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Cis Jasmone

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Jasmone is a natural organic compound extracted from the volatile portion of the oil fromjasmine flowers. It is a colorless to pale yellow liquid that has the odor of jasmine. Jasmone can exist in two isomeric forms with differing geometry around the pentenyl double bond, cis-jasmone and trans-jasmone. The natural extract contains only the cis form, while synthetic material is often a mixture containing both forms, with the cis form predominating. Both forms have similar odors and chemical properties.

Jasmone is produced within plants by the metabolism of jasmonate, from linolenic acid by the octadecanoid pathway. It can act as either an attractant or a repellent for various insects. Commercially jasmone is used primarily in perfumes and cosmetics.

An attempt to make Z jasmone – an important constituent of many perfumes

In fact one synthesis uses the following as carbon sources:

cis (Z) jasmone ,

cas no 488-10-8, 3-methyl-2-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-one

ref-(Can. J. Chem. 1978, Vol 56, p2301)

1    W. Theilheimer. Synthetic Methods of Organic Chemistry. Volume 31, 1977, p. 352 
2   Tetrahedron, 39 (24), p. 4127, 1983

Thomas Koch, Katja Bandemer, Wilhelm Boland (1997). "Biosynthesis of cis-Jasmone: a pathway for the inactivation and the disposal of the plant stress hormone jasmonic acid to the gas phase?". Helvetica Chimica Acta 80 (3): 838–850.doi:10.1002/hlca.19970800318.

Predict NMR spectrum

Formula: C10H14O
CAS#: 488-10-8
MW: 150.22






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New carbon-carbon bond in an organic reaction with the original functional groups completely disappearing

August 6, 2012



http://www.nature.com/nchem/journal/v2/n4/full/nchem.576.html
Mundal et al form a New carbon-carbon bond in an organic reaction with the original functional groups completelely dissapearing, boc protected allyl hydrazone, takes part in an triflimide catalysed sigmatropic reaction with subsequent loss…

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Stereochemistry of [n,m] Sigmatropic Rearrangements

July 30, 2012



Stereochemistry of [n,m] Sigmatropic Rearrangements

Basically, [n,m] sigmatropic rearrangements can proceed through a chair or boat  transition state. Only the chair transition state has been observed experimentally though both are suprafacial and are allowed in 4n+2 electron systems.


Chair and boat …

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Enantiomeric Ibuprofen via Environmentally Benign Selective Crystallization

July 29, 2012
 Ibuprofen was developed by the Boots Group, a pharmacy chain in the United Kingdom, in the 1950’s-1960s. It was discovered by Stewart Adams (along with John Nicholson, Andrew RM Dunlop, Jeffrey Bruce Wilson & Colin Burrows). The Boots group originally licensed Ibuprofen to two large drug comp…

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Citalopram/Escitalopram Oxalate, Isolation & Synthesis of Novel Impurities, Emcure paper

July 22, 2012

Citalopram

Citalopram  brand names: CelexaCipramil) is an antidepressantdrug of the selective serotonin reuptake inhibitor (SSRI) class. It has U.S. Food and Drug Administration (FDA) approval to treat major depression, and is prescribed off-label for a number of anxiety conditions.


Esc…

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ARTEMETHER, A FORCE AGAINST MALARIA

July 22, 2012



Artemether  
is an antimalarial for the treatment of multi-drug resistant strains offalciparum malaria. It is combined with Lumefantrine and sold by Novartis under the brand names Riamet and Co-Artem.


It is a methyl ether derivative of artemisinin, which is a peroxide lactone isolated from …

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MITSONOBU (PTHALIMIDE)

July 22, 2012
 MECHANISMBoth cyclic and acyclic imides as well as hydrazoic acid (HN3) can be alkylated using the Mitsunobu reaction (see Mitsunobu, O. Synthesis 1981, 1).  The reaction generally proceeds with complete inversion of stereochemistry at the alcohol reacting center.CO…

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Kharasch-Sosnovsky Reaction:

July 21, 2012
Kharasch-Sosnovsky Reaction:copper catalysed allylic oxidation using an organic peroxide.reported by M. S. Kharasch and George Sosnovsky in 1958 ((DOI) DOI).In the original publication the reactants are cyclohexeneand t-butyl perbenzoate with cupr…

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[3,3]-sigmatropic rearrangement to transfer an allyl group to the imminium carbon

July 16, 2012

[3,3]-sigmatropic rearrangement to transfer an allyl group to the imminium carbon
REACTION MECHANISM
Starting point is to react the secondary amine with the aldehyde to form a cyclic imminium structure. Once generated, this is nicely set up to undergo a [3,3]-sigmatropic rearrangement to transfer an a…

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ENZYMATIC DIELS ALDER REACTION

July 12, 2012
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In a ground-breaking feat of protein engineering, US researchers have designed a synthetic enzyme that catalyses the Diels-Alder reaction - something that has not been seen in nature. The reaction is key to many organic syntheses and suggests that artificial enzymes could soon become part of the syn…

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Eugenol -------major volatile constituent of clove essential oil

July 9, 2012

Eugenol—From the Remote Maluku Islands to the International Market Place: A Review of a Remarkable and Versatile Molecule


Eugenol is a major volatile constituent of clove essential oil obtained through hydrodistillation of mainly Eugenia caryophyllata (=Syzygium aromaticum) buds and leaves. …

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Ruthenium catalyst to carry out a cross coupling of an aryl amine with a phenyl boronate

July 7, 2012
Abstract Image


Ruthenium-Catalyzed Carbon−Carbon Bond Formation via the Cleavage of an Unreactive Aryl Carbon−Nitrogen Bond in Aniline Derivatives with Organoboronates

Satoshi Ueno, Naoto Chatani, and FumitoshiKakiuchi
Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hi…

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JOIN MY GROUP ORGANIC PROCESS DEVELOPMENT

July 1, 2012
http://groups.google.com/group/organic-process-development
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DR ANTHONY MELVIN CRASTO Ph.D
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Source of anticancer agents---Broccoli

July 1, 2012


Broccoli as a source of anticancer agents

Most of the people are aware of healthy benefits of broccoli but the active constituents which makes broccoli to possess anticancer property may not be well known., The anticancer effect of Selenium (Se)-enriched broccoli will be highlighted according to the…

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A Review on some Indian Medicinal Plants for Antiulcer Activity

June 30, 2012

World Chemistry Departments

June 30, 2012
http://www-jmg.ch.cam.ac.uk/data/c2k/world.html  is the link  to
World Chemistry Departments

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CHITIN AND CHITOSAN

June 27, 2012

IOSR Journal of Pharmacy and Biological Sciences (IOSRJPBS)
ISSN : 2278-3008 Volume 1, Issue 1 (May-June 2012), PP 01-06



http://iosrjournals.org/journals/iosr-jpbs/papers/vol1-issue1/1/A0110106.pdf
READ MORE HERE


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ANALYTICAL METHOD DEVELOPMENT

June 27, 2012

10 Steps for Choosing a Contact Manufacturer

June 27, 2012
https://docs.google.com/viewer?url=http://www.dalton.com/files/choosing_contract_manufacturer.pdf&pli=1
is the link to an article on
10 Steps for Choosing a Contact Manufacturer

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Recent Progress in the Use of Vilsmeier-Type Reagents

June 26, 2012

Recent Progress in the Use of Vilsmeier-Type Reagents

Organic Preparations and Procedures International: The New Journal for Organic Synthesis Volume 42, Issue 6, 2010                   

DOI:10.…

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STEREOCHEMISTRY TUTORIAL

June 17, 2012
20 blog posts