Cas no 588-43-2 (tributyl orthoformate)

Tributyl orthoformate (C13H28O3) is a colorless to pale yellow liquid ester widely used as a reagent in organic synthesis. Its key advantages include its role as a formylating agent, enabling the introduction of formyl groups in various reactions, and its utility as a protecting group for alcohols under mild conditions. The compound exhibits good solubility in common organic solvents, facilitating its use in diverse reaction media. Its stability under neutral and basic conditions makes it a reliable choice for synthetic applications, particularly in peptide and pharmaceutical chemistry. Tributyl orthoformate is also valued for its low toxicity and relatively high boiling point, which aids in controlled reaction conditions.
tributyl orthoformate structure
tributyl orthoformate structure
Product Name:tributyl orthoformate
CAS No:588-43-2
MF:C13H28O3
MW:232.359624862671
CID:38549
PubChem ID:87574256
Update Time:2025-05-22

tributyl orthoformate Chemical and Physical Properties

Names and Identifiers

    • tributyl orthoformate
    • Tri-n-butyl orthoformate
    • Orthoformic acid tri-n-butyl ester
    • 1-(dibutoxymethoxy)butane
    • Orthoformic Acid Tributyl Ester
    • Tributoxymethane
    • 1,1',1''-[Methylidynetris(oxy)]tributane
    • TRI(N-BUTOXY)METHANE
    • Butane, 1,1',1''-(methylidynetris(oxy))tris-
    • 1-(Dibutoxymethoxy)butane #
    • 588-43-2
    • tri-butylorthoformate
    • 1,1',1''-(Methylidynetris(oxy))tributane
    • FT-0695992
    • AI3-00679
    • J-525117
    • EINECS 209-618-7
    • Orthoformic acid, tributyl ester
    • tributoxy-methane
    • NSC-8488
    • SGJBIFUEFLWXJY-UHFFFAOYSA-
    • O0269
    • 1,1',1''-(METHYLIDYNETRIS(OXY))TRIS(BUTANE)
    • Tributyl orthoformate, >=99.0% (GC)
    • D91853
    • Butane,1',1''-[methylidynetris(oxy)]tris-
    • DTXSID6060422
    • SCHEMBL338812
    • InChI=1/C13H28O3/c1-4-7-10-14-13(15-11-8-5-2)16-12-9-6-3/h13H,4-12H2,1-3H3
    • Orthoformic acid butyl ester
    • NSC 8488
    • NS00043060
    • AKOS015840354
    • FT8L7N1BPW
    • NSC8488
    • UNII-FT8L7N1BPW
    • MFCD00015250
    • CS-0454025
    • Butane, 1,1',1''-[methylidynetris(oxy)]tris-
    • 1,1',1''-[Methylidynetris(oxy)]tris[butane]
    • DTXCID8042476
    • Orthoformic acid, tributyl ester (8CI)
    • MDL: MFCD00015250
    • Inchi: 1S/C13H28O3/c1-4-7-10-14-13(15-11-8-5-2)16-12-9-6-3/h13H,4-12H2,1-3H3
    • InChI Key: SGJBIFUEFLWXJY-UHFFFAOYSA-N
    • SMILES: O(CCCC)C(OCCCC)OCCCC
    • BRN: 1752526

Computed Properties

  • Exact Mass: 232.20400
  • Monoisotopic Mass: 232.203845
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 12
  • Complexity: 105
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 27.7
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.8

Experimental Properties

  • Density: 0,872 g/cm3
  • Boiling Point: 247°C(lit.)
  • Flash Point: 89°C
  • Refractive Index: 1.4180
  • PSA: 27.69000
  • LogP: 3.72010
  • Vapor Pressure: 0.0±0.5 mmHg at 25°C

tributyl orthoformate Security Information

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd.
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tributyl orthoformate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Benzoyl peroxide Solvents: Cyclohexane
Reference
Preparation of 1-phenylcyclohexa-2,5-diene-1-carboxylates and their use in free-radical mediated syntheses
Baguley, Paul A.; et al, Journal of the Chemical Society, 2002, (3), 304-309

Production Method 2

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran
1.2 -
1.3 Reagents: Hydrochloric acid Solvents: Water
2.1 Reagents: Benzoyl peroxide Solvents: Cyclohexane
Reference
Preparation of 1-phenylcyclohexa-2,5-diene-1-carboxylates and their use in free-radical mediated syntheses
Baguley, Paul A.; et al, Journal of the Chemical Society, 2002, (3), 304-309

tributyl orthoformate Raw materials

tributyl orthoformate Preparation Products

tributyl orthoformate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:588-43-2)tributyl orthoformate
Order Number:A1044117
Stock Status:in Stock
Quantity:500g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 17:16
Price ($):1034.0

tributyl orthoformate Related Literature

Additional information on tributyl orthoformate

Recent Advances in the Application of Tributyl Orthoformate (588-43-2) in Chemical and Pharmaceutical Research

In recent years, tributyl orthoformate (CAS: 588-43-2) has emerged as a versatile reagent in chemical synthesis and pharmaceutical research. This compound, known for its role as a protecting group and formylation agent, has been increasingly utilized in the development of novel drug candidates and bioactive molecules. The latest studies highlight its significance in facilitating complex organic transformations, particularly in the synthesis of heterocyclic compounds and peptide derivatives.

A recent study published in the Journal of Medicinal Chemistry demonstrated the efficacy of tributyl orthoformate in the synthesis of antiviral agents. Researchers employed this reagent as a key intermediate in the preparation of nucleoside analogs, which showed promising activity against RNA viruses. The study underscored the reagent's ability to enhance yield and purity in multi-step synthetic pathways, making it a valuable tool for pharmaceutical development.

Another significant application of tributyl orthoformate was reported in the field of peptide chemistry. A 2023 paper in Organic Letters detailed its use in the formylation of N-terminal amino acids, a critical step in the synthesis of peptide-based therapeutics. The researchers noted that tributyl orthoformate offered superior selectivity and milder reaction conditions compared to traditional formylation reagents, reducing side reactions and improving overall efficiency.

Beyond its synthetic applications, tributyl orthoformate has also been investigated for its potential in drug delivery systems. A recent patent application described its incorporation into lipid nanoparticles for the targeted delivery of small-molecule drugs. The unique chemical properties of tributyl orthoformate were found to enhance the stability and bioavailability of the encapsulated compounds, opening new avenues for formulation development.

In conclusion, the growing body of research on tributyl orthoformate (588-43-2) underscores its importance in modern chemical and pharmaceutical research. Its versatility as a reagent, coupled with its favorable physicochemical properties, makes it an indispensable tool for scientists working on drug discovery and development. Future studies are expected to further explore its applications in emerging areas such as bioconjugation and prodrug design.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:588-43-2)tributyl orthoformate
A1044117
Purity:99%
Quantity:500g
Price ($):1034.0
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