DR ANTHONY MELVIN CRASTO,WorldDrugTracker, helping millions, A 90 % paralysed man in action for you, I am suffering from transverse mylitis and bound to a wheel chair, With death on the horizon, nothing will not stop me except God................DR ANTHONY MELVIN CRASTO Ph.D ( ICT, Mumbai) , INDIA 25Yrs Exp. in the feld of Organic Chemistry,Working for GLENMARK GENERICS at Navi Mumbai, INDIA. Serving chemists around the world. Helping them with websites on Chemistry.Million hits on google, world acclamation from industry, academia, drug authorities for websites, blogs and educational contribution

Tuesday, 8 April 2014

1H NMR OF SIMPLE MOLECULES.. Brush up


ما هو هذا، لماذا أنت قلق، فرشاة مع الأشياء البسيطة، وسوف يخرج عبقري، وتعلم معي، قطرات صغيرة من الماء جعلالمحيطات، وسوف يكون خبيرا في هذا
what is this, why are you worried, brush up with simple things, you will come out genius, learn with me, small drops of water make an ocean, you will be an expert in this
あなたが心配している理由は、これは簡単なことでブラッシュアップ、、何か、あなたは、天才が出てくる私と一緒に学ぶことが、水の小さな滴が海を作るには、この専門家になる

 structure
4-methylbenzaldehyde
NMR Spectrum
The proton NMR has three peaks; a singlet at  2.2 (3H), and a singlet at  10 (1H) and two doublets centered around  7.6. The doublets centered at  7.6 are in the aromatic region; the fact that two doublets are observed (2H each) suggests a 1,4-disubstituted aromatic compound.
The peak at  2.2 is in the region for a methyl group adjacent a mildly electronegative group. The singlet at  10 is in the region observed for aldehydic protons. The presence of two doublets in the aromatic region is highly characteristic of 1,4-disubstitution.
τι είναι αυτό, γιατί είσαι ανήσυχος, βούρτσα με απλά πράγματα, θα βγει ιδιοφυΐα, να μάθουν μαζί μου, μικρές σταγόνες του νερού κάνει έναν ωκεανό, θα είστε ένας εμπειρογνώμονας σε αυτό
 structure
methyl acetate (methyl ethanoate)
NMR Spectrum
The proton NMR has two singlets of equal area. The fact that the molecule has 6 hydrogens means that there must be two non-identical CH3 groups in the molecule and that they are non-adjacent. The peak at  1.95 is in the area generally observed for methyl groups adjacent to carbonyls; the peak at  3.85 is in the region for methyl groups adjacent to electronegative atoms, i.e., oxygen.
আপনি চিন্তিত কেন এই সহজ জিনিস নিয়ে ব্রাশ,, কি, আপনি, প্রতিভা বাইরে আসতে আমার সাথে শিখতে হবে, জলের ছোট ঝরিয়া একটি মহাসাগর না, আপনি এই একজন বিশেষজ্ঞ হতে হবে
 structure
diethyl ketone (3-pentanone)
NMR Spectrum
The proton NMR has a quartet and a triplet, indicating a CH2 adjacent to a CH3. The peak at  2.5 is in the area generally observed for methyl groups adjacent to mildly electronegative groups; the peak at  1.2 is in the region for simple methyl groups adjacent to carbons (CH3CH2). The molecule contains oxygen, but the peak at  2.5 is not shifted enough for this to represent an -O- linkage, so it must represent a carbonyl.

מה זה, למה אתה מודאגלרענן עם דברים פשוטיםאתה תצא גאון, ללמוד איתי, טיפות קטנות של מיםיגרמו לים, אתה תהיה מומחה בזה

 structure
acetaldehyde (ethanal)
NMR Spectrum
The proton NMR has two peaks; at high resolution, fine coupling is evident between them (J 1 Hz) with the peak at  9.7 being a quartet and the peak at  2.1 being a doublet, indicating a CH coupled to a CH3. The peak at  9.7 is in the area generally observed for aldehydic protons; the peak at  2.1 is in the region for a methyl group adjacent a carbonyl. The molecule contains oxygen, but the peak at  2.1 is not shifted enough for this to represent an -O- linkage, so it must represent a carbonyl. The very small coupling constant suggests that the proton and the CH3 group are not immediately adjacent, but that this represents an example of cross-space coupling.
o que é isso, por que você está preocupado, retocar com coisas simples, você vai sair gênio, aprender comigo, pequenas gotas de água fazem um oceano, você vai ser um especialista neste
 structure
Name: ethyl acetate (ethyl ethanoate)
NMR Spectrum
The proton NMR has three peaks; a quartet at  4.1 (2H), a triplet at  1.2 (3H) and a singlet at  1.97 (3H). The quartet and triplet suggest a CH2 coupled to a CH3 in an ethyl group. The peak at  4.1 is in the area generally observed for CH groups adjacent to electronegative groups, i.e., oxygen. The peak at  2 is in the region for a methyl group adjacent a carbonyl.

