ACCESSION: MSBNK-MSSJ-MSJ02088
RECORD_TITLE: rac-(S)-1-((2R,5R)-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-2705A-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$NAME: rac-(S)-1-((2R,5R)-5-(Hydroxymethyl)tetrahydrofuran-2-yl)but-3-en-2-ol
CH$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$LINK: INCHIKEY AIGFNCGWXQJZIU-IWSPIJDZSA-N
CH$LINK: PUBCHEM CID:132534596

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$SPLASH: splash10-0a4r-9000000000-51616cf6a3bbd83ea227
PK$NUM_PEAK: 111
PK$PEAK: m/z int. rel.int.
  26.015 0.4915 5
  27.023 9.9568 99
  28.006 2.8297 28
  28.031 3.0555 31
  29.002 8.7005 87
  29.039 12.8812 129
  29.08 0.1773 2
  30.009 0.3223 3
  30.043 0.3435 3
  31.018 14.1082 141
  31.063 0.1514 2
  31.99 0.2904 3
  32.023 0.2888 3
  39.023 8.3558 83
  40.03 1.2686 13
  41.039 20.2639 202
  41.091 0.2096 2
  42.01 1.5524 16
  42.046 2.8274 28
  43.018 15.1257 151
  43.055 4.0442 40
  43.108 0.1246 1
  44.026 4.3415 43
  44.058 0.1881 2
  45.034 3.689 37
  47.013 0.2993 3
  51.023 0.7611 8
  52.031 0.4752 5
  53.039 4.5749 46
  54.047 5.3142 53
  55.018 13.4467 134
  55.054 21.8178 218
  56.026 3.8608 39
  56.061 3.0157 30
  57.034 100 999
  57.07 5.3176 53
  57.407 0.2776 3
  57.662 0.1899 2
  57.91 0.1235 1
  57.951 0.1362 1
  58.039 4.4939 45
  58.074 0.2521 3
  59.049 2.1922 22
  60.021 0.2644 3
  61.029 1.3176 13
  65.039 1.2562 13
  66.046 0.8339 8
  67.054 15.6751 157
  67.119 0.1718 2
  68.026 0.9053 9
  68.061 2.521 25
  69.034 14.5234 145
  69.07 1.515 15
  70.041 3.4089 34
  70.076 0.2555 3
  71.013 0.2485 2
  71.049 11.1091 111
  71.117 0.1162 1
  72.054 0.7039 7
  73.028 0.3001 3
  73.065 0.9289 9
  74.036 0.5056 5
  77.039 2.1723 22
  78.045 0.3939 4
  79.054 15.1355 151
  79.127 0.1711 2
  80.061 4.9569 50
  81.034 1.4857 15
  81.07 3.0259 30
  82.041 0.8549 9
  82.075 0.2437 2
  83.049 10.6386 106
  83.122 0.1349 1
  84.056 1.6125 16
  85.028 0.323 3
  85.065 9.7058 97
  85.138 0.1311 1
  86.069 0.6375 6
  87.044 77.4118 773
  87.505 0.2195 2
  87.822 0.1488 1
  88.048 3.4798 35
  88.154 0.1347 1
  89.049 0.3856 4
  91.055 0.9651 10
  93.07 2.4975 25
  94.075 0.3742 4
  95.049 1.4435 14
  95.086 8.4861 85
  95.166 0.1265 1
  96.057 1.1525 12
  96.089 0.6868 7
  97.065 1.3641 14
  98.073 3.8653 39
  99.044 0.6756 7
  99.077 0.3227 3
  100.052 0.3641 4
  101.06 14.178 142
  102.063 0.7764 8
  103.057 0.225 2
  105.07 2.3246 23
  114.068 1.8021 18
  115.074 0.3964 4
  116.084 2.0355 20
  117.056 0.1749 2
  123.081 3.3069 33
  124.086 0.4101 4
  141.092 14.9932 150
  142.096 1.5333 15
  143.083 0.1813 2
  154.099 0.7978 8
//