106972-45-6

Basic information

• Product Name: DL-Glycerin-1-n-hexylether
• Synonyms: DL-Glycerin-1-n-hexylether
• CAS NO: 106972-45-6
• Molecular Formula: C₉H₂₀O₃
• Molecular Weight: 0
• Mol File: 106972-45-6.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: DL-Glycerin-1-n-hexylether(CAS DataBase Reference)
• NIST Chemistry Reference: DL-Glycerin-1-n-hexylether(106972-45-6)
• EPA Substance Registry System: DL-Glycerin-1-n-hexylether(106972-45-6)

Safety Data

• Hazardous Substances Data: 106972-45-6(Hazardous Substances Data)

Upstream product

• 90677-40-0 3-hex-1-en-t-yloxy-propane-1,2-diol 
• 96-24-2 3-monochloro-1,2-propanediol 
• 111-27-3 hexan-1-ol 
• 5926-90-9 hexyloxymethyloxirane 
• 16224-24-1 1-chloro-3-hexyloxy-propan-2-ol 
• 106-70-7 methyl hexanoate 
• 56-81-5 glycerol 
• 66-25-1 hexanal 
• 142-62-1 hexanoic acid 
• 111-25-1 1-bromo-hexane 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 502-53-4 2,3-dihydroxypropyl hexanoate 

Downstream Products

• 106881-93-0 C₃₅H₄₀O₃ 
• 106882-00-2 C₂₁H₃₈NO₆P 
• 106881-98-5 Phosphoric acid 2-benzyloxy-3-hexyloxy-propyl ester 2-bromo-ethyl ester 
• 92948-22-6 2-Benzyloxy-3-hexyloxy-propan-1-ol 
• 106881-90-7 1-Hexyloxy-3-trityloxy-propan-2-ol 

Relevant articles and documents

PROCESS FOR PREPARING A POLYOL ETHER

The present invention relates to a process for preparing a polyol ether of formula (I), comprising a step of reductive alkylation involving a compound of general formula (II) and a compound of general formula (III): in which R1, R2, R3 and R4 are as defined in claim 1.

Catalytic etherification of glycerol with short chain alkyl alcohols in the presence of Lewis acids

Here we report the homogeneously-catalyzed etherification of glycerol with short chain alkyl alcohols. Among the large variety of Bronsted and Lewis acids tested, we show here that metal triflates are not only the most active but are also capable of catalyzing this reaction with an unprecedented selectivity. In particular, in the presence of Bi(OTf)3, the targeted monoalkylglyceryl ethers were obtained with up to 70% yield. Although tested Bronsted acids were also capable of catalyzing the etherification of glycerol with alkyl alcohols, they were found however less active and less selective than Bi(OTf)3. By means of counter experiments, we highlighted that the high activity and selectivity of Bi(OTf)3 may rely on a synergistic effect between Bi(OTf)3 and triflic acid, a Bronsted acid that can be released by in situ glycerolysis of Bi(OTf)3. The scope of this methodology was also extended to other polyols and, in all cases, the monoalkylpolyol ethers were conveniently obtained with fair to good yields.

Selective synthesis of 1-O-Alkyl(poly)glycerol ethers by catalytic reductive alkylation of carboxylic acids with a recyclable catalytic system

(Poly)glycerol monoethers were synthesized in good yield and selectivity by the catalytic reductive alkylation of glycerol, diglycerol, and triglycerol with readily available, cheap and/or bio-sourced carboxylic acids. The reaction was catalyzed by 1 mol % of Pd/C under 50 bar H2 using an acid ion-exchange resin as a recyclable cocatalyst. The catalytic system was recycled several times, and a mechanism is proposed for this transformation.