16179-38-7

Basic information

• Product Name: Heptanoic acid 2-hydroxyethyl ester
• Synonyms: Ethylene glycol monoheptanoate;Heptanoic acid 2-hydroxyethyl ester
• CAS NO: 16179-38-7
• Molecular Formula: C₉H₁₈O₃
• Molecular Weight: 174.24
• Mol File: 16179-38-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 271.0±13.0 °C(Predicted)
• Appearance: /
• Density: 0.978±0.06 g/cm3(Predicted)
• PKA: 13.91±0.10(Predicted)
• CAS DataBase Reference: Heptanoic acid 2-hydroxyethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Heptanoic acid 2-hydroxyethyl ester(16179-38-7)
• EPA Substance Registry System: Heptanoic acid 2-hydroxyethyl ester(16179-38-7)

Safety Data

• Hazardous Substances Data: 16179-38-7(Hazardous Substances Data)

Upstream product

• 1708-34-5 2-hexyl-1,3-dioxolane 
• 78-94-4 methyl vinyl ketone 
• 177-10-6 1,3-dioxolane-2-spirocyclohexane 
• 712-74-3 1,2,4,5-tetracyanobenzene 
• 129917-45-9 6-methyl-1,4-dioxa-spiro[4.5]decane 

Downstream Products

• 15805-86-4 ethylene glycol diheptanoate 
• 50-00-0 formaldehyd 
• 64-17-5 ethanol 
• 75-07-0 acetaldehyde 
• 5454-28-4 butyl heptanoate 
• 27995-10-4 Heptanoic acid 2-benzoylperoxycarbonyloxy-ethyl ester 

Relevant articles and documents

Synthesis of monoprotected 1,4-diketones by photoinduced alkylation of enones with 2-substituted-1,3-dioxolanes

Photosensitized hydrogen abstraction from 2-alkyl-1,3-dioxolanes by triplet benzophenone gives the corresponding 1,3-dioxolan-2-yl radicals and these are trapped by α,β-unsatured ketones yielding monoprotected 1,4-diketones. With open chain ketones (3-buten-2-one and 4-penten-3-one) the yields are low and competitive pathways in part consume the radicals. With cyclic enones however, yields are good as tested with cyclopentenone, cyclohexenone and 4-hydroxy-cyclopentenone. More generally, this is a viable alternative for the synthesis of 1,4-diketones via radicals while the thermal initiation gives only low yield. The reaction cannot be extended to strongly stabilized radicals, such as the 2-phenyl-1,3-dioxolanyl radical.

Electron Transfer Photoinduced Cleavage of Acetals. A Mild Preparation of Alkyl Radicals

Electron transfer from 2-alkyl- and 2,2-dialkyldioxolanes as well as from open-chain ketals to singlet excited benzene-1,2,4,5-tetracarbonitrile (TCNB) is followed by fragmentation of the donors radical cation to yield alkyl radicals and dialkoxy carbocations.The first species are trapped by TCNB to yield alkylbenzenetricarbonitriles (substitution of a second cyano group can be obtained sequentially) and in a minor path are reduced to alkanes, while the latter ones react with nucleophiles to give ortho acid derivatives.In view of the results of radical clock experiments, it is assumed that part of the process is a concerted (radical cation cleavage-addition to the aromatic) reaction, while another part involves the free-radical cation.On the other hand, intersystem crossing from the singlet radical ion pair to the triplet manifold causes cleavage of the acetal to the corresponding carbonyl derivative.This reaction offers a mild method for the preparation of alkyl radicals via C-C bonds cleavage.