-t-Bu to form 1-(2’-nitrobenzyl)-7-hydroxy-1,2,3,4-tetrahydroisoquinolines (3a-e); reduction of these compounds with Pd/C or Zn-H2SO4 to obtain aminophenols (4a-f); and cyclization of the aminophenols to form 1-hydroxyaporphines (5a-f) using diazotization and copper powder. The final products include thalicmidine (5g), nuciferine (6a), glaucine (6g), and the thalicarpine precursor 6e. The synthesis is notable for achieving the highest yields reported to date for these compounds.