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26299-14-9 - Pyridinium chlorochromate, 98% - PCC - A11752 - Alfa Aesar

A11752 Pyridinium chlorochromate, 98%

CAS 번호
26299-14-9
동의어
PCC

사이즈 가격 ($) 수량 재고 여부
25g 22.90
100g 51.10
500g 181.00
장바구니에 추가 대량 견적에 추가 항목 보기

Pyridinium chlorochromate, 98%

MDL
MFCD00013106
EINECS
247-595-5

화학적 특성

화학식
C5H6ClCrNO3
화학 식량
215.56
융점
ca 206° dec.
감도
Moisture Sensitive
용해도
Soluble in acetone, benzene, dichloromethane, acetonitrile and tetrahydrofuran.

용도

Pyridinium chlorochromate is used as an oxidizing agent to convert primary and secondary alcohols to aldehydes and ketones respectively. It is involved in the preparation of cyclohexanone, (-)-pulegone and lactones. It plays an important role in the selective mono-oxidation of xylenes to tolualdehydes and arylhydroxyamines to nitroso compounds. Furthermore, it is utilized as an oxidant for amino acids, L-cystine, aniline, cycloalkanols, vicinal and non-vicinal diols as well as in the Babler oxidation reaction.

참고

Incompatible with alcohols, acetone and methanol.

참조 문헌

Mild, selective oxidant for alcohols to aldehydes or ketones: Tetrahedron Lett., 2647 (1975); review: Synthesis, 245 (1982). Superior results have been reported with a catalytic amount of acetic acid: Tetrahedron, 46, 4417 (1990). Adsorption of the reagent onto alumina simplifies work-up and enhances reactivity in hydrocarbon solvents: Synthesis, 223 (1980). Improved results have also been obtained in the presence of silica gel, where reaction times are shortened by sonication: J. Org. Chem., 54, 5387 (1989). Oxidation of methylarenes to benzaldehydes has been reported. Selective mono-oxidation of xylenes to tolualdehydes can be achieved: Synlett, 2769 (2005).

For 18-crown-6 complexes of chlorochromates as mild, selective oxidants, see: J. Org. Chem., 60, 2267 (1995). See also 1H-Pyrazole, A14186.

Trialkyl boranes are also oxidized to carbonyl compounds, non-terminal boranes giving ketones: J. Organomet. Chem., 162, C9 (1978) and terminal boranes giving aldehydes: J. Organomet. Chem., 172, C20 (1979). Similarly, aldehydes can be prepared from terminal alkenes by oxidation of their adducts with thexylborane: Synthesis, 151 (1980).

In THF, arylhydroxylamines are selectively oxidized to nitroso compounds: Synth. Commun., 22, 1683 (1992).

For a brief feature on novel oxidation reactions with this reagent, see: Synlett, 741 (2003).

Luong, S.; Ung, A. T.; Kalman, J.; Fu, S. Transformation of codeine and codeine-6-glucuronide to opioid analogues by urine adulteration with pyridinium chlorochromate: potential issue for urine drug testing. Rapid Commun. Mass Spectrom. 2014, 28 (14), 1609-1620.

Luong, S.; Kuzhiumparambil, U.; Fu, S. Elucidation of markers for monitoring morphine and its analogs in urine adulterated with pyridinium chlorochromate. Bioanalysis 2015, 7 (18), 2283-2295.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H272-H317-H350

May intensify fire; oxidizer. May cause an allergic skin reaction. May cause cancer.

주의 설명서: P221-P210v-P201-P220-P405-P501a

Take any precaution to avoid mixing with combustibles. Keep away from heat Obtain special instructions before use. Keep/Store away from clothing/combustible materials. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

Merck
14,7974
위험 등급
5.1
포장 그룹
II
통합 관세 코드
2933.39
TSCA(독성물질규제법)"
Yes

권장

최근에 본 것

화학물질

화학물질

금속 및 재료

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