3,3-Dimethyl-1-butyne (HCID 13512)

概要

inhibits cytochrome P450 2E1 T303A; structure in first source

名称と識別子

優先名称: 3,3-Dimethyl-1-butyne
IUPAC: 3,3-dimethylbut-1-yne
現地名: 3,3-ジメチル-1-ブチン
英語名: 3,3-Dimethyl-1-butyne
分子式: C6H10
分子量: 82.14

名称と別名

3,3-Dimethyl-1-Butyne917-92-03,3-DIMETHYLBUTYNEt-butyl acetylene3,3,3-TrimethylpropyneDTXSID70238671RefChem:90801DTXCID20161162213-035-33,3-dimethylbut-1-ynetert-Butylacetylenet-Butylacetylene

名称をさらに表示

3,3-ジメチル-1-ブチン1-(tert-ブチル)エチン1,2-ジメチル-1,4-シクロヘキサジエンtert-ブチルアセチレン3,3‐ジメチル‐1‐ブチン3,3-ジメチルブタ-1-イン3,3-dimethyl-but-1-yneNeohexyne-1-butynet-butylacetyene(CH3)3CCequivCH

1-Butyne, 3,3-dimethyl-MFCD00008852tert-ButylethynePX4NL23U52CHEMBL190822151730-68-81-BUTYNE,3,3-DIMETHYL-3,3-Dimethylbutyne-1

データベース識別子

CAS: 917-92-0
PubChem CID: 13512
DTXSID: DTXSID70238671
ChEMBL: CHEMBL1908221
UNII: PX4NL23U52
EC Number: 213-035-3
Nikkaji: J132.792E

物性

構造計算による物性

XLogP: 2.2
極性表面積: 0 Å²
水素結合供与体数: 0
水素結合受容体数: 0
回転可能結合数: 1
重原子数: 6
形式電荷: 0
複雑度: 73.9

実験および物理化学的性質

Chemical ClassesOther Classes -> Aliphatics, Unsaturated

SpringerMaterials PropertiesSchoenflies notation

Vapor Pressure398.0 [mmHg]

Physical DescriptionColorless liquid; Boiling point = 37-38 deg C; [Alfa Aesar MSDS]

物理化学的性質

融点: -78 °C · -78 °C (lit.)
沸点: 37 · 37-38 °C (lit.)
比重(密度): 0.667 g/mL · 0.667 g/mL at 25 °C (lit.)
蒸気圧: 7.88 psi · 7.88 psi ( 20 °C)
屈折率: 20 · n20/D 1.374(lit.)
闪点: 30 °F · <−30 °F
貯蔵温度: 2 · 2-8°C
溶解性: Chloroform (Slightly), Methanol (Slightly)
外見: 液体
色: 無色透明
PH: 7.51 at · 7.51 at 24.8℃ and 10g/L
水溶解度: クロロホルム、ベンゼン、トルエンと混和します。水と混和しない。
BRN: 1697100 · 1697100
Henry's Law Constant: 4.6 · 4.6×10-4 mol/(m3Pa) at 25℃, Yaws (2003)
安定性: 安定しているが引火性が高い。空気と爆発性混合物を容易に形成します。低い引火点に注意してください。
InChI: 1S/C6H10/c1-5-6(2,3)4/h1H,2-4H3
InChIKey: PPWNCLVNXGCGAF-UHFFFAOYSA-N
SMILES: CC(C)(C)C#C
CAS データベース: 917 · 917-92-0(CAS DataBase Reference)
NISTの化学物質情報: 1 · 1-Butyne, 3,3-dimethyl-(917-92-0)

化学的性質

化学的特性colourless liquid

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H224 (71.9%): Extremely flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 57 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Status: Active Update: 29-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/12565

1-Butyne, 3,3-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; Harmful by ingestion (may cause lung damage by aspiration); [Alfa Aesar MSDS] See 1-Butyne.

Hazard Classes and CategoriesFlam. Liq. 1 (71.9%)

安全データ

wgk: 3
ridadr: UN 3295 3/PG 2
hs_code: 29012990
risk_code: 12-36/37/38
安衛法: 変異原性物質
消防法: 危-4-特-I
hazard_code: F+,Xi
safety_code: 3-16-26-33-7/9
hazard_class: 3
packing_group: I
Hazard Classifications: Aquatic Chronic 3Flam. Liq. 2
ストレージクラス: 3 - Flammable liquids

化学と産業

応用分野 · 2 件

説明3,3-Dimethyl-1-butyne is a colourless liquid that is soluble in most organic solvents and readily reacts with air. It is a reactive intermediate that can be synthesised from cyclopentene oxide. This molecule possesses an acidic hydrogen atom on the methyl group and a nucleophilic hydrogen atom on the butyl group. The reaction mechanism is believed to involve a nucleophilic attack by the nucleophile on the acidic hydrogen atom, thereby initiating a substitution reaction. The activation energy is relatively low due to the non-polar solvent and polar reactants involved in this process.

使用3,3-Dimethyl-1-butyne is used as an active pharmaceutical intermediate for terbinafine. It is also used in the preparation of 2,2,7,7-tetramethyl-octa-3,5-diyne. Further, it is used in the synthesis of erythro and threo isomers of B-(3,3-dimethyl-1,2-dideuterio-1-butyl)-9-BBN by hydroboration-deuteronolysis-hydroboration sequence.