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Volumn 68, Issue 2, 2003, Pages 267-275

Electrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples

Author keywords

[No Author keywords available]

Indexed keywords

NITRATING AGENTS;

EID: 0037462327     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo026202q     Document Type: Article
Times cited : (72)

References (30)
  • 12
    • 0346981216 scopus 로고    scopus 로고
    • note
    • 2/acetone bath was left in place to warm unattended to room temperature over the next 23 h.
  • 14
    • 0346351336 scopus 로고    scopus 로고
    • note
    • High-pressure DSC thermal screening of 31 at a 10 °C/min temperature rise gave decomposition between 200 and 250 °C. Impact sensitivity initiation resulted in a 20-30 J impact energy. When reacting, handling, or isolating 31, temperatures probably should not exceed 100 °C.
  • 23
    • 0346981211 scopus 로고    scopus 로고
    • note
    • 2 solvent and still give analytically pure analyses, this residual solvent retention was not seen with the other nitrated products investigated.
  • 26
    • 0347612114 scopus 로고    scopus 로고
    • note
    • The small-scale (7.50 mmol) reactions used a 6-12 min addition time with a resultant 2-3 °C temperature rise. The larger scale (86-100 mmol) reactions used a 12-20 min addition time with a corresponding 3-5 °C temperature rise. The maximum temperature occurred 25-40 min after addition was begun. Exothermicity during this addition presented no serious issue.
  • 27
    • 0346981212 scopus 로고    scopus 로고
    • note
    • 2/acetone bath temperature. Compounds 11, 13, 17, and 19 appeared to react slightly above -50 °C. More deactivated compounds 5d-h reacted only slowly at room temperature. For these, reactants could be added at room temperature.
  • 28
    • 3242828122 scopus 로고
    • The three most recently reported melting points for 16 are found in the following references: (a) Sankararaman, S.; Kochi, J. K. Recl. Trav. Chim. Pays-Bas 1986, 105, 278-285. (b) Errazuriz, B.; Tapia, R.; Valderrama, J. A. Tetrahedron Lett. 1985, 26, 819-822. (c) Rajamohan, K.; Rao, N. V. S. Indian J. Chem. 1973, 11, 1076-1077.
    • (1986) Recl. Trav. Chim. Pays-Bas , vol.105 , pp. 278-285
    • Sankararaman, S.1    Kochi, J.K.2
  • 29
    • 0012743105 scopus 로고
    • The three most recently reported melting points for 16 are found in the following references: (a) Sankararaman, S.; Kochi, J. K. Recl. Trav. Chim. Pays-Bas 1986, 105, 278-285. (b) Errazuriz, B.; Tapia, R.; Valderrama, J. A. Tetrahedron Lett. 1985, 26, 819-822. (c) Rajamohan, K.; Rao, N. V. S. Indian J. Chem. 1973, 11, 1076-1077.
    • (1985) Tetrahedron Lett. , vol.26 , pp. 819-822
    • Errazuriz, B.1    Tapia, R.2    Valderrama, J.A.3
  • 30
    • 3242828122 scopus 로고
    • The three most recently reported melting points for 16 are found in the following references: (a) Sankararaman, S.; Kochi, J. K. Recl. Trav. Chim. Pays-Bas 1986, 105, 278-285. (b) Errazuriz, B.; Tapia, R.; Valderrama, J. A. Tetrahedron Lett. 1985, 26, 819-822. (c) Rajamohan, K.; Rao, N. V. S. Indian J. Chem. 1973, 11, 1076-1077.
    • (1973) Indian J. Chem. , vol.11 , pp. 1076-1077
    • Rajamohan, K.1    Rao, N.V.S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.