ACCESSION: MSBNK-MSSJ-MSJ02097
RECORD_TITLE: (S)-1-((2S,5S)-5-(Hydroxymethyl)tetrahydrofuran-2-yl)but-3-en-2-ol; 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-2716A-1_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 141.09155.

CH$NAME: (S)-1-((2S,5S)-5-(Hydroxymethyl)tetrahydrofuran-2-yl)but-3-en-2-ol
CH$COMPOUND_CLASS: Non-natural compound
CH$FORMULA: C₉H₁₆O₃
CH$EXACT_MASS: 172.10995
CH$SMILES: C=C[C@@H](O)C[C@@H]1CC[C@@H](CO)O1
CH$IUPAC: InChI=1S/C9H16O3/c1-2-7(11)5-8-3-4-9(6-10)12-8/h2,7-11H,1,3-6H2/t7-,8+,9+/m1/s1
CH$LINK: INCHIKEY AIGFNCGWXQJZIU-VGMNWLOBSA-N
CH$LINK: PUBCHEM CID:132534597

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 7.88 min.

PK$SPLASH: splash10-0a4i-9000000000-8c1e42ee70c3e967673a
PK$NUM_PEAK: 111
PK$PEAK: m/z int. rel.int.
  26.015 0.5357 5
  27.023 11.2185 112
  27.066 0.121 1
  28.006 0.9874 10
  28.031 3.5336 35
  29.003 9.5125 95
  29.039 14.3313 143
  29.083 0.1907 2
  30.009 0.3026 3
  30.043 0.4179 4
  31.018 15.1787 152
  31.063 0.1571 2
  31.99 0.5719 6
  32.024 0.3074 3
  39.023 8.6933 87
  40.03 1.2691 13
  41.039 20.8695 208
  41.091 0.2057 2
  42.011 1.5918 16
  42.046 2.8755 29
  43.018 16.0635 160
  43.055 4.3293 43
  43.11 0.1337 1
  44.026 4.5474 45
  45.034 3.8634 39
  47.013 0.2849 3
  51.023 0.8039 8
  52.031 0.4518 5
  53.039 4.6279 46
  54.047 5.532 55
  55.018 13.5205 135
  55.055 21.6593 216
  55.159 0.1497 1
  56.026 3.8558 39
  56.061 3.0376 30
  57.034 100 999
  57.07 5.0818 51
  57.406 0.2839 3
  57.665 0.1828 2
  57.949 0.1252 1
  58.039 4.3539 43
  58.074 0.2354 2
  59.049 2.1772 22
  61.029 1.306 13
  65.039 1.184 12
  66.047 0.8252 8
  67.054 15.0055 150
  67.117 0.1633 2
  68.026 0.8622 9
  68.061 2.3484 23
  69.034 13.3013 133
  69.07 1.327 13
  70.041 3.2259 32
  70.076 0.2461 2
  71.013 0.2428 2
  71.049 9.7702 98
  71.117 0.1327 1
  72.054 0.6275 6
  73.029 0.251 3
  73.065 0.8659 9
  74.037 0.4496 4
  77.039 2.1345 21
  78.045 0.375 4
  79.054 13.4562 134
  79.125 0.1607 2
  80.062 4.3903 44
  81.034 1.3734 14
  81.07 2.7105 27
  82.041 0.7347 7
  82.074 0.2346 2
  83.049 9.2759 93
  83.124 0.1132 1
  84.056 1.4209 14
  85.029 0.2705 3
  85.065 8.2414 82
  85.139 0.1151 1
  86.069 0.5352 5
  87.044 63.5289 635
  87.226 0.143 1
  87.504 0.1922 2
  87.823 0.1243 1
  88.048 2.7754 28
  89.049 0.2881 3
  91.054 0.8188 8
  93.07 2.0517 20
  94.076 0.3045 3
  95.049 1.2592 13
  95.086 7.3673 74
  96.057 0.9415 9
  96.089 0.5624 6
  97.065 1.2031 12
  98.073 2.9571 30
  99.044 0.537 5
  99.076 0.2419 2
  100.051 0.2849 3
  101.06 11.0574 110
  101.142 0.1448 1
  102.064 0.5975 6
  103.057 0.1919 2
  105.07 1.8759 19
  114.068 1.3037 13
  115.074 0.2822 3
  116.084 1.4505 14
  123.081 2.3884 24
  124.086 0.3027 3
  126.903 0.4175 4
  127.912 0.7946 8
  141.092 10.1436 101
  141.186 0.1483 1
  142.096 1.0491 10
  154.099 0.5806 6
//