ACCESSION: MSBNK-MSSJ-MSJ02061
RECORD_TITLE: (4S,6S)-4-(But-3-en-1-yl)-2-phenyl-6-vinyl-1,3-dioxane; GC-EI-TOF; MS; POSITIVE; EI; 70 V
DATE: 2023.03.27
AUTHORS: Eiyu Imai, Takemichi Nakamura, Molecular Structure Characterization Unit, RIKEN
LICENSE: CC BY
COPYRIGHT: Eiyu Imai, Takemichi Nakamura, Molecular Structure Characterization Unit, RIKEN
PUBLICATION: S. Takahashi, D. Satoh, M. Hayashi, K. Takahashi, K. Yamaguchi, T. Nakamura, H. Koshino. Total Synthesis of the Proposed Structure for Aromin and Its Structural Revision. J. Org. Chem. 2016, 81, 22, 11222-11234. doi: 10.1021/acs.joc.6b02187
COMMENT: This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 22HP8019 to the Mass Spectrometry Society of Japan.
COMMENT: Original ID of the mass spectral data was ST-2590A-2_ei.xlsx.
COMMENT: JMS-T100GCV (JEOL, Akishima, Japan) is a reflectron time-of-flight (reTOF) mass spectrometer. Temperature of the ion-source and GC-transfer line were 250 C and 250 C, respectively. Resolving power (FWHM, nominal) was 7000.
COMMENT: EI voltage was 70 V. Typical accuracy level expected was 5 ppm. Postrun m/z adjustment with known mass was 243.1385.

CH$NAME: (4S,6S)-4-(But-3-en-1-yl)-2-phenyl-6-vinyl-1,3-dioxane
CH$COMPOUND_CLASS: Non-natural compound
CH$FORMULA: C₁₆H₂₀O₂
CH$EXACT_MASS: 244.14633
CH$SMILES: C=CCC[C@H]1C[C@@H](C=C)OC(c2ccccc2)O1
CH$IUPAC: InChI=1S/C16H20O2/c1-3-5-11-15-12-14(4-2)17-16(18-15)13-9-7-6-8-10-13/h3-4,6-10,14-16H,1-2,5,11-12H2/t14-,15+,16?/m1/s1
CH$LINK: INCHIKEY OOKFBDUEYLETPN-YSPPHNQVSA-N

AC$INSTRUMENT: JMS-T100GCV (JEOL, Akishima, Japan) coupled to Agilent 7890A gas chromatograph.
AC$INSTRUMENT_TYPE: GC-EI-TOF
AC$MASS_SPECTROMETRY: MS_TYPE MS
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION EI
AC$CHROMATOGRAPHY: CARRIER_GAS He, flow rate 1.5 ml/min.
AC$CHROMATOGRAPHY: COLUMN_NAME ZB-1MS 7HM-G011-11 sn:313446, length 30.0 m, I.D. 0.32 mm, thickness 0.25 micrometer.
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE Held at initial oven temp. 70 C for 4 min and ramped at the rate of 30 C/min to 325 C and held at the final temp. for 1.5 min.
AC$CHROMATOGRAPHY: INJECTION_TEMPERATURE 250 C
AC$CHROMATOGRAPHY: RETENTION_TIME 9.39 min.

