2-Aminobenzaldehyde

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    529-23-7

    Molecular formula
    C7H7NO

    SMILES
    C1=CC=C(C(=C1)C=O)N

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1222.0
    • Carbowax: 2182.0

  • Odor profile

    Sweet 49.06%
    Bitter 43.68%
    Almond 43.52%
    Cherry 38.31%
    Floral 38.24%
    Grape 35.74%
    Burnt 32.23%
    Fruity 32.2%
    Phenolic 31.92%
    Nutty 29.31%

    Scent© AI

  • Properties

    XLogP3-AA
    1.6

    Molecular weight
    121.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    252°C

    Flash point est.
    119.61 ˚C

  • Synonyms

    • 2-Aminobenzaldehyde
    • 529-23-7
    • o-Aminobenzaldehyde
    • Anthranilaldehyde
    • Benzaldehyde, 2-amino-
    • 2-Formylaniline
    • 2-amino-benzaldehyde
    • EG769PG2AX
    • MFCD00007709
    • Ortho aminobenzaldehyde
    • EINECS 208-454-3
    • AI3-52264
    • DTXSID6060183
    • FXWFZIRWWNPPOV-UHFFFAOYSA-
    • aminobenzaldehyde
    • O-amino benzaldehyde
    • anthranil aldehyde
    • m-Amino benzaldehyde
    • aniline, 2-formyl-
    • UNII-EG769PG2AX
    • 2-ABA
    • SCHEMBL25505
    • 2-Aminobenzaldehyde, >=98%
    • ghl.PD_Mitscher_leg0.1278
    • DTXCID4041317
    • SCHEMBL14562109
    • BCP07330
    • BBL100092
    • STL280125
    • AKOS006221234
    • CS-W007486
    • FA71614
    • GS-3280
    • SY024955
    • DB-005184
    • NS00032615
    • EN300-118143
    • 10.14272/FXWFZIRWWNPPOV-UHFFFAOYSA-N.1
    • doi:10.14272/FXWFZIRWWNPPOV-UHFFFAOYSA-N.1
    • Q21099244
    • 2-Formylaniline, Anthranilaldehyde, o-Aminobenzaldehyde
    • Z3034936011