நீங்கள் கவலை ஏன் இந்த எளிய பொருட்களை கொண்டு துலக்க, என்ன, நீங்கள், மேதை வெளியே வர எனக்கு கற்று, நீர் சிறு துளிகள் ஒரு கடல் செய்ய, நீங்கள் இந்த ஒரு நிபுணர் இருக்கும்
के तपाईं चिंतित हो किन यो सरल कुरा संग ब्रश,, के हो, तपाईं, प्रतिभा बाहिर आउन मलाई संग सिक्न हुनेछ, पानी सानो थोपा एक महासागर बनाउन, तपाईं यस मा एक विशेषज्ञ हुनेछ\
તમને ચિંતા થતી હોય કે શા માટે આ સરળ બાબતો સાથે બ્રશ, શું છે, તમે પ્રતિભા બહાર આવે મારી સાથે શીખશે, પાણી નાના ટીપાં સમુદ્ર કરો, તો તમે આ એક નિષ્ણાત હશે
kas tas ir, kāpēc jūs uztraucaties, suka ar vienkāršām lietām, jūs iznākt ģēnijs, mācīties kopā ar mani, nelieli ūdens pilieni veikt okeānu, jums būs eksperts šajā
что это такое, почему ты беспокоишься, освежить с простых вещей, вы будете выходить гений, узнать со мной, маленькие капли воды сделать океан, вы будете экспертом в этом
 hvað er þetta, af hverju ert þú áhyggjur, bursta upp með einföldum hlutum, verður þú að koma út snillingur, læra með mér, litla dropa af vatni gera haf, verður þú að vera sérfræðingur í þessu
 structuremethyl vinyl ether (methyl ethenyl ether)
NMR Spectrum
The proton NMR has four groups of peaks; the singlet at  3.6 (3H) is consistent with an isolated CH3 group adjacent to an electronegative center, such as oxygen. The sets of highly split doublets centered at  6.5, 4.2 and 4.0 (there is overlap of these at  4.1) span the region where alkene hydrogens are observed. The complex splitting pattern observed resembles an ABC pattern for a terminal alkene.
这是什么,你为什么担心,刷了简单的事情,你会出来的天才,学我,小水珠做出的海洋,你将在这方面的专家
 당신이 걱정하는 이유는 간단한 것들로 브러시, 무엇인가, 당신은 천재 나올 나와 함께 배울 것, 물 작은 방울은 바다를 만들어,이 분야의 전문가가 될 것입니다
 structureName: 1,2-dimethoxyethane
NMR Spectrum
The proton NMR has two peaks; both singlets are consistent with isolated groups adjacent to an electronegative center, such as oxygen. The fact that the molecule contains ten hydrogens, but only shows singlets for two and three hydrogens requires a great deal of symmetry in the molecule, i.e., both CH3 groups must be identical, as must both CH2 groups.
 structure4-isopropyl-1-methoxybenzene (4-(1-methylethyl)-1-methoxybenzene)
NMR Spectrum
The proton NMR has four sets of peaks; a singlet at  3.6 (3H), two sets of doublets centered around  6.9 (4H), a septet at  2.7 (1H) and a doublet at  1.6. The singlet at  3.6 is consistent with an isolated CH3adjacent to an electronegative center, such as an oxygen. The septet and doublet strongly suggest an isopropyl group CH(CH32 in which the carbon is bonded to something mildly electronegative and the two doublets centered at  6.9 strongly suggest a 1,4-disubstituted aromatic compound.
structure 3-bromomethyltoluene (3-bromomethyl-1-methylbenzene)
NMR Spectrum
The proton NMR has three sets of peaks; a singlet at  4.3 (2H), a messy singlet around  7.1 (4H), and a singlet at  2.3 (3H). The singlet at  2.3 is consistent with an isolated CH3 adjacent to a mildly electronegative center. The singlet at 4.3 is consistent with a CH2 group adjacent to two mildly electronegative centers (X-CH2-Y), and the singlet at  7.1 is consistent with a disubstituted aromatic compound. The substitution pattern is not what is normally seen in 1,4-disubstitution (two doublets), suggesting 1,2 or 1,3-disubstitution.
آپ پریشان کیوں ہیں اس سادہ چیزوں کے ساتھ برش،، کیا ہے، آپ، ہوشیار باہر آ میرے ساتھ سیکھ جائے گی، پانی کے چھوٹے چھوٹے قطرے ایک سمندر بنانے کے لئے، آپ کو اس میں ایک ماہر ہو جائے گا

