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CS-W001157 4
Total: USD 88.00

2-Methylenepropane-1,3-diyl diacetate

  • CAS No. 3775-29-9

  • Cat. No. CS-B0752
  • Purity≥98%
  • MDL No.MFCD00797462

*For research and further manufacturing use only, not for direct human use.

2-Methylenepropane-1,3-diyl diacetate|CS-B0752

Structure of 3775-29-9

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General Information

  • CAS No. 3775-29-9
  • Cat. No. CS-B0752
  • Purity ≥98%
  • MDL No. MFCD00797462
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₄
  • Molecular Weight 172.18
  • Synonym(s) 2-methylenepropane-1,3-diyldiacetate
  • SMILES C=C(COC(C)=O)COC(C)=O

Description

2-Methylenepropane-1,3-diyl diacetate features a rigid, electron-deficient diol scaffold with two acetyl ester groups positioned for selective reactivity. This bench-stable compound integrates readily into synthetic sequences requiring transient protection or orthogonal functionalization. The methylene bridge enhances conformational rigidity, enabling precise spatial control in complex molecule assembly.

Application

2-Methylenepropane-1,3-diyl diacetate serves as a stable, bench-ready acetylation agent that facilitates selective protection of diol functionalities in complex molecule synthesis. Its orthogonal reactivity enables efficient formation of acetonide-type cyclic acetals under mild conditions, offering high regioselectivity and ease of purification. This compound functions effectively in carbohydrate chemistry and natural product derivatization workflows.

Synthesis

  • Route1
    • null|null
      108-05-4
    • In-stock
      2-Methylene-1,3-propanediol|CS-W009247
      3513-81-3
    • ~99%
    • In-stock
      2-Methylenepropane-1,3-diyl diacetate|CS-B0752
      3775-29-9

    References

    • Sari, Ozkan; Hamada, Manabu; Roy, Vincent; Nolan, Steven P.; Agrofoglio, Luigi A. Organic Letters, 2013 , vol. 15, # 17 p. 4390 - 4393
  • Route2
    • In-stock
      2-Methylene-1,3-propanediol|CS-W009247
      3513-81-3
    • null|null
      79-22-1
    • ~92%
    • In-stock
      2-Methylenepropane-1,3-diyl diacetate|CS-B0752
      3775-29-9

    References

    • Damez; Labrosse; Lhoste; Sinou Synthesis, 2001 , # 10 p. 1456 - 1458
  • Route3
    • null|null
      127-09-3
    • null|null
      548482-49-1
    • ~9%
    • In-stock
      2-Methylenepropane-1,3-diyl diacetate|CS-B0752
      3775-29-9
    • null|null
      57859-50-4

    References

    • Friedrich, Marko; Savchenko, Andrei I.; Waechtler, Andreas; De Meijere, Armin European Journal of Organic Chemistry, 2003 , # 11 p. 2138 - 2143

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   0.6688
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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