6051-03-2

Basic information

• Product Name: Octahydrobenzofuran-2-one
• Synonyms: 3a,4,5,6,7,7a-Hexahydro-2(3H)-benzofuranone;Octahydrobenzofuran-2-one;2(3H)-Benzofuranone, hexahydro-;Cyclohexaneacetic acid, 2-hydroxy-, .gamma.-lactone;Nsc127884
• CAS NO: 6051-03-2
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.1797
• EINECS: 227-955-8
• Mol File: 6051-03-2.mol
• Article Data: 54

Chemical Properties

• Boiling Point: 262.8°Cat760mmHg
• Flash Point: 103.8°C
• Appearance: /
• Density: 1.093g/cm³
• Vapor Pressure: 0.0107mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: Octahydrobenzofuran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: Octahydrobenzofuran-2-one(6051-03-2)
• EPA Substance Registry System: Octahydrobenzofuran-2-one(6051-03-2)

Safety Data

• Hazardous Substances Data: 6051-03-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 24, p. 293, 1987 DOI: 10.1002/jhet.5570240158The Journal of Organic Chemistry, 61, p. 8, 1996 DOI: 10.1021/jo951905bTetrahedron Letters, 30, p. 1209, 1989 DOI: 10.1016/S0040-4039(00)72717-1

InChI:InChI=1/C8H12O2/c9-8-5-6-3-1-2-4-7(6)10-8/h6-7H,1-5H2

Upstream product

• 5326-50-1 (1-hydroxycyclohexyl)acetic acid ethyl ester 
• 24731-17-7 ethyl 2-(2-oxocyclohexyl)acetate 
• 65291-16-9 (3aα,7α,7aα)-hexahydro-7-(phenylseleno)-2(3H)-benzofuranone 
• 78002-59-2 γ-lactone de l'acide(chloro-2hydroxy-3cyclohexenyl-4)acetique-cis 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 96293-27-5 (E)-8-oxooct-2-enoic acid methyl ester 
• 98525-85-0 ethyl (E)-8-oxooct-2-enoate 
• 996-82-7 sodium diethylmalonate 
• 638-38-0 manganese(II) acetate 
• 110-83-8 cyclohexene 
• 113335-75-4 cyclohex-2-en-1-yl 2-iodoacetate 
• 54211-18-6 bicyclo[4.2.0]octan-7-one 
• 88708-33-2 7-(4-Methoxy-phenyltellanyl)-hexahydro-benzofuran-2-one 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 67132-69-8 ((1R,2S)-2-Hydroxy-cyclohexyl)-selenoacetic acid Se-methyl ester 
• 6051-03-2 cis-hexahydrobenzofuran-2(3H)-one 
• 74629-93-9 (1R,2R,R)-cis-1-(2-Hydroxycyclohexyl)methyl N-<1-(1-Naphthyl)-ethyl>amide 
• 74708-32-0 (1S,2S,R)-cis-1-(2-Hydroxycyclohexyl)methyl N-<1-(1-Naphthyl)-ethyl>amide 
• 101773-27-7 2-hydroxycyclohexaneacetic acid α-diphenylmethylsilyl cis lactone 
• 100018-27-7 1,6-Bis-(2-chloro-phenyl)-1,6-diphenyl-hexa-2,4-diyne-1,6-diol; compound with (3aS,7aS)-hexahydro-benzofuran-2-one 
• 24682-42-6 cis-2-(2-Hydroxyethyl)cyclohexanol 
• 102943-56-6 (2-semicarbazono-cyclohexyl)-acetic acid 
• 5292-21-7 Cyclohexylacetic acid 
• 1438-96-6 (2-oxocyclohexyl)acetic acid 
• 82725-63-1 trans-<2-(2)H>-2-(2-Benzyloxyethyl)cyclohexanol 
• 82725-63-1 cis-<2-(2)H>-2-(2-Benzyloxyethyl)cyclohexanol 
• 82725-64-2 cis-<2-(2)H>-2-(2-Hydroxyethyl)cyclohexanol 
• 82725-64-2 trans-<2-(2)H>-2-(2-Hydroxyethyl)cyclohexanol 

Relevant articles and documents

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(HMe 2 SiCH 2) 2: A Useful Reagent for B(C 6 F 5) 3 -Catalyzed Reduction-Lactonization of Keto Acids: Concise Syntheses of (-)- cis -Whisky and (-)- cis -Cognac Lactones

(HMe 2 SiCH 2) 2 has been utilized as a useful reagent for B(C 6 F 5) 3 -catalyzed reduction-lactonization of keto acids to synthesize γ- and δ-lactones. The process led concisely to (-)- cis -whisky and (-)- cis -cognac lactones in respective overall yields of 32% and 36%.

Efficient Oxidative Cleavage of Tetrahydrofuran-2-methanols to γ-Lactones by a 2-Iodobenzamide Catalyst in Combination with Oxone

An environmentally friendly oxidative cleavage of tetrahydrofuran-2-methanols to the corresponding γ-lactones using a catalytic amount of 2-iodo-N-isopropylbenzamide has been developed. The reaction of various tetrahydrofuran-2-methanols with the catalyst in the presence of Oxone (2 KHSO5·KHSO4·K2SO4) as a co-oxidant in DMF at room temperature successfully affords the corresponding lactones in good to high yields, and recovery of the catalyst is readily accomplished using a reductive work-up. This method is notable because it enables the transformation of tetrahydrofuran-2-methanols to γ-lactones under mild conditions without the use of any toxic heavy metals.