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Volumn 101, Issue 1, 2001, Pages 1-19

Salt effects on Diels-Alder reaction kinetics

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CATALYSIS; HYDROGEN BONDS; HYDROPHOBICITY; LOW DENSITY POLYETHYLENES; PRESSURE EFFECTS; SALTS; SOLVENTS; WATER;

EID: 0035121161     PISSN: 00092665     EISSN: None     Source Type: Journal    
DOI: 10.1021/cr990410+     Document Type: Article
Times cited : (227)

References (220)
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    • note
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    • note
    • 4 in tetrahydrfuran.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.