1,1,3,3-Tetramethylbutyl isocyanide

Base Information

• Chemical Name: 1,1,3,3-Tetramethylbutyl isocyanide
• CAS No.: 14542-93-9
• Deprecated CAS: 1627209-99-7
• Molecular Formula: C9H17 N
• Molecular Weight: 139.241
• Hs Code.: 2929 90 00
• NSC Number: 141688
• UNII: 9EVN2N5TVN
• DSSTox Substance ID: DTXSID9065784
• Nikkaji Number: J108.673A
• Wikidata: Q81992396
• Mol file: 14542-93-9.mol

Synonyms:1,1,3,3-Tetramethylbutyl isocyanide;14542-93-9;2-ISOCYANO-2,4,4-TRIMETHYLPENTANE;Pentane, 2-isocyano-2,4,4-trimethyl-;1,1,3,3-Tetramethylbutylisonitrile;9EVN2N5TVN;NSC 141688;Butyl isocyanide, 1,1,3,3-tetramethyl-;1,1,3,3-tetramethylbutylisocyanide;EINECS 238-577-8;MFCD00000003;NSC-141688;Walborsky's reagent;2-isocyano-2,4,4-trimethyl-pentane;Pentane,4,4-trimethyl-;UNII-9EVN2N5TVN;SCHEMBL377668;DTXSID9065784;1,3,3-Tetramethylbutylisonitrile;1,3,3-Tetramethylbutyl isocyanide;AC4321;GEO-02820;NSC141688;1,1,3,3-Tetramethyl butylisocyanide;1,1,3,3-tetramethyl-butylisonitrile;Butyl isocyanide,1,3,3-tetramethyl-;AKOS015959087;BS-21409;SY051435;tert-Octyl isocyanide, Walborsky's reagent;(2,4,4-trimethylpentane-2-yl)-isocyanide;FT-0606002;T1054;EN300-6512481;A808368;W-200118

Chemical Property of 1,1,3,3-Tetramethylbutyl isocyanide

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.787mmHg at 25°C
• Refractive Index: n20/D 1.422(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: g/cm³
• LogP: 2.35120
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 139.136099547
• Heavy Atom Count: 10
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,1,3,3-Tetramethylbutyl Isocyanide >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 10-20/21/22
• Safety Statements: 23-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CC(C)(C)CC(C)(C)[N+]#[C-]
• Uses: 1,1,3,3-Tetramethylbutyl isocyanide was used in the synthesis of substituted furans and imides.

Technology Process of 1,1,3,3-Tetramethylbutyl isocyanide

There total 11 articles about 1,1,3,3-Tetramethylbutyl isocyanide 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: 99.0%

N-[3-cyano-3-methoxy-1(3H)-isobenzofuranylidene]-2,4,4-trimethyl-2-pentanamine (1449007-80-0) → 1,1,3,3-tetramethylbutane isonitrile (14542-93-9) + methyl 2-cyanobenzoate (6587-24-2)

Guidance literature:

With tris(pentafluorophenyl)borate; In tetrahydrofuran; at 70 ℃; for 8h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol5026519

Reference yield: 94.0%

N-[3-cyano-3-(1-methylethoxy)-1(3H)-isobenzofuranylidene]-2,4,4-trimethyl-2-pentanamine (1449007-82-2) → 1,1,3,3-tetramethylbutane isonitrile (14542-93-9) + isopropyl 2-cyanobenzoate

Guidance literature:

With tris(pentafluorophenyl)borate; In tetrahydrofuran; at 70 ℃; for 8h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol5026519

Reference yield: 90.0%

N-[3-cyano-3-ethoxy-1(3H)-isobenzofuranylidene]-2,4,4-trimethyl-2-pentanamine → 1,1,3,3-tetramethylbutane isonitrile (14542-93-9) + 2-cyano-benzoic acid ethyl ester (6525-45-7)

Guidance literature:

With tris(pentafluorophenyl)borate; In tetrahydrofuran; at 70 ℃; for 8h; Reagent/catalyst; Temperature; Catalytic behavior; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol5026519

upstream raw materials:

2,4,4-trimethyl-1-pentene

hydrogen cyanide

N-(2,4,4-trimethylpentan-2-yl)formamide

tert-Octylamine

Downstream raw materials:

2-oxo-3(RS)-methylvaleric acid

1-hydroxy-1-phenylbutan-2-one

2,2,4-trimethylpentane

[(E)-2-(4-Chloro-phenyl)-2-cyano-1-methylsulfanyl-vinyl]-(1,1,3,3-tetramethyl-butyl)-carbamic acid methyl ester

Refernces

• 1、 Wu, Shuwen,Huang, Jing,Gazzarrini, Sabrina,He, Si,Chen, Lihua,Li, Jun,Xing, Li,Li, Chufang,Chen, Ling,Neochoritis, Constantinos G.,Liao, George P.,Zhou, Haibing,D?mling, Alexander,Moroni, Anna,Wang, Wei. "Isocyanides as influenza A virus subtype H5N1 wild-type M2 channel inhibitors". . p. 1837 - 1845. Retrieved 2015/11/10.
• 2、 Jia, Shuanglong,Su, Shikuan,Li, Chunju,Jia, Xueshun,Li, Jian. "Multicomponent cascade cycloaddition involving tropone, allenoate, and isocyanide: A rapid access to a 7,6,5-fused tricyclic skeleton". supporting information. p. 5604 - 5607. Retrieved 2015/02/19.