己内酰胺

制造尼龙 6 的环状起始分子。

化学式
C6H11NO
官能团
Cyclic amide (lactam)
摩尔质量
113.16 g/mol
Also known as
epsilon-caprolactam, ε-caprolactam

概览

ε-己内酰胺

己内酰胺的七元环含有环状酰胺。水解开环聚合得到尼龙 6，每个重复单元含六个碳。上游可由环己酮经肟，再通过贝克曼重排转化为己内酰胺。这一步扩环与后续开环聚合不同。

Identifiers

化学式
C6H11NO
官能团
Cyclic amide (lactam)
摩尔质量
113.16 g/mol
Also known as
epsilon-caprolactam, ε-caprolactam
化学标识符
SMILES
O=C1CCCCCN1
InChI
InChI=1S/C6H11NO/c8-6-4-2-1-3-5-7-6/h1-5H2,(H,7,8)
PubChem CID
7768

性质

熔点
69.3 °C
沸点
270 °C
相对密度（水 = 1）
Specific gravity: 1.02 at 75 °C/4 °C (liq)
水中溶解度
In water, 5.25X10+6 mg/l @ 25 °C.

Related compounds

参考文献

  1. Polyamides: nylon 6 and nylon 6,6Chemical Industry Education Centre, University of York
  2. New technology to manufacture caprolactam: oxime formation and Beckmann rearrangementSumitomo Chemical
  3. PubChem: CaprolactamNational Center for Biotechnology Information

    Identity retrieved 2026-09-08; matched against the record's isomeric structure. Unspecified stereochemistry remains unspecified.

  4. Hazardous Substances Data Bank (HSDB): Caprolactam — melting pointHazardous Substances Data Bank (HSDB)

    Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/7768#section=Melting-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 79th ed. Boca Raton, FL: CRC Press Inc., 1998-1999., p. 3-16

  5. Hazardous Substances Data Bank (HSDB): Caprolactam — boiling pointHazardous Substances Data Bank (HSDB)

    Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/7768#section=Boiling-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Lide, D.R. (ed.). CRC Handbook of Chemistry and Physics. 79th ed. Boca Raton, FL: CRC Press Inc., 1998-1999., p. 3-16

  6. Hazardous Substances Data Bank (HSDB): Caprolactam — densityHazardous Substances Data Bank (HSDB)

    Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/7768#section=Density. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 287

  7. Hazardous Substances Data Bank (HSDB): Caprolactam — solubilityHazardous Substances Data Bank (HSDB)

    Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/7768#section=Solubility. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Loewengart G; pp. 36-52 in Proc Symp Ind Approach Chem Risk Assess: Caprolactam Relat Compd Case Study, Arlington, VA: Marriott-Crystal Gateway (1984)