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Effect of the N-Phenyl Substituent on the Pyrolyses of 1-Phenyl-2-benzothiazolinone and 1-Phenyl-2-benzothiazolinethione
Results from the pyrolyses of 1-phenyl-2-benzothiazolinone ( 7 ) and 1-phenyl-2-benzothiazolinethione ( 8 ) are reported and compared with those obtained previously from the corresponding compounds without the N-phenyl group. The mass spectra of 7 and 8 are reported, also. The major fragmentation in...
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| Published in: | Canadian journal of chemistry 1975-08, Vol.53 (15), p.2293-2301 |
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| Main Authors: | , , |
| Format: | Article |
| Language: | English |
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| container_end_page | 2301 |
| container_issue | 15 |
| container_start_page | 2293 |
| container_title | Canadian journal of chemistry |
| container_volume | 53 |
| creator | Lin, Denis C. K Thomson, Michael L Dejongh, Don C |
| description | Results from the pyrolyses of 1-phenyl-2-benzothiazolinone (
7
) and 1-phenyl-2-benzothiazolinethione (
8
) are reported and compared with those obtained previously from the corresponding compounds without the N-phenyl group. The mass spectra of
7
and
8
are reported, also. The major fragmentation in the mass spectrum of
7
is the loss of CO, followed by loss of S or H. Pyrolysis of
7
at 750° in a stream of nitrogen gives phenothiazine (
9
, 31%) and carbazole (
10
, 28%), by loss of CO and of CO and S, respectively. Pyrolysis of
9
yields
10
. The major fragmentation in the mass spectrum of
8
is the loss of H. Pyrolysis of
8
at 750° produces 2-(phenylthio)benzothiazole (
11
, 87%), which is an isomer of 8, resulting from phenyl migration, and 2-phenylbenzothiazole (
12
,
3
%). Pyrolysis of
11
gives
12
. |
| doi_str_mv | 10.1139/v75-321 |
| format | article |
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7
) and 1-phenyl-2-benzothiazolinethione (
8
) are reported and compared with those obtained previously from the corresponding compounds without the N-phenyl group. The mass spectra of
7
and
8
are reported, also. The major fragmentation in the mass spectrum of
7
is the loss of CO, followed by loss of S or H. Pyrolysis of
7
at 750° in a stream of nitrogen gives phenothiazine (
9
, 31%) and carbazole (
10
, 28%), by loss of CO and of CO and S, respectively. Pyrolysis of
9
yields
10
. The major fragmentation in the mass spectrum of
8
is the loss of H. Pyrolysis of
8
at 750° produces 2-(phenylthio)benzothiazole (
11
, 87%), which is an isomer of 8, resulting from phenyl migration, and 2-phenylbenzothiazole (
12
,
3
%). Pyrolysis of
11
gives
12
.</description><identifier>ISSN: 0008-4042</identifier><identifier>EISSN: 1480-3291</identifier><identifier>DOI: 10.1139/v75-321</identifier><language>eng</language><publisher>Ottawa, Canada: NRC Research Press</publisher><ispartof>Canadian journal of chemistry, 1975-08, Vol.53 (15), p.2293-2301</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c254t-bae4b38daad78ae63e6abe56e61c40da3671118521387030cd2335a23590e8493</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Lin, Denis C. K</creatorcontrib><creatorcontrib>Thomson, Michael L</creatorcontrib><creatorcontrib>Dejongh, Don C</creatorcontrib><title>Effect of the N-Phenyl Substituent on the Pyrolyses of 1-Phenyl-2-benzothiazolinone and 1-Phenyl-2-benzothiazolinethione</title><title>Canadian journal of chemistry</title><addtitle>Revue canadienne de chimie</addtitle><description>Results from the pyrolyses of 1-phenyl-2-benzothiazolinone (
7
) and 1-phenyl-2-benzothiazolinethione (
8
) are reported and compared with those obtained previously from the corresponding compounds without the N-phenyl group. The mass spectra of
7
and
8
are reported, also. The major fragmentation in the mass spectrum of
7
