Hydroxymethyl dioxoazabicyclooctane

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  • Identifiers

    CAS number
    6542-37-6

    Molecular formula
    C6H11NO3

    SMILES
    C1C2(COCN2CO1)CO

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 42.7%
    Sweet 40.53%
    Fishy 36.2%
    Animal 23.12%
    Nutty 20.17%
    Alcoholic 19.41%
    Cooling 17.84%
    Popcorn 16.77%
    Oily 16.61%
    Solvent 16.13%

     

    Flavor
    Bitter 55.57%
    Fatty 29.88%
    Roasted 26.92%
    Sweet-like 23.21%
    Sweet 23.04%
    Alkaline 22.16%
    Cauliflower 21.4%
    Cereal 20.9%
    Bouillon 20.76%
    Naphthalic 20.63%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.1

    pKa est.
    7.14 (neutral)

    Molecular weight
    145.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    248°C

    Flash point

    • 130.79 ˚C est.

  • Synonyms

    • 1H,3H,5H-Oxazolo[3,4-c]oxazole-7a(7H)-methanol
    • Oxazolidine T
    • Hydroxymethyl dioxoazabicyclooctane
    • Zoldine ZT 55
    • M 3 (heterocycle)
    • Bonding agent M 3
    • Zoldine ZT 40
    • Zoldine ZT 65
    • Zoldine ZT 100
    • M 3 (curing agent)
    • Caswell No. 495AB
    • 5-Hydroxymethyl-1-aza-3,7-dioxabicyclo(3.3.0)octane
    • EINECS 229-457-6
    • 1-Aza-3,7-dioxa-5-hydroxymethylbicyclo(3.3.0)octane
    • 1EW6VI91PT
    • EPA Pesticide Chemical Code 107002
    • NSC 270787
    • BRN 0107344
    • 1-Aza-5-methylol-3,7-dioxabicyclo(3.3.0)octane
    • 1H,3H,5H-Oxazolo(3,4-c)oxazole-7a(7H)-methanol
    • ZOLDINE ZT
    • 7-Hydroxymethyl-1,5-dioxo-3-aza-bicyclooctane
    • NSC-270787
    • 1-Aza-3,7-dioxabicyclo(3.3.0)oct-5-ylmethanol
    • 5-Methylol-1-aza-3,7-dioxabicyclo(3.3.0)octane
    • 1H,3H,5H-Oxazolo(3,4-c)oxazole-7a,(7H)-methanol
    • 1-Aza-5-hydroxymethyl-3,7-dioxabicyclo(3.3.0)octane
    • 5-(Hydroxymethyl)-1-aza-3,7-dioxabicyclo(3.3.0)octane
    • DTXSID4034289
    • 4-27-00-06389 (Beilstein Handbook Reference)
    • 5-Hydroxymethyl-1-aza-3,7-dioxabicyclo[3.3.0]octane
    • OXAZOLO(3,4-C)OXAZOLE-7A(7H)-METHANOL, 1H,3H,5H-
    • 5-Methylol-1-aza-3,7-dioxabicyclo[3.3.0]octane
    • RefChem:789526
    • DTXCID2014289
    • HYDROXYMETHYL DIOXOAZABICYCLOOCTANE [INCI]
    • 6542-37-6
    • (Tetrahydro-1H-oxazolo[3,4-c]oxazol-7a-yl)methanol
    • GDUE
    • MFCD00191761
    • 1,3,5,7-tetrahydro-[1,3]oxazolo[3,4-c][1,3]oxazol-7a-ylmethanol
    • 1-AZA-3,7-DIOXABICYCLO[3.3.0]OCTANE-5-METHANOL
    • M 3
    • 1H-[1,3]oxazolo[3,4-c][1,3]oxazol-7(7H)-ylmethanol
    • 1H-[1,3]oxazolo[3,4-c][1,3]oxazol-7a(7H)-ylmethanol
    • UNII-1EW6VI91PT
    • Nuosept 95
    • Oprea1_639443
    • SCHEMBL236756
    • 1,3,5,7-tetrahydrooxazolo[3,4-c]oxazol-7a-ylmethanol
    • BFHKYHMIVDBCPC-UHFFFAOYSA-N
    • ALBB-035767
    • NSC270787
    • STK315348
    • AKOS003789984
    • AKOS015912704
    • RS-0049
    • SY106320
    • DB-259560
    • CS-0117815
    • NS00013761
    • C76049
    • 1H,5H-Oxazolo[3,4-c]oxazole-7a(7H)-methanol
    • Q27252336
    • (1H,3H,5H-[1,3]Oxazolo[3,4-c][1,3]oxazol-7a(7H)-yl)methanol
    • 6542-37-6

