75571

Trimethyl orthobutyrate

purum, ≥97.0% (GC)

• Synonym(s): 1,1,1-Trimethoxybutane
• Linear Formula: CH₃CH₂CH₂C(OCH₃)₃
• CAS Number: 43083-12-1
• Molecular Weight: 148.20
• Beilstein/REAXYS Number: 1737319
• EC Number: 256-079-9
• MDL number: MFCD00008480
• UNSPSC Code: 12352100
• PubChem Substance ID: 329766133
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 300
• assay: ≥97.0% (GC)
• form: liquid
• refractive index: n20/D 1.404 (lit.); n20/D 1.404
• bp: 145-147 °C (lit.)
• density: 0.926 g/mL at 25 °C (lit.)
• SMILES string: CCCC(OC)(OC)OC
• InChI: 1S/C7H16O3/c1-5-6-7(8-2,9-3)10-4/h5-6H2,1-4H3
• InChI key: JAFMOTJMRSZOJE-UHFFFAOYSA-N

Description

Application

Trimethyl orthobutyrate can be used for:

• Acylation at OH-9 of N-acetylneuraminic acid and N-glycoloylneuraminic acid to give the corresponding 9-O-acylated derivatives.[1]
• Conversion of 2-amino-N-(1-H-benzimidazol-2-yl)benzamide to 2-propyl-3-benzimidazolyl-4(3H)-quinazolinone.[2]
• Preparation of 2-propyl substituted benzimidazoles from 1,2-benzenediamines.[3]

It can also be used in the total synthesis of dl-camptothecin[4], Olmesartan Medoxomil[5], DE and CDE ring analogs of camptothecin[6], and homologs of 1,25-dihydroxyvitamin D₃.[7]

Other Notes

Reagent for preparing cyclic 17,21-methyl orthobutyrates of corticoids[8][9]

Safety Information

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H226,H315,H319,H335
• pcodes: P210 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 122.0 °F - closed cup
• flash_point_c: 50 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter