1,1,3,3-テトラメチルブチルイソシアニド

1,1,3,3-Tetramethylbutyl isocyanide

HCID 26725CAS 14542-93-9

部分構造検索類似構造を探す

基本情報

標準SMILES: [C-]#[N+]C(C)(C)CC(C)(C)C
InChIKey: YVPXQMYCTGCWBE-UHFFFAOYSA-N
分子式: C9H17N
平均分子量: 139.24 g/mol
単同位体質量: 139.13609954

名称と識別子

優先名称: 1,1,3,3-Tetramethylbutyl isocyanide
IUPAC: 2-isocyano-2,4,4-trimethylpentane
現地名: 1,1,3,3-テトラメチルブチルイソシアニド
英語名: 1,1,3,3-Tetramethylbutyl isocyanide
分子式: C9H17N
分子量: 139.24

名称と別名

1,1,3,3-Tetramethylbutyl isocyanidePentane, 2-isocyano-2,4,4-trimethyl-Walborsky's reagent1,1,3,3-TetramethylbutylisonitrileNSC 141688Butyl isocyanide, 1,1,3,3-tetramethyl-EINECS 238-577-8DTXSID9065784tertOctyl isocyanidetertOctyl isonitrileRefChem:4096332Isocyano2,4,4trimethylpentane

名称をさらに表示

1,1,3,3-テトラメチルブチルイソシアニドtert-オクチルイソシアニドWalborsky試薬1,1,3,3-テトラメチルブチルイソシアニド1,1,3,3-テトラメチル-1-イソシアノブタン１·１·３·３テトラメチルブチルイソシアニド1,1,3,3-テトラメチルブチル=イソシアニドイソシアン化1,1,3,3-テトラメチルブチル2-isocyano-2,4,4-triMethylpentaneWALBORSKY REAGENTTERT-OCTYLISONITRILETERT-OCTYL ISOCYANIDE2-isocyano-2,4,4-trimethyl-pentan1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE FOR

DTXCID4034730Pentane, 2isocyano2,4,4trimethyl1,1,3,3Tetramethylbutylisonitrile1,1,3,3Tetramethylbutyl isocyanateButyl isocyanide, 1,1,3,3tetramethylButyl isocyanide, 1,1,3,3tetramethyl (8CI)Butyl isocyanide, 1,1,3,3-tetramethyl-(8CI)14542-93-9

データベース識別子

CAS: 14542-93-9
PubChem CID: 26725
DTXSID: DTXSID9065784
ChEMBL: CHEMBL5567109
UNII: 9EVN2N5TVN
Nikkaji: J108.673A

物性

構造計算による物性

XLogP: 2.6
極性表面積: 4.4 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 2
重原子数: 10
形式電荷: 0
複雑度: 151

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds

Physical DescriptionClear colorless liquid; [Acros Organics MSDS]

物理化学的性質

沸点: 55 · 55-57 °C11 mm Hg(lit.)
比重(密度): 0.794 g/mL · 0.794 g/mL at 25 °C(lit.)
屈折率: 20 · n20/D 1.422(lit.)
闪点: 125 °F · 125 °F
貯蔵温度: 2 · 2-8°C
溶解性: insol water; sol common organic solvents
外見: clear liquid
色: Colorless to Almost colorless
BRN: 2076559 · 2076559
InChI: InChI=1S/C9H17N/c1-8(2,3)7-9(4,5)10-6/h7H2,1-5H3
InChIKey: YVPXQMYCTGCWBE-UHFFFAOYSA-N
SMILES: C(C(C)(C)C)C(C)(C)[N+]#[C-]
CAS データベース: 14542 · 14542-93-9(CAS DataBase Reference)
EPAの化学物質情報: 2 · Pentane, 2-isocyano-2,4,4-trimethyl- (14542-93-9)

化学的性質

化学的特性clear colorless liquid

安全と法規制

危険有害性情報

Regulatory Information1,1,3,3-Tetramethylbutyl isocyanide: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn irritant; Harmful by ingestion, inhalation, and skin absorption (may be metabolized to cyanide); [Acros Organics MSDS] See Ethyl isocyanide.

安全データ

F: 10-21
wgk: 3
tsca: TSCA listed
ridadr: UN 1993 3/PG 3
hs_code: 2929 90 00
risk_code: 10-20/21/22
消防法: 危-4-2-III
hazard_code: Xn
safety_code: 23-36/37
hazard_class: 3.2
packing_group: III
Hazard Classifications: Flam. Liq. 3
ストレージクラス: 3 - Flammable liquids

化学と産業

用途と製造

General Manufacturing InformationPentane, 2-isocyano-2,4,4-trimethyl-: INACTIVE

応用分野

使用1,1,3,3-Tetramethylbutyl isocyanide was used in the synthesis of substituted furans and imides.

調製方法 · 1 件

製造方法To a stirred solution of 83.0 g (0.528 mole) of N-(l,l,3,3-tetramethylbutyl) formamide in 11 of DMF was added dropwise, under a nitrogen atmosphere, a solution made up of thionyl chloride (40.3 ml, 0.55 mole) dissolved in 150 ml of DMF. The addition was at such a rate that the temperature did not exceed -50°C. After the addition, the cooling bath was removed momentarily to allow the temperature to increase to -35°C and then it was replaced while 118.0 g (1.11 mole) of sodium carbonate (anhydrous grade) was added. Then the cooling bath was removed and the reaction mixture was diluted with ice-cold water in a separatory funnel and then extracted with pentane. The pentane extract was dried over sodium sulfate and concentrated, and the product distilled to yield 68.4 g (93% yield), b.p. 55.5-56.6°C (11 mm). Infrared spectrum (neat) 2110 c m " 1 (s); nmr (neat) 51.08 [s, 9, C(CH3) 2] , 1.43 [t, 6, J = 2Hz, C(CH3) 2] , 1.58 (t, 2, J = 2.3 Hz, CH2).