  • Applications

    2-Aminobenzaldehyde (o-aminobenzaldehyde, CAS 529-23-7) is a highly versatile bifunctional aromatic building block (–NH2 and –CHO) widely used as a synthesis intermediate in pharmaceuticals and agrochemicals; as a key precursor to N-heterocycles via condensations, imine (Schiff base) formation and cyclizations—most notably quinazoline/quinazolinone, benzimidazole, quinoline and other fused-ring scaffolds; as the aldehyde component in multicomponent reactions (e.g., Hantzsch, Biginelli, Ugi) to assemble drug-like libraries; to generate fluorescent Schiff bases and hydrazones for analytical derivatization, probes and tags (enhancing UV/fluorescence signals for HPLC/LC–MS); to furnish metal-binding ligands for homogeneous catalysis and chemical sensing; as an intermediate for highly conjugated dyes and pigments; and in materials science to introduce amino–aldehyde functionality onto polymers or surfaces, as well as in fundamental studies of intramolecular hydrogen bonding, tautomerism and ESIPT photophysics.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 76.84
    methanol 115.06
    isopropanol 46.69
    water 4.6
    ethyl acetate 155.09
    n-propanol 66.98
    acetone 126.89
    n-butanol 48.18
    acetonitrile 161.47
    DMF 242.82
    toluene 17.91
    isobutanol 34.31
    1,4-dioxane 313.85
    methyl acetate 184.39
    THF 277.19
    2-butanone 128.35
    n-pentanol 40.1
    sec-butanol 35.58
    n-hexane 0.9
    ethylene glycol 31.79
    NMP 166.44
    cyclohexane 1.15
    DMSO 400.88
    n-butyl acetate 56.78
    n-octanol 17.15
    chloroform 69.31
    n-propyl acetate 66.82
    acetic acid 177.8
    dichloromethane 51.21
    cyclohexanone 111.6
    propylene glycol 23.92
    isopropyl acetate 54.26
    DMAc 187.73
    2-ethoxyethanol 94.65
    isopentanol 38.32
    n-heptane 2.47
    ethyl formate 89.93
    1,2-dichloroethane 65.88
    n-hexanol 48.85
    2-methoxyethanol 165.39
    isobutyl acetate 33.41
    tetrachloromethane 12.11
    n-pentyl acetate 26.89
    transcutol 364.94
    n-heptanol 24.15
    ethylbenzene 7.54
    MIBK 50.93
    2-propoxyethanol 106.53
    tert-butanol 63.52
    MTBE 42.47
    2-butoxyethanol 59.34
    propionic acid 125.68
    o-xylene 13.79
    formic acid 134.89
    diethyl ether 74.47
    m-xylene 14.92
    p-xylene 11.62
    chlorobenzene 32.93
    dimethyl carbonate 68.6
    n-octane 0.94
    formamide 235.72
    cyclopentanone 180.4
    2-pentanone 88.66
    anisole 39.98
    cyclopentyl methyl ether 72.47
    gamma-butyrolactone 290.83
    1-methoxy-2-propanol 93.26
    pyridine 116.6
    3-pentanone 69.62
    furfural 186.58
    n-dodecane 0.95
    diethylene glycol 103.55
    diisopropyl ether 13.25
    tert-amyl alcohol 39.86
    acetylacetone 112.79
    n-hexadecane 1.06
    acetophenone 44.3
    methyl propionate 120.54
    isopentyl acetate 41.33
    trichloroethylene 132.66
    n-nonanol 16.84
    cyclohexanol 31.67
    benzyl alcohol 34.4
    2-ethylhexanol 23.61
    isooctanol 19.26
    dipropyl ether 33.64
    1,2-dichlorobenzene 28.9
    ethyl lactate 35.54
    propylene carbonate 122.51
    n-methylformamide 191.28
    2-pentanol 28.26
    n-pentane 0.97
    1-propoxy-2-propanol 66.14
    1-methoxy-2-propyl acetate 73.82
    2-(2-methoxypropoxy) propanol 58.1
    mesitylene 9.52
    ε-caprolactone 107.88
    p-cymene 9.32
    epichlorohydrin 208.08
    1,1,1-trichloroethane 52.89
    2-aminoethanol 62.03
    morpholine-4-carbaldehyde 189.11
    sulfolane 241.77
    2,2,4-trimethylpentane 1.28
    2-methyltetrahydrofuran 128.18
    n-hexyl acetate 35.19
    isooctane 1.45
    2-(2-butoxyethoxy)ethanol 88.59
    sec-butyl acetate 34.6
    tert-butyl acetate 55.69
    decalin 1.41
    glycerin 67.01
    diglyme 182.09
    acrylic acid 116.13
    isopropyl myristate 14.31
    n-butyric acid 117.31
    acetyl acetate 80.81
    di(2-ethylhexyl) phthalate 17.61
    ethyl propionate 55.65
    nitromethane 438.64
    1,2-diethoxyethane 79.33
    benzonitrile 43.45
    trioctyl phosphate 13.48
    1-bromopropane 21.74
    gamma-valerolactone 233.25
    n-decanol 12.81
    triethyl phosphate 23.86
    4-methyl-2-pentanol 20.51
    propionitrile 91.73
    vinylene carbonate 108.33
    1,1,2-trichlorotrifluoroethane 138.87
    DMS 48.34
    cumene 7.26
    2-octanol 12.53
    2-hexanone 61.33
    octyl acetate 19.95
    limonene 13.17
    1,2-dimethoxyethane 157.39
    ethyl orthosilicate 21.47
    tributyl phosphate 16.67
    diacetone alcohol 78.78
    N,N-dimethylaniline 24.34
    acrylonitrile 126.91
    aniline 40.85
    1,3-propanediol 79.82
    bromobenzene 22.94
    dibromomethane 28.35
    1,1,2,2-tetrachloroethane 95.89
    2-methyl-cyclohexyl acetate 30.79
    tetrabutyl urea 22.01
    diisobutyl methanol 15.66
    2-phenylethanol 39.76
    styrene 9.57
    dioctyl adipate 24.61
    dimethyl sulfate 106.61
    ethyl butyrate 46.09
    methyl lactate 60.32
    butyl lactate 27.56
    diethyl carbonate 34.36
    propanediol butyl ether 41.91
    triethyl orthoformate 31.32
    p-tert-butyltoluene 9.14
    methyl 4-tert-butylbenzoate 39.97
    morpholine 234.53
    tert-butylamine 28.27
    n-dodecanol 9.79
    dimethoxymethane 146.03
    ethylene carbonate 85.26
    cyrene 59.19
    2-ethoxyethyl acetate 56.34
    2-ethylhexyl acetate 30.97
    1,2,4-trichlorobenzene 38.71
    4-methylpyridine 78.21
    dibutyl ether 19.36
    2,6-dimethyl-4-heptanol 15.66
    DEF 106.37
    dimethyl isosorbide 98.52
    tetrachloroethylene 61.44
    eugenol 43.8
    triacetin 49.68
    span 80 41.25
    1,4-butanediol 30.79
    1,1-dichloroethane 52.08
    2-methyl-1-pentanol 31.32
    methyl formate 148.09
    2-methyl-1-butanol 32.5
    n-decane 1.45
    butyronitrile 64.97
    3,7-dimethyl-1-octanol 17.89
    1-chlorooctane 8.28
    1-chlorotetradecane 3.58
    n-nonane 1.2
    undecane 1.14
    tert-butylcyclohexane 1.77
    cyclooctane 0.63
    cyclopentanol 47.85
    tetrahydropyran 128.82
    tert-amyl methyl ether 28.68
    2,5,8-trioxanonane 119.16
    1-hexene 6.14
    2-isopropoxyethanol 61.53
    2,2,2-trifluoroethanol 93.78
    methyl butyrate 69.04

    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

Botanical

Name CAS Botanical Proportion
Genet headspace 1 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 11.0%
Coronilla emerus headspace Coronilla emerus L., fam. Leguminosae 0.1%
False acacia headspace (Black locust) Robinia pseudoacacia L. (False acacia) (Black locust), fam. Leguminosae 31.5%
Pittosporum tobira flower headspace Pittosporum tobira Ait., fam. Pittosporaceae 1.6%
Seringat headspace Philadelphus coronarius L., fam. Oleaceae 2.0%
False acacia flower (Black locust flower) 2 Robinia pseudoacacia L. (False acacia) (Black locust), fam. Leguminosae 3.9%
Lemon flower headspace (clone SG) 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.08%
Lemon flower headspace (clone ZH) 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.02%
Tulip sylvestre Tulipa sylvestris L., fam. Liliaceae 10.71%
Tulip sylvestre (headspace) Tulipa sylvestris L., fam. Liliaceae 10.71%
Gourd, bitter (Columbia) flower headspace Momordica charantia, fam. Cucurbitaceae 27.0%
Cassie absolute 1a extract 8023-82-3 Acacia farnesiana (L.) Willd., fam. Mimosaceae (Leguminosae) 0.5%