Question

Hello! Just double checking the answers my organic chemistry study guide about carbohydrates. Please go ahead and answer ALL the questions you see below, if you can't answer all then PLEASE let someone else do them! High rating only given to ALL questions complete. If a mechanism is required then please show electron pushing arrows!

1. Draw a Fischer projection for D-glucose: (2R, 3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal. 2. Draw the Haworth formulas for both a.-D-glucopyranose and B-D-glucopyranose. 3. Draw the chair forms for both a-D-glucopyranose and B-D-glucopyranose. a. Considering the chair conformations, what is the difference between the two anomers? b. Explain which anomers is the more stable 4. Draw all of the D-aldohexoses. Just for fun. Do not use your text!

Answer 1

1. Draw a Fischer projection for D-Glucose : 0 Jor D-Glucose CAR, 35, 4R, 5R)-23.4.5.6 - penta hydrome b-penta hydsoxy hoxanal Fischer proof: Emil Fischer deteampoes the stereochemistry b glucose in 1931. Because Glucose is the most abundant monosaccharide. 23 HQ) e sir.coutbon C Glucose is an adoherose. ot o t aldehyde six coolbon CG Structure of D- Otlucose a s P oslastoto H-OH- 53E boot HO-C - H • -O-OH OBSA oort H 1970 biss toportretutto on + bodoh Big - C-OH CHOH %. Drow the Haworth formula for both - D-glucopy ran ose and P-D- guero Pyranose. An aldehyde which present to glucose react with on alcohol fo form a hemp acetal. но с anomer's courbon Ao fa nelo asym: HOLOH tic Centre HOHgco H-29 -OH 5-OH AKO но 5-н нь C267) -D- Glue H -OH HOCH2 O, 04 H a new asymmet Centre bH P-D Orducopyranoso 03 (64%) B-D- Orucose bw -D-gluco pyrenose of CH2OH

3. DAOLO the chair form for both -D-glucopyranose and B - D-gluto pytanOso Chad conftramation is the most common in not wie. convention 6 Houd Orth projection to chats HOCIO O CH2CH) equi forfal C-3 OH group is •Кон у.н HOV1 HOKOH 1 trans to the c-hoh W OHH HOAN.arial group , So the C-3 OH a-D-glucopyrancso OH OH d-D-Glucose gooup is so in the -- 1 equitorial pospis on. C-4 Oh trans to 10 alcohol, no C-4 also equitorial. awene 920081A-a "CHOOH n equitorial All the axial positions 540, ou CH2OH, o que ele precapped by H, OH are AROH Y EHO aloh) place OHHHOL HOT H-BOB-D-Grecose placed on the equitorial Poslaton. + place the fng Okygen at the back of'ght hand corner and palcohol in the equitostal porsit Pon HOLD to alcohol is the largest of all the mubstituents Cothoi gand Jorge mubstituents cute more stablo in the equitorial position. Because there is less sterfa straui in that parstafon. B-D- O opyranose is the most semble all the aldo heroes CH2OH CHON Hori Horoh ='Ho l HO HO owe Heguitori'at HON Oh axial X-D- Glucopyranoso 36 y. 18-D-Glucopyranose (64%) Therefore B-D- Otlucopyranose is more stable and predominates ot equilbrium in an aqueous solution.

Sonu De Doroba 4. Diou all of the D-aldonexoses.org out of noming soon on The lo stereoisomoss of an D-aldo hercoses are SeLOHOVA actually 8 pavis og enantiomers. H-10 I 1 -0-0-0 1 1 1 1 -0- 1 1 -o-o-o-o --0-0-0- 11 o : I CHO He 10 MOH HONHĆ -oh H- HOL Ć-OH on H Ć - OH HO-C-H & - OH OH H-c-oh-oh- H-C-OH H-C-OH OH -) Chacho с на он CHQOH CH2OH D-Allose D-Mannose D-Altrose D-Giliose kolorup 2000 Toog LoixsHH WA Gor Marios - H6- - - Hec-OH Ho-c-H H-c-OH -OHHO-6-H H-6-OH HC-on Hoch HOLA -- HO-C-4 Ho-- HO-C-Hd H HĆ ODS -OH -ċ-OH H-C-041 0ups CHQOHD Снон bao. снаон CHOOH.. D-tulose D-Io dose D- Oalactose -60:00 I Su o raal 2 . -O-O D-talose W! the desire to get a gonoruolo C-8 290 toho Ipitotip TUTOS ) - 0-61 02001 Drugosto 29 norobeton 2009 an d OLD