CAS 149-73-5|trimethyl orthoformate|TRIMETHYL ORTHOFORMATE|trimethoxymethane|1,1'1''-[Methylidyne tris(oxyl)]-tris[methanel]|METHYL ORTHOFORMATE|2-Methoxyacetaldehyde dimethyl acetal|Methoxymethylal...

General Information

Structure

Molecular Formula

C₄H₁₀O₃

Molecular Mass

106.1204

Exact Mass

106.06299418

Charge

InChI

InChI=1S/C4H10O3/c1-5-4(6-2)7-3/h4H,1-3H3

InChIKey

PYOKUURKVVELLB-UHFFFAOYSA-N

Canonic Smiles

COC(OC)OC

Isomeric Smiles

COC(OC)OC

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

0.7434416

LogD (pH = 7.4)

0.7434416

Log P

0.7434416

Molar Refractivity

25.3384

Polarizability

10.241282

Polar Surface Area

27.69

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

trimethyl orthoformate

Synonyms

TRIMETHYL ORTHOFORMATE1,1'1''-[Methylidyne tris(oxyl)]-tris[methanel]METHYL ORTHOFORMATE2-Methoxyacetaldehyde dimethyl acetalMethoxymethylalMethyl orthoformate三甲基原甲酸酯三甲氧基甲烷TrimethoxymethaneTrimethyl orthoformateOrthoformic acid trimethyl ester原甲酸三甲酯

IUPAC name

trimethoxymethane

Names and Identifiers

Registration numbers

EC Number

CAS Number

PubChem CID

Chemspider ID

Wikipedia Title

Trimethyl_orthoformate

Beilstein Number

969215

MDL Number

MFCD00008483

PubChem SID

2485843416209309624846805

Merck Index

146884

Registration numbers

Properties

Safety Information

128

Irritant (Xi)

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

MP Biomedicals

05211396

MP Biomedicals Rare Chemical collection

02157078

1 ml = approx. 0.97 g

Wikipedia

Trimethyl_orthoformate

Sigma Aldrich

108456

Packaging
20 L in steel drum
500 mL in glass bottle

305472

Packaging
1, 2 L in Sure/Seal™
100 mL in Sure/Seal™

Molecule Details

References

PubChem Literature

From Data Sources

• Reagent for the acid-catalyzed conversion of ketones to their methyl enol ethers in good yield: Synthesis, 38 (1974). For an example, see: Org. Synth. Coll., 8, 357 (1993).

• Protects the cis-2,3-diol system of ribonucleosides as their methoxymethylene acetals (cyclic orthoformates), readily hydrolyzed by mild acid: Synthesis, 408 (1985).

• For further reactions of alkyl orthoformates, see Triethyl orthoformate, A13587.

• In the presence of HCl, is an alternative to formic acid in the synthesis of benzoxazoles from ortho-amino phenols: Org. Prep. Proced. Int., 22, 613 (1990).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

trimethyl orthoformate

Synonyms

IUPAC name

trimethoxymethane

Registration numbers

EC Number

CAS Number

PubChem CID

Chemspider ID

Wikipedia Title

Trimethyl_orthoformate

Beilstein Number

969215

MDL Number

MFCD00008483

PubChem SID

2485843416209309624846805

Merck Index

146884

Molecule Details

MP Biomedicals

05211396

MP Biomedicals Rare Chemical collection

02157078

1 ml = approx. 0.97 g

Wikipedia

Trimethyl_orthoformate

Sigma Aldrich

108456

Packaging
20 L in steel drum
500 mL in glass bottle

305472

Packaging
1, 2 L in Sure/Seal™
100 mL in Sure/Seal™

References

PubChem Literature

From Data Sources

• Reagent for the acid-catalyzed conversion of ketones to their methyl enol ethers in good yield: Synthesis, 38 (1974). For an example, see: Org. Synth. Coll., 8, 357 (1993).

• Protects the cis-2,3-diol system of ribonucleosides as their methoxymethylene acetals (cyclic orthoformates), readily hydrolyzed by mild acid: Synthesis, 408 (1985).

• For further reactions of alkyl orthoformates, see Triethyl orthoformate, A13587.

• In the presence of HCl, is an alternative to formic acid in the synthesis of benzoxazoles from ortho-amino phenols: Org. Prep. Proced. Int., 22, 613 (1990).

Bioactivity

PubChem BioAssay

Properties

Safety Information

128

Irritant (Xi)

Molecule

ID:104754