Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(5R)-5-[(1R)-2,2-Dichloro-1-methyl-cyclo-prop-yl]-2-methyl-cyclo-hex-2-en-1-one.

ABSTRACT: The title compound, C(11)H(14)Cl(2)O, was synthesized by the reaction of a dichloro-methane solution of (R)-carvone and potassium tert-butano-late in the presence of a catalytic amount of benzyl-triethyl-ammonium chloride in chloro-form. The cyclo-hexene ring adopts a half-boat conformation. The cyclo-propyl ring is unsymmetrical, the shortest C-C bond being distal to the alkyl-substituted C atom. The crystal packing is stabilized only by van der Waals inter-actions.

SUBMITTER: Boualy B

PROVIDER: S-EPMC3152127 | biostudies-literature | 2011 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(5R)-5-[(1R)-2,2-Dichloro-1-methyl-cyclo-prop-yl]-2-methyl-cyclo-hex-2-en-1-one.

Boualy Brahim B Harrad Mohamed Anoir MA El Firdoussi Larbi L Ali Mustapha Ait MA Rizzoli Corrado C

Acta crystallographica. Section E, Structure reports online 20110611 Pt 7

The title compound, C(11)H(14)Cl(2)O, was synthesized by the reaction of a dichloro-methane solution of (R)-carvone and potassium tert-butano-late in the presence of a catalytic amount of benzyl-triethyl-ammonium chloride in chloro-form. The cyclo-hexene ring adopts a half-boat conformation. The cyclo-propyl ring is unsymmetrical, the shortest C-C bond being distal to the alkyl-substituted C atom. The crystal packing is stabilized only by van der Waals inter-actions. ...[more]

PMID: 21837043

Similar Datasets

[(1R,3S)-2,2-Dichloro-3-(hy-droxy-meth-yl)cyclo-prop-yl]methanol.

Project description:The title compound, C(5)H(8)Cl(2)O(2), represents a meso isomer crystallizing in a chiral space group with two mol-ecules per asymmetric unit. The mol-ecules form helical associates with a pitch of 6.31?Å along the a axis via O-H?O hydrogen bonds. The overall three-dimesional supra-molecular architecture is stabilized by C-Cl?O halogen bonding, with a Cl?O separation of 3.139?(3)?Å and a C-Cl?O angle of 162.5?(2)°.

| S-EPMC3569760 | biostudies-literature

3-Chloro-4-dimethyl-amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Project description:The title compound, C(16)H(26)ClNO(3) contains one almost planar furan-one ring [maximum deviation of 0.021?(2)?Å for the O atom] with a stereogenic center (S) and one cyclo-hexane ring which displays a chair conformation and has three stereogenic centers [S at the C atom bearing the isopropyl group, R at the C atom attached to the O atom and R at the C atom bearing the methyl group].

| S-EPMC3120571 | biostudies-literature

(5S)-3-Chloro-4-diallyl-amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Project description:The title compound, C(20)H(30)ClNO(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of (5S)-3,4-dichloro-5-(l-menth-yloxy)-2(5H)-furan-one and diallyl-amine in the presence of potassium fluoride. The mol-ecular structure contains an approximately planar five-membered furan-one ring [maximum atomic deviation = 0.0221?(3)?Å] and a six-membered ring adopting a chair conformation.

| S-EPMC3213497 | biostudies-literature

(S)-3-Bromo-4-diallyl-amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Project description:The title compound, C(20)H(30)BrNO(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of 3,4-dibromo-5-(S)-(l-menth-yloxy)-2(5H)-furan-one and diallyl-amine in the presence of potassium fluoride. In the mol-ecule, the five-membered furan-one ring is approximately planar [maximum atomic deviation = 0.030?(3)?Å], and the six-membered cyclo-hexane ring adopts a chair conformation.

| S-EPMC3011618 | biostudies-literature

(5S)-3-Chloro-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]-4-(4-methyl-piperidin-1-yl)furan-2(5H)-one.

Project description:The title compound, C(20)H(32)ClNO(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of (5S)-3,4-dichloro-5-(l-menth-yloxy)furan-2(5H)-one and 4-methyl-piperidine in the presence of potassium fluoride. The furan-one ring is approximately planar [maximum atomic deviation = 0.022 (2) Å] while the cyclo-hexane ring adopts a chair conformation. Weak inter-molecular C-H⋯O hydrogen bonding is present in the crystal structure.

| S-EPMC3051989 | biostudies-literature

2,2-[(E)-3,3-Diphenyl-prop-2-ene-1,1-di-yl]bis-(3-hy-droxy-cyclo-hex-2-en-1-one).

Project description:In the title compound, C(27)H(26)O(4), each of the cyclo-hexenone rings adopts a half-chair conformation. The dihedral angle between the two phenyl rings is 89.53 (5)°. The hy-droxy and carbonyl O atoms face each other and are orientated to allow the formation of two intra-molecular O-H⋯O hydrogen bonds, which are typical of xanthene derivatives.

| S-EPMC3239045 | biostudies-literature

(E)-2,2'-[3-(4-Chloro-phen-yl)prop-2-ene-1,1-di-yl]bis-(3-hy-droxy-5,5-di-methyl-cyclo-hex-2-en-1-one).

Project description:The title compound, C25H29ClO4, adopts a trans conformation about the C=C double bond and the di-methyl-cyclo-hexenone rings both show an envelope conformation with the dimethyl-substituted C atom as the flap. In the mol-ecule, the hy-droxy and carbonyl groups form two intra-molecular O-H⋯O hydrogen bonds typical for xanthene derivatives. In the crystal, weak C-H⋯O hydrogen bonds link the mol-ecules into chains running parallel to the a-axis direction.

| S-EPMC3793826 | biostudies-literature

2,2'-[(4-Eth-oxy-phen-yl)methyl-ene]bis-(3-hy-droxy-5,5-dimethyl-cyclo-hex-2-en-1-one).

Project description:In the title compound, C(25)H(32)O(5), the two cyclo-hexenone rings have envelope conformations with the C atom bearing two methyl groups as the flap atom in each ring. Relatively strong intra-molecular O-H⋯O hydrogen bonds are observed.

| S-EPMC3435667 | biostudies-literature

(S)-3-Chloro-4-(4-ethyl-piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Project description:The title compound, C(20)H(33)ClN(2)O(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of 3,4-dichloro-5-(S)-(l-menth-yloxy)furan-2(5H)-one and 1-ethyl-piperazine in the presence of potassium fluoride. The mol-ecular structure contains an approximately planar five-membered furan-one ring [maximum atomic deviation = 0.024?(2)?Å] and two six-membered rings adopting chair conformations. Weak inter-molecular C-H?O hydrogen bonding is present in the crystal structure.

| S-EPMC3007345 | biostudies-literature

5-(4-Methyl-phen-yl)-3-phenyl-cyclo-hex-2-en-1-one.

Project description:In the title compound, C(19)H(18)O, the cyclo-hexene ring has an envelope conformation with the methine C atom on the flap. The phenyl and methyl-phenyl rings form a dihedral angle of 85.93 (11)°. The crystal packing is consolidated by van der Waals forces and weak C-H⋯π inter-actions.

| S-EPMC3393964 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data