  • Applications

    Hydroxymethyl dioxoazabicyclooctane (CAS 6542-37-6) is primarily used as an organic building block in chemical synthesis. It is commonly employed as an intermediate in the preparation of pharmaceutical and specialty chemicals, as a potential chiral auxiliary or ligand precursor for asymmetric synthesis, and as a functional monomer or crosslinking component in specialized polymers and coatings. The compound may also serve as a reactive intermediate in agrochemical routes and other niche chemical processes, and it can be evaluated for incorporation into high-performance materials that benefit from its rigid bicyclic framework and hydroxymethyl functionality. All uses are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 117.4
    methanol 248.4
    isopropanol 60.1
    water 922.32
    ethyl acetate 41.88
    n-propanol 71.93
    acetone 53.52
    n-butanol 58.61
    acetonitrile 66.49
    DMF 327.34
    toluene 5.83
    isobutanol 42.46
    1,4-dioxane 59.81
    methyl acetate 39.7
    THF 93.02
    2-butanone 32.57
    n-pentanol 21.25
    sec-butanol 38.8
    n-hexane 0.6
    ethylene glycol 181.17
    NMP 182.98
    cyclohexane 2.0
    DMSO 244.24
    n-butyl acetate 11.85
    n-octanol 12.7
    chloroform 122.74
    n-propyl acetate 15.55
    acetic acid 581.93
    dichloromethane 114.71
    cyclohexanone 48.09
    propylene glycol 94.4
    isopropyl acetate 21.34
    DMAc 188.37
    2-ethoxyethanol 114.34
    isopentanol 34.63
    n-heptane 1.6
    ethyl formate 65.78
    1,2-dichloroethane 43.13
    n-hexanol 16.39
    2-methoxyethanol 288.57
    isobutyl acetate 8.89
    tetrachloromethane 25.98
    n-pentyl acetate 11.92
    transcutol 134.65
    n-heptanol 16.52
    ethylbenzene 2.45
    MIBK 21.19
    2-propoxyethanol 71.88
    tert-butanol 43.94
    MTBE 11.91
    2-butoxyethanol 55.57
    propionic acid 120.81
    o-xylene 6.34
    formic acid 1267.17
    diethyl ether 17.75
    m-xylene 6.71
    p-xylene 4.22
    chlorobenzene 13.78
    dimethyl carbonate 30.65
    n-octane 0.87
    formamide 1100.81
    cyclopentanone 83.79
    2-pentanone 32.22
    anisole 11.42
    cyclopentyl methyl ether 30.45
    gamma-butyrolactone 139.59
    1-methoxy-2-propanol 156.36
    pyridine 53.3
    3-pentanone 21.48
    furfural 167.61
    n-dodecane 0.69
    diethylene glycol 111.89
    diisopropyl ether 5.41
    tert-amyl alcohol 31.18
    acetylacetone 43.5
    n-hexadecane 0.74
    acetophenone 19.99
    methyl propionate 42.26
    isopentyl acetate 10.0
    trichloroethylene 113.72
    n-nonanol 11.98
    cyclohexanol 31.92
    benzyl alcohol 23.56
    2-ethylhexanol 8.96
    isooctanol 12.53
    dipropyl ether 9.43
    1,2-dichlorobenzene 16.79
    ethyl lactate 25.42
    propylene carbonate 66.01
    n-methylformamide 294.65
    2-pentanol 27.95
    n-pentane 1.47
    1-propoxy-2-propanol 40.8
    1-methoxy-2-propyl acetate 25.39