is the loss of CO, followed by loss of S or H. Pyrolysis of
7
at 750° in a stream of nitrogen gives phenothiazine (
9
, 31%) and carbazole (
10
, 28%), by loss of CO and of CO and S, respectively. Pyrolysis of
9
yields
10
. The major fragmentation in the mass spectrum of
8
is the loss of H. Pyrolysis of
8
at 750° produces 2-(phenylthio)benzothiazole (
11
, 87%), which is an isomer of 8, resulting from phenyl migration, and 2-phenylbenzothiazole (
12
,
3
%). Pyrolysis of
11
gives
12
.</description><issn>0008-4042</issn><issn>1480-3291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1975</creationdate><recordtype>article</recordtype><recordid>eNp10E1Lw0AQBuBFFKxV_As5KQirO_uRbI5S6gcULajnsNlMSCRuym4qpr_erS0eBE8zw_swh5eQc2DXACK_-cwUFRwOyASkZnHN4ZBMGGOaSib5MTkJ4T2eGeNqQr7mdY12SPo6GRpMnuiyQTd2ycu6DEM7rNHFzP1ky9H33RgwbDHsIeW0RLfph6Y1m75rXe8wMa76H2DcIjolR7XpAp7t55S83c1fZw908Xz_OLtdUMuVHGhpUJZCV8ZUmTaYCkxNiSrFFKxklRFpBgBacRA6Y4LZiguhDBcqZ6hlLqbkcvfX-j4Ej3Wx8u2H8WMBrNgWVsTCilhYlBc76bz1GNB42_ziPSpWVR3h1f_w79dvuGx6Mg</recordid><startdate>19750801</startdate><enddate>19750801</enddate><creator>Lin, Denis C. K</creator><creator>Thomson, Michael L</creator><creator>Dejongh, Don C</creator><general>NRC Research Press</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19750801</creationdate><title>Effect of the N-Phenyl Substituent on the Pyrolyses of 1-Phenyl-2-benzothiazolinone and 1-Phenyl-2-benzothiazolinethione</title><author>Lin, Denis C. K ; Thomson, Michael L ; Dejongh, Don C</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c254t-bae4b38daad78ae63e6abe56e61c40da3671118521387030cd2335a23590e8493</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1975</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lin, Denis C. K</creatorcontrib><creatorcontrib>Thomson, Michael L</creatorcontrib><creatorcontrib>Dejongh, Don C</creatorcontrib><collection>CrossRef</collection><jtitle>Canadian journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lin, Denis C. K</au><au>Thomson, Michael L</au><au>Dejongh, Don C</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Effect of the N-Phenyl Substituent on the Pyrolyses of 1-Phenyl-2-benzothiazolinone and 1-Phenyl-2-benzothiazolinethione</atitle><jtitle>Canadian journal of chemistry</jtitle><addtitle>Revue canadienne de chimie</addtitle><date>1975-08-01</date><risdate>1975</risdate><volume>53</volume><issue>15</issue><spage>2293</spage><epage>2301</epage><pages>2293-2301</pages><issn>0008-4042</issn><eissn>1480-3291</eissn><abstract>Results from the pyrolyses of 1-phenyl-2-benzothiazolinone (
7
) and 1-phenyl-2-benzothiazolinethione (
8
) are reported and compared with those obtained previously from the corresponding compounds without the N-phenyl group. The mass spectra of
7
and
8
are reported, also. The major fragmentation in the mass spectrum of
7
is the loss of CO, followed by loss of S or H. Pyrolysis of
7
at 750° in a stream of nitrogen gives phenothiazine (
9
, 31%) and carbazole (
10
, 28%), by loss of CO and of CO and S, respectively. Pyrolysis of
9
yields
10
. The major fragmentation in the mass spectrum of
8
is the loss of H. Pyrolysis of
8
at 750° produces 2-(phenylthio)benzothiazole (
11
, 87%), which is an isomer of 8, resulting from phenyl migration, and 2-phenylbenzothiazole (
12
,
3
%). Pyrolysis of
11
gives
12
.</abstract><cop>Ottawa, Canada</cop><pub>NRC Research Press</pub><doi>10.1139/v75-321</doi><tpages>9</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0008-4042 |
| ispartof | Canadian journal of chemistry, 1975-08, Vol.53 (15), p.2293-2301 |
| issn | 0008-4042 1480-3291 |
| language | eng |
| recordid | cdi_crossref_primary_10_1139_v75_321 |
| source | EZB Electronic Journals Library |
| title | Effect of the N-Phenyl Substituent on the Pyrolyses of 1-Phenyl-2-benzothiazolinone and 1-Phenyl-2-benzothiazolinethione |
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