ANTHONY MELVIN CRASTO
THANKS AND REGARD’S
DR ANTHONY MELVIN CRASTO Ph.D
MOBILE-+91 9323115463
GLENMARK SCIENTIST ,  INDIA
web link
http://anthonycrasto.jimdo.com/
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Ulipristal acetate NMR

Ulipristal acetate skeletal.svg
Ulipristal acetate
(8S,11S,13S,14R,17R)-17-Acetoxy-11-[4-(dimethylamino)phenyl]-19-norpregna-4,9-diene-3,20-dione
  1. The United States Of America As Represented By The Department Of Health And Human Services
m.p. 183-185
IR
1735 and 1714(--C═O), 1664 and 1661 (conjugated --C═O), 1563, 1518, 1441, 1351, 1305, 1252, 1203, 1171;

NMR (CDCl.sub.3)
δ0.38 (s, 18-CH.sub.3),
2.10 (s, 17-OAc),
2.14 (s, 21-CH.sub.3),
2.92 (s, --N(CH.sub.3).sub.2,
4.44 (d, C-11 H),
5.83 (br. s, C-4 H),
6.71 and 7.07 (d, aromatic H);

MS(EI) m/z (relative intensity) 475(M.sup.+, 41), 134(18), 121 (100).

Analysis calculated for C.sub.30 H.sub.37 NO.sub.4 : C, 75.76; H, 7.84; N, 2.94. Found. C, 75.80; H 7.96; N, 3.09.

4-methoxyphenyl methanol, (4-メトキシフェニル)メタノール NMR, IR , MASS


(4-methoxyphenyl)methanol

Structure: structure
IUPAC Name: 4-methoxyphenyl methanol
C6H10O3; MW = 138.17
The molecule contains two oxygens, and from the analysis, contains four double bonds, carbonyls or rings. The large number of degrees of unsaturation strongly suggests an aromatic compound (DU = 4).
The mass spectrum displays a molecular ion, which is the base peak, an m-1 and an m-17, all of which are consistent with a simple alcohol.
The 13C spectrum contains six peaks, indicating that the molecule has some elements of symmetry. The quartet at  56 and the triplet at  71 represent a CH3 and a CH2 group which are deshielded by electronegative atoms (most likely oxygen); the peaks at  161 - 128 are in the aromatic region; the fact that two doublets and two singlets are observed strongly suggests 1,4-disubstitution.
The proton NMR also shows evidence for aromatic 1,4-disubstitution and suggests that the methyl and methylene are isolated and adjacent to electronegative groups. A peak consistent with an alcoholic OH can also be seen.
The IR is consistent with an aromatic alcohol containing no carbonyl group, suggesting that the second oxygen is involved in an ether linkage.
The simplest structure which is consistent with all of these data would be an aromatic compound containing an alcohol group and a methyl ether, situated 1,4 relative to each other.

IH NMR
The proton NMR has two doublets at  6.9, consistent with aromatic 1,4-disubstitution, and three singlets, areas 3, 2 and 1. The singlets at  3.6 and 4.7 are highly shifted and suggest isolated CH3 and CH2 groups adjacent to one or more electronegative atoms or groups. The singlet, area 1, would be consistent with an alcohol.

NMR Spectrum

13C NMR
The 13C spectrum contains six peaks, indicating that the molecule has some elements of symmetry. The quartet at  56 and the triplet at  71 represent a CH3 and a CH2 group which are deshielded by electronegative atoms (most likely oxygen); the peaks at  161 - 128 are in the aromatic region; the fact that two doublets and two singlets are observed strongly suggests 1,4-disubstitution.
13C NMR Data: q-56.0; t-71.0; d-114.3; d-128.3; s-160.9; s-133.2
13C NMR Assignments: C-13 assignments

MASS
The mass spectrum consists of a molecular ion at 138, which is also the base peak, an m-1 peak at 137, indicating the presence of a labile hydrogen (OH or CHO), and an m-17 peak (loss of HO-). The spectrum is consistent with an alcohol which cannot readily break down to form other stable radical cations.
Mass Spectrum

Mass Spectrum Fragments: C-13 assignments


IR

3400-3200 cm-1: strong OH peak 3100 cm-1: small peak, suggesting possible unsaturated CH 2900 cm-1: strong peak suggesting saturated CH 2200 cm-1: no unsymmetrical triple bonds 1710 cm-1: no carbonyl 1610 and 1500 cm-1: sharp peaks, consistent with aromatic carbon-carbon double bonds
Synthetic Communications, 18, p. 613, 1988 DOI: 10.1080/00397918808064019
Synthesis, p. 1081, 1984
Tetrahedron Letters, 32, p. 3243, 1991

Diethyl benzylmalonate, IR, NMR, Mass

structure
The mass spectrum displays a molecular ion, an m-45 and a peak at m/e = 91, all of which are consistent with a molecule containing benzyl and ethoxy groups.
The 13C spectrum contains six peaks, indicating that the molecule has some elements of symmetry. The quartet at  56 and the triplet at  71 represent a CH3 and a CH2 group which are deshielded by electronegative atoms (most likely oxygen); the peaks at  161 - 128 are in the aromatic region; the fact that three doublets and one singlet are observed strongly suggests monosubstitution.
The proton NMR also shows evidence for two ethyl groups, a CH-CH2- group, and a monosubstituted aromatic group; the chemical shift suggests that the carbons of the CH-CH2- adjacent to one or more electronegative groups.
The IR is consistent with an aromatic compound containing a carbonyl group.
The simplest structure which is consistent with all of these data would be an aromatic compound linked via a -CH2CH group to a diethyl ester.


Structure: structure
IUPAC Name: ethyl ethyl benzylpropanedioate (diethyl benzylmalonate)
607-81-8
C14H18O4; MW = 250.29

1H NMR
The proton NMR has a coupled quartet and a triplet, consistent with an ethyl group in which the CH2 (at  4.1) is adjacent to an electronegative atom (most likely oxygen). The presence of a coupled triplet and doublet suggests the presence of a CH-CH2- group in which both carbons are adjacent to one or more electronegative atoms. The singlet at  7.1 is consistent with a monosubstituted aromatic compound.

NMR Spectrum
13C NMR
The 13C spectrum contains nine peaks, indicating that the molecule has some elements of symmetry. The quartet at  14 and the triplet at  60 represent a simple CH3 and a CH2 which is deshielded by an electronegative atom (most likely oxygen); the doublet at  58 and the triplet at  36 are CH and CH2 groups which are adjacent to one or more electronegative groups. The peaks at  141 - 125 are in the aromatic region; the fact that three doublets and one singlet are observed strongly suggests monosubstitution.

13C NMR Assignments: C-13 assignments


MASS
The mass spectrum consists of a molecular ion at 250, a base peak at 91 (a benzyl group), an m-45 peak at 205, indicating the presence of an ethoxy group; other significant peaks at 131 and 176 must be consistent with the proposed structure. The spectrum is consistent with a molecule containing ethoxy and benzyl groups.
Mass Spectrum
Mass Spectrum Fragments: C-13 assignments


IR
3400-3200 cm-1: no OH peak 3100 cm-1: small peak, suggesting unsaturated CH 2900 cm-1: strong peak suggesting saturated CH 2200 cm-1: no unsymmetrical triple bonds 1730 cm-1: strong carbonyl 1610 and 1500 cm-1: weak peaks, vaguely consistent with aromatic carbon-carbon double bonds





ADDITIONAL INFO FOR READER ON SPECTROSCOPY
SEE THE FUN WHEN A CARBONYL IS INTRODUCED
BENZOYLMALONIC ACID DIETHYL ESTER Structure
1H NMR


13 C NMR
IR

MASS

RAMAN

Sunday, 6 April 2014

Sucrose 2D NMR Spectra

The sugar sucrose can be used to illustrate  homonuclear 2D NMR experiment: the TOCSY.
Sucrose
Sucrose
Table sugar
Sucrose ("table sugar") is a disaccharide derived from glucose and fructose.
The interesting element from an NMR spectroscopy viewpoint is that the two monomer units are completely separate spin systems and this can be visualised in the TOCSY spectrum.
HH COSY
HH COSY
The HH COSY shows the coupling network within the molecule.
HH TOCSY
HH TOCSY
The HH TOCSY spectrum shows correlations that belong together in contiguous spin systems: in the sucrose example, this means that the protons in the respective glucose and fructose units can be assigned.
HMQC
HMQC
In the HMQC spectrum the one-bond direct HC couplings can be viewed as cross-peaks between the proton and carbon projections.
HMBC
HMBC

2D NMR spectroscopy for the structural elucidation of 4.


A multistep single-crystal-to-single-crystal bromodiacetylene dimerization

Nature Chemistry5,327–334 
doi:10.1038/nchem.1575
2D NMR spectroscopy for the structural elucidation of 4.
The heteronuclear multiple bond correlation NMR spectrum (400 MHz, CDCl3) of dimer 4 with the corresponding 1D 1H NMR and 13C NMR traces exhibited ten acetylene carbon resonances, a duplication of the propargyl methylene proton resonances that coupled with four and six acetylene carbons, respectively, as well as two new olefin carbon resonances that coupled only with the propargyl methylene protons on the ‘shorter’ side of the molecule. The inset is a magnified view of the region of the acetylene cross-peaks. For a more detailed discussion, see the Supplementary Information.
SEE