PK$SPLASH: splash10-0a4i-9300000000-9f07a10de577c99dec7b
PK$NUM_PEAK: 159
PK$PEAK: m/z int. rel.int.
  26.015 0.5825 6
  27.023 13.4416 134
  27.066 0.15 1
  28.006 1.6322 16
  28.031 6.1678 62
  29.002 2.839 28
  29.039 13.7848 138
  29.08 0.1617 2
  30.042 0.3173 3
  31.018 0.7383 7
  31.99 0.8848 9
  38.016 0.4419 4
  39.023 24.2889 243
  39.074 0.2571 3
  39.111 0.1365 1
  40.03 2.4426 24
  41.039 43.536 435
  41.09 0.4177 4
  42.01 0.9166 9
  42.045 2.8441 28
  43.018 6.306 63
  43.054 1.3158 13
  44.025 0.4032 4
  50.015 2.2092 22
  51.023 11.4429 114
  51.081 0.141 1
  52.031 4.0677 41
  53.039 13.9463 139
  53.095 0.1492 1
  54.047 75.357 753
  54.107 0.7188 7
  54.372 0.1724 2
  54.409 0.21 2
  54.649 0.1305 1
  54.692 0.1254 1
  55.018 17.5592 175
  55.054 47.0382 470
  55.202 0.1515 2
  55.377 0.1202 1
  55.421 0.1511 2
  56.026 8.3336 83
  56.061 5.0405 50
  57.034 4.3339 43
  57.069 0.6689 7
  58.037 0.244 2
  63.023 1.3393 13
  64.031 0.6016 6
  65.039 3.8921 39
  66.047 4.1869 42
  67.054 57.7659 577
  67.411 0.1464 1
  67.458 0.1685 2
  68.026 0.6572 7
  68.061 12.0699 121
  69.034 3.0078 30
  69.068 1.2434 12
  70.041 0.8361 8
  71.049 6.2491 62
  72.053 0.3001 3
  74.015 0.3195 3
  75.023 0.5183 5
  76.031 1.8728 19
  77.039 53.8216 538
  77.209 0.1224 1
  77.315 0.1314 1
  77.428 0.148 1
  77.472 0.1622 2
  78.046 14.0038 140
  79.054 65.2969 652
  79.343 0.1338 1
  79.372 0.1805 2
  79.494 0.2131 2
  79.796 0.1569 2
  80.062 37.2384 372
  80.467 0.1709 2
  80.796 0.1317 1
  81.034 2.6073 26
  81.07 26.4907 265
  81.479 0.1483 1
  82.041 2.1617 22
  82.077 4.8798 49
  83.049 25.2876 253
  83.181 0.3008 3
  84.057 35.3167 353
  84.236 0.13 1
  84.468 0.1222 1
  84.514 0.1247 1
  85.062 2.8893 29
  89.039 3.4887 35
  90.046 2.0706 21
  91.054 6.3114 63
  92.061 1.984 20
  93.07 18.5171 185
  94.077 8.6407 86
  94.156 0.1445 1
  95.049 1.6133 16
  95.085 1.8134 18
  96.057 2.459 25
  97.065 2.0768 21
  98.07 0.1726 2
  103.054 0.5738 6
  104.026 0.5086 5
  104.062 1.1319 11
  105.034 100 999
  105.541 0.28 3
  105.889 0.1837 2
  106.039 10.6988 107
  106.125 0.1483 1
  106.241 0.1525 2
  107.049 97.1575 971
  107.419 0.2279 2
  107.562 0.3057 3
  107.906 0.1998 2
  108.053 7.3553 73
  108.268 0.1577 2
  109.064 1.5189 15
  110.072 0.503 5
  115.055 0.8991 9
  116.062 0.3205 3
  117.07 1.33 13
  118.076 0.2993 3
  119.085 0.3763 4
  120.057 0.3357 3
  120.093 1.0178 10
  121.029 0.1873 2
  121.101 3.5216 35
  122.106 0.4484 4
  123.044 0.8537 9
  123.08 0.7259 7
  124.088 2.1241 21
  125.095 0.3003 3
  128.062 0.2684 3
  129.07 0.4181 4
  130.078 0.188 2
  131.049 0.2379 2
  131.085 0.1946 2
  133.065 0.5438 5
  137.097 0.6949 7
  138.104 6.6423 66
  139.108 0.7203 7
  140.084 0.2087 2
  143.085 1.2035 12
  144.092 0.4554 5
  145.065 0.2617 3
  153.091 0.2837 3
  160.089 0.3121 3
  162.067 0.4462 4
  167.108 0.6825 7
  170.109 0.5047 5
  172.089 0.2312 2
  187.112 0.3034 3
  188.12 0.8864 9
  189.091 5.1583 52
  190.098 2.5108 25
  191.101 0.275 3
  226.136 0.2198 2
  243.139 6.7309 67
  244.143 1.5183 15
  245.147 0.1935 2
//