ACCESSION: MSBNK-MSSJ-MSJ02090
RECORD_TITLE: rac-(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-2709A-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$NAME: rac-(S)-1-((2S,5S)-5-(Hydroxymethyl)tetrahydrofuran-2-yl)but-3-en-2-ol
CH$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 7.85 min.

PK$SPLASH: splash10-0a4i-9000000000-a0b94fb09002cfd8b454
PK$NUM_PEAK: 108
PK$PEAK: m/z int. rel.int.
  26.015 0.6503 6
  27.023 12.9136 129
  27.065 0.137 1
  28.005 1.3214 13
  28.031 3.8508 38
  29.002 11.0022 110
  29.039 16.0706 161
  30.009 0.366 4
  30.043 0.4431 4
  31.018 17.118 171
  31.061 0.1668 2
  31.989 0.7418 7
  32.024 0.328 3
  35.976 0.6511 7
  39.023 9.5788 96
  40.03 1.4039 14
  41.039 23.1599 231
  41.091 0.232 2
  42.01 1.7015 17
  42.046 3.2048 32
  43.018 16.8346 168
  43.054 4.5923 46
  43.108 0.1371 1
  44.025 4.7594 48
  44.057 0.1909 2
  45.033 4.0849 41
  47.013 0.3012 3
  51.023 0.8503 8
  52.031 0.4932 5
  53.039 4.9725 50
  54.046 5.4352 54
  55.018 13.7984 138
  55.054 22.2783 223
  55.158 0.1418 1
  56.025 3.7421 37
  56.061 2.9159 29
  57.033 100 999
  57.07 5.0375 50
  57.406 0.2806 3
  57.663 0.1798 2
  57.941 0.1365 1
  58.038 4.3943 44
  58.073 0.2276 2
  59.049 2.1368 21
  61.028 1.1822 12
  65.039 1.2443 12
  66.046 0.8757 9
  67.054 14.279 143
  67.119 0.1654 2
  68.026 0.7929 8
  68.061 2.0263 20
  69.033 12.5662 126
  69.069 1.3386 13
  70.041 2.9418 29
  70.075 0.2019 2
  71.049 6.0002 60
  72.055 0.4658 5
  73.028 0.2674 3
  73.064 0.8348 8
  74.036 0.336 3
  77.039 2.1833 22
  78.045 0.3726 4
  79.054 14.7391 147
  79.124 0.1789 2
  80.061 3.7284 37
  81.034 1.3317 13
  81.07 2.5252 25
  82.041 0.7412 7
  82.074 0.2229 2
  83.049 8.271 83
  84.056 1.2236 12
  85.028 0.266 3
  85.065 6.9707 70
  86.069 0.42 4
  87.044 66.0247 660
  87.225 0.1418 1
  87.454 0.164 2
  87.508 0.1713 2
  87.819 0.1228 1
  88.048 2.8388 28
  88.123 0.1185 1
  88.184 0.1132 1
  89.049 0.2844 3
  91.054 0.8744 9
  93.07 2.0345 20
  94.076 0.2936 3
  95.049 1.1291 11
  95.086 7.3067 73
  96.057 0.767 8
  96.089 0.5233 5
  97.065 1.0306 10
  98.073 2.0226 20
  99.044 0.5617 6
  100.051 0.2431 2
  101.06 8.9984 90
  101.139 0.1127 1
  102.064 0.4892 5
  103.056 0.1888 2
  105.07 1.8968 19
  114.068 0.9166 9
  115.074 0.227 2
  116.083 0.7709 8
  123.081 2.812 28
  124.084 0.3148 3
  141.092 10.5324 105
  141.182 0.1547 2
  142.095 1.0221 10
  154.099 0.663 7
//