Jul 042015


9,10-Dihydro-9,10-ethanoanthracene-11,12-trans-dicarboxylic acid diethyl ester

Name 9,10-Dihydro-9,10-ethanoanthracene-11,12-trans-dicarboxylic acid diethyl ester
Name in Chemical Abstracts 9,10-Ethanoanthracene-11,12-dicarboxylic acid, diethyl ester, trans-
CAS No 93368-53-7
Molecular formula C22H22O4
Molecular mass 350.42
SMILES code c1cccc2[C@@H]3[C@H](C(=O)OCC)[C@@H](C(=O)OCC)[C@H](c12)c4ccccc43



1H-NMR: 9,10-Dihydro-9,10-ethanoanthracene-11,12-trans-dicarboxylic acid diethyl ester
250 MHz, CDCl3
delta [ppm] mult. atoms assignment
1.23 t (3J = 7.2 Hz) 6 H CH3 ethyl
3.45 m 2 H 11-H, 12-H (-CH-COO-)
4.08 m 4 H CH2 ethyl
4.75 m 2 H 9-H, 10-H




13C-NMR: 9,10-Dihydro-9,10-ethanoanthracene-11,12-trans-dicarboxylic acid diethyl ester
62.5 MHz, CDCl3
delta [ppm] assignment
14.2 CH3 (ethyl ester)
46.7 C9, C10 (CH)
47.7 C11, C12 (CH-COO)
60.9 CH2 (ethyl ester)
123.8 CH arom.
124.5 CH arom.
126.2 CH arom.
126.3 CH arom.
140.3 C quart. arom.
142.0 C quart. arom.
172.3 C(=O)O-
76.5-77.5 CDCl3




IR: 9,10-Dihydro-9,10-ethanoanthracene-11,12-trans-dicarboxylic acid diethyl ester
[KBr, T%, cm-1]
[cm-1] assignment
3074, 3026 arom. C-H valence
2981 aliph. C-H valence
2935, 2897 aliph. C-H valence
1739 C=O valence, ester
1467 arom. C=C valence



Anthracene + Fumaric acid diethyl ester
reacts to
9,10-Dihydro-9,10-ethanoanthracene-11,12-trans-dicarboxylic acid diethyl ester ; Side reactions


Synthesis of 9,10-dihydro-9,10-ethanoanthracene-11,12-trans-dicarboxylic acid diethyl ester

Reaction type: cycloaddition, Diels-Alder reaction
Substance classes: alkene, aromatics, carboxylic acid ester, diene, dienophile, acid catalyst
Techniques: working with moisture exclusion, heating under reflux, stirring with magnetic stir bar, filtering, evaporating with rotary evaporator, recrystallizing, use of an ice cooling bath, heating with oil bath



Batch scale: 0.01 mol 0.1 mol Anthracene
three-necked flask 1000 mL three-necked flask 1000 mL adapter with ground-glass joint and hose coupling adapter with ground-glass joint and hose coupling
protective gas piping protective gas piping reflux condenser reflux condenser
drying tube drying tube bubble counter bubble counter
powder funnel powder funnel heatable magnetic stirrer with magnetic stir bar heatable magnetic stirrer with magnetic stir bar
rotary evaporator rotary evaporator ice bath ice bath
exsiccator with drying agent exsiccator with drying agent oil bath oil bath


Operating scheme

Operating scheme





The multan city of saints

Mutlan is an important city of Pakistan which is also known as the city of Saints. The history of Multan begins with the Alexander and later on Kushans, Arabs, Huns, Ghaznavi, Afghans, Mongols, Sikhs, Mughals and British ruled over the city. It is the city of Sufis and Saints who preached the Islam in this region. In the South Asia Multan is the oldest city.


Map of Multan

Multan Things to Do

  • Baha-ud-din Zakariya Mazar, Multan

    Baha-ud-din Zakariya Mazar

    Sheikh Baha-ud-din Zakariya (1170-1267) was a sufi saint who for several years travelled the region from Baghdad, Iraq to India preaching Islam, and made his final abode in Multan. His offsprings and disciples travelled all over India to preach. His most famous descendant is Shah…  more

  • Shah Rukn-e-Alam's tomb, Multan

    Shah Rukn-e-Alam’s tomb

    Situated on top of a small hillock, behind the old ruins of Multan Fort, the Mazar and its majestic dome is the first landmark visible when you enter proper Multan. Shah Rukn-e-Alam (1251-1335) was a Sufi saint in Multan. He was revered by his followers, and to this date thousands of pilgrims from all over…  more

  • Other Saints and Sufis Mazars, Multan

    Other Saints and Sufis Mazars

    Multan is known as City of Saints, and this is evident by the number of Masuleums, Mazars, Dargas, or tombs situated in this city. Some of them are listed below.1 Hazrat Baha-ud-Din Zakaria2 Shah Rukn-i-Alam3 Shah Shams Sabzwari4 Shah Gardez5 Musa Pak Shaheed6 Hazrat Hafiz Muhammad…  more

  • Ghanta Ghar (Clock Tower house), Multan

    Ghanta Ghar (Clock Tower house)

    Ghanta Ghar whch is situated in the city center is the city government head quarter. (not a great picture, taken from a moving car)


  • Multan Fort, Multan

    Multan Fort

    The Multan Fort on a high mound of earth which separated it from the old branch of the river Ravi. There are now only remnant of this old fort, which was considered as one of the best fort (defense wise) built in the sub-continent. The fort was destroyed when the British took over. During its haydays the fort walls were was almost 1.6…  more

  • King mosque Eid Gah, Multan

    King mosque Eid Gah

    This Masjid is a marvelous piece of architecture of is a very beautiful masjid and must to visit place of Multran city


  • Shrines must to visit, Multan

    Shrines must to visit

    Given below is list of must to visit shrines in Multan1.Shrine B.B Pak Damman2.Shrine Hameed-ud-Din Hakim3.Shrine Qutab-al-quteeb’Moj Daryan’4.Shrine-Syed Pir Sakhi Shah Hasan Prwana5.Shrine-Qazi Qutab-ud-Din Kashani6.Shrine-Syed Hasan Kanjzee7.Shrine-Hazarat Shah Dana Shaheed8.Shrine-Abu…  more

  • Shrines of the sufi hermits, Multan

    Shrines of the sufi hermits

    Hi Awais,All the destinations in Pakistan, they’ve their own attraction or somethijng very special in that area, likewise in Hunza, you can’t find the shrines of the sufi hermits, or in Multan, the mountains like Nanga parbat or Kalash tribes in Lahore?Multan, Medina-tul-awlia, the city of saints, famous all over the…  more

  • Visiting Historical Places, Multan

    Visiting Historical Places

    As I describe before that Multan is the city of Saints so there r so many Tombs to Visit and explore the history.


 Multan Hotels






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