    2-(2-methoxypropoxy) propanol 37.74
    mesitylene 5.1
    ε-caprolactone 53.57
    p-cymene 4.48
    epichlorohydrin 111.92
    1,1,1-trichloroethane 36.24
    2-aminoethanol 211.76
    morpholine-4-carbaldehyde 176.25
    sulfolane 149.96
    2,2,4-trimethylpentane 1.08
    2-methyltetrahydrofuran 43.87
    n-hexyl acetate 14.52
    isooctane 0.86
    2-(2-butoxyethoxy)ethanol 50.93
    sec-butyl acetate 9.4
    tert-butyl acetate 19.29
    decalin 0.85
    glycerin 241.16
    diglyme 100.9
    acrylic acid 183.49
    isopropyl myristate 6.02
    n-butyric acid 136.65
    acetyl acetate 37.39
    di(2-ethylhexyl) phthalate 10.05
    ethyl propionate 15.62
    nitromethane 503.25
    1,2-diethoxyethane 16.71
    benzonitrile 23.86
    trioctyl phosphate 7.39
    1-bromopropane 13.53
    gamma-valerolactone 139.55
    n-decanol 8.07
    triethyl phosphate 12.21
    4-methyl-2-pentanol 14.84
    propionitrile 36.3
    vinylene carbonate 75.14
    1,1,2-trichlorotrifluoroethane 223.97
    DMS 14.14
    cumene 2.68
    2-octanol 8.93
    2-hexanone 11.34
    octyl acetate 8.64
    limonene 6.35
    1,2-dimethoxyethane 71.27
    ethyl orthosilicate 10.84
    tributyl phosphate 8.62
    diacetone alcohol 48.35
    N,N-dimethylaniline 11.51
    acrylonitrile 65.49
    aniline 27.53
    1,3-propanediol 198.11
    bromobenzene 10.7
    dibromomethane 49.44
    1,1,2,2-tetrachloroethane 75.59
    2-methyl-cyclohexyl acetate 11.81
    tetrabutyl urea 12.33
    diisobutyl methanol 6.72
    2-phenylethanol 19.7
    styrene 3.01
    dioctyl adipate 10.7
    dimethyl sulfate 70.42
    ethyl butyrate 15.38
    methyl lactate 61.2
    butyl lactate 19.07
    diethyl carbonate 11.36
    propanediol butyl ether 42.41
    triethyl orthoformate 13.35
    p-tert-butyltoluene 4.51
    methyl 4-tert-butylbenzoate 28.16
    morpholine 99.37
    tert-butylamine 19.36
    n-dodecanol 5.59
    dimethoxymethane 93.15
    ethylene carbonate 51.55
    cyrene 51.83
    2-ethoxyethyl acetate 20.66
    2-ethylhexyl acetate 7.43
    1,2,4-trichlorobenzene 22.21
    4-methylpyridine 32.18
    dibutyl ether 6.63
    2,6-dimethyl-4-heptanol 6.72
    DEF 66.12
    dimethyl isosorbide 53.56
    tetrachloroethylene 65.18
    eugenol 33.92
    triacetin 24.01
    span 80 30.13
    1,4-butanediol 57.74
    1,1-dichloroethane 36.68
    2-methyl-1-pentanol 14.17
    methyl formate 164.02
    2-methyl-1-butanol 33.9
    n-decane 1.16
    butyronitrile 37.35
    3,7-dimethyl-1-octanol 10.48
    1-chlorooctane 4.44
    1-chlorotetradecane 1.82
    n-nonane 1.04
    undecane 0.86
    tert-butylcyclohexane 0.76
    cyclooctane 1.03
    cyclopentanol 54.4
    tetrahydropyran 30.58
    tert-amyl methyl ether 12.31
    2,5,8-trioxanonane 70.02
    1-hexene 1.95
    2-isopropoxyethanol 47.88
    2,2,2-trifluoroethanol 465.65
    methyl butyrate 21.96

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction