2-丁炔
一种对称的内炔,可联系部分还原与烯烃立体化学。
- 化学式
- C4H6
- 摩尔质量
- 54.09 g/mol
- Also known as
- Dimethylacetylene, 4-butyne, but-4-yne, RefChem:86060, 2-BUTYNE, Crotonylene
概览
Neither triple-bond carbon has a terminal hydrogen. Controlled catalytic reduction and dissolving-metal reduction lead to different but-2-ene geometries: cis and trans, respectively. Further hydrogenation removes the double bond, so stopping at the alkene requires a suitable reaction system.
Identifiers
- 化学式
- C4H6
- 摩尔质量
- 54.09 g/mol
- Also known as
- Dimethylacetylene, 4-butyne, but-4-yne, RefChem:86060, 2-BUTYNE, Crotonylene
化学标识符
- SMILES
- CC#CC
- InChI
- InChI=1S/C4H6/c1-3-4-2/h1-2H3
- PubChem CID
- 10419
数据收录情况
Not published: Melting Point, Boiling Point, Density, Solubility.
Related compounds
- 炔烃
But-2-yne is a specific member of the alkynes family.
Connected reactions
- Partial hydrogenation: But-2-yne → cis-But-2-ene
炔烃吸附于催化剂表面,从同一面接受两个氢原子。这种顺式加成生成顺-2-丁烯;活性受抑制的 Lindlar 催化剂有助于限制产物继续还原为丁烷。
- Dissolving metal reduction: But-2-yne → trans-But-2-ene
连续的电子转移和质子化使三键转化为双键。中间体依次变化时有利于形成位阻较小的排列,最终得到反-2-丁烯;这一过程不同于金属表面上的氢原子加成。
参考文献
- PubChem Compound Summary: But-2-yne (CID 10419)National Center for Biotechnology Information · PubChem
Identity, molecular formula, molecular weight and aliases retrieved via PUG REST on 2026-09-08.
- OpenStax Organic Chemistry: Reduction of alkynesJohn McMurry · OpenStax · 2023
Supports the qualitative structure and reactivity context; identity and numerical measurements retain their original references.
- OpenStax Organic Chemistry: Alkyne acidity: formation of acetylide anionsJohn McMurry · OpenStax · 2023
Supports the qualitative structure and reactivity context; identity and numerical measurements retain their original references.