2-Methoxybenzaldehyde

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  • Identifiers

    CAS number
    135-02-4

    Molecular formula
    C8H8O2

    SMILES
    COC1=CC=CC=C1C=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Sweet 88.62%
    Spicy 74.4%
    Almond 61.79%
    Vanilla 59.7%
    Anisic 58.5%
    Cherry 54.08%
    Cinnamon 53.03%
    Herbal 50.82%
    Phenolic 49.25%
    Bitter 47.06%

    Scent© AI

  • Properties

    XLogP3-AA
    1.7

    Molecular weight
    136.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Melting point expt.

    • 39 °C

    Boiling point

    • 238.00 °C. @ 760.00 mm Hg

    Flash point est.
    86.93 ˚C

    Solubility expt.

    • Soluble in water and propylene glycol
    • Soluble (in ethanol)

  • Synonyms

    • 2-METHOXYBENZALDEHYDE
    • o-Anisaldehyde
    • 135-02-4
    • Benzaldehyde, 2-methoxy-
    • o-Methoxybenzaldehyde
    • 2-Anisaldehyde
    • Salicylaldehyde methyl ether
    • 6-Methoxybenzaldehyde
    • 2-methoxy-benzaldehyde
    • 2-Methoxybenzenecarboxaldehyde
    • Formylanisole, o-
    • Benzaldehyde, o-methoxy-
    • 2-Methoxyphenylformaldehyde
    • Methoxybenzaldehyde
    • EINECS 205-171-7
    • UNII-7CP821WF2W
    • MFCD00003308
    • NSC 58960
    • BRN 0606301
    • 7CP821WF2W
    • o-methoxy benzaldehyde
    • o-methoxy-benzaldehyde
    • DTXSID1051690
    • O-FORMYLANISOLE
    • O-Anisaldehyde, 8CI
    • 2-Methoxy benzaldehyde
    • AI3-01375
    • NSC-58960
    • O-ANISALDEHYDE [FHFI]
    • METHOXYBENZALDEHYDE, O-
    • DTXCID0030245
    • FEMA NO. 4077
    • O-ANISALDEHYDE [USP-RS]
    • 4-08-00-00180 (Beilstein Handbook Reference)
    • O-METHOXYBENZALDEHYDE [FHFI]
    • ortho-anisaldehyde
    • O-ANISALDEHYDE (USP-RS)
    • oAnisaldehyde
    • 2Anisaldehyde
    • o -anisaldehyde
    • orthoanisaldehyde
    • 0-anisaldehyde
    • o- Anisaldehyde
    • Formylanisole, o
    • oMethoxybenzaldehyde
    • methoxy benzaldehyde
    • 6Methoxybenzaldehyde
    • NSC58960
    • Benzaldehyde, omethoxy
    • orthomethoxybenzaldehyde
    • Benzaldehyde, 2methoxy
    • 2Methoxyphenylformaldehyde
    • o-Anisaldehyde, >=97%
    • (2'-methoxyphenyl)methanone
    • 2Methoxybenzenecarboxaldehyde
    • SCHEMBL66490
    • 2-Methoxybenzaldehyde, 98%
    • CHEMBL396295
    • o-Anisaldehyde, >=97%, FG
    • 2-Methoxybenzaldehyde (Standard)
    • CHEBI:172139
    • GCA24849
    • Tox21_303774
    • HY-77995R
    • STK199251
    • o-Anisaldehyde; 2-Methoxybenzaldehyde
    • AKOS000119747
    • AB00311
    • CS-W018515
    • FA59855
    • NCGC00357066-01
    • 2-Methoxybenzaldehyde, analytical standard
    • AS-13064
    • CAS-135-02-4
    • HY-77995
    • SY001108
    • DB-014136
    • o-Anisaldehyde, Salicylaldehyde methyl ether
    • A0479
    • NS00011981
    • EN300-16099
    • D71156
    • 2-Methoxybenzaldehyde;Salicylaldehyde methyl ether
    • Q18465935
    • Z53833342
    • F0913-0491
    • o-Anisaldehyde, United States Pharmacopeia (USP) Reference Standard

  • Applications

    o-Anisaldehyde (CAS 135-02-4) is an aromatic aldehyde with a warm, sweet odor that is widely employed as a flavor-fragrance ingredient in cosmetics, perfumes, tobacco, and food products; it also serves as a versatile intermediate for pharmaceuticals, agrochemicals, azo colorants, and is a well-known chromogenic reagent in thin-layer chromatography for visualizing alkaloids, steroids, sugars, and fatty acids; in the laboratory it functions as an odor-masking agent, a metal-chelating auxiliary in organic synthesis, and a fragrance modulator in epoxy resins, coatings, and printing inks; owing to the reactivity of its aldehyde group and anisyl ring, o-anisaldehyde facilitates C–C, C–N, and C–O bond-forming reactions, thereby expanding its utility in functional material research, chemical sensing, and cosmetopharmaceutical formulations that require a mild, stable scent profile.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 392.34
    methanol 471.65
    isopropanol 205.94
    water 4.55
    ethyl acetate 679.61
    n-propanol 280.42
    acetone 848.97
    n-butanol 217.25
    acetonitrile 902.02
    DMF 842.2
    toluene 221.83
    isobutanol 161.15
    1,4-dioxane 1750.02
    methyl acetate 731.48
    THF 1235.03
    2-butanone 561.5
    n-pentanol 159.01
    sec-butanol 164.59
    n-hexane 40.7
    ethylene glycol 245.72
    NMP 700.29
    cyclohexane 79.04
    DMSO 1518.53
    n-butyl acetate 287.08
    n-octanol 96.18
    chloroform 1371.02
    n-propyl acetate 373.82
    acetic acid 555.63
    dichloromethane 1749.67
    cyclohexanone 713.07
    propylene glycol 128.39
    isopropyl acetate 286.05
    DMAc 478.31
    2-ethoxyethanol 478.78
    isopentanol 164.11
    n-heptane 36.22
    ethyl formate 462.69
    1,2-dichloroethane 1300.48
    n-hexanol 174.84
    2-methoxyethanol 757.96
    isobutyl acetate 197.48
    tetrachloromethane 267.5
    n-pentyl acetate 154.06
    transcutol 779.84
    n-heptanol 89.18
    ethylbenzene 123.67
    MIBK 243.94
    2-propoxyethanol 412.03
    tert-butanol 296.23
    MTBE 276.28
    2-butoxyethanol 202.17
    propionic acid 396.66
    o-xylene 129.15
    formic acid 262.61
    diethyl ether 513.74
    m-xylene 150.17
    p-xylene 152.38
    chlorobenzene 377.69
    dimethyl carbonate 296.38
    n-octane 18.16
    formamide 497.87
    cyclopentanone 963.23
    2-pentanone 435.6
    anisole 342.1
    cyclopentyl methyl ether 482.96
    gamma-butyrolactone 1261.35
    1-methoxy-2-propanol 402.68
    pyridine 756.18
    3-pentanone 349.35
    furfural 919.1
    n-dodecane 16.84
    diethylene glycol 466.68
    diisopropyl ether 118.16
    tert-amyl alcohol 192.73
    acetylacetone 569.39
    n-hexadecane 19.49
    acetophenone 263.7
    methyl propionate 470.93
    isopentyl acetate 211.28
    trichloroethylene 1758.29
    n-nonanol 87.96
    cyclohexanol 224.7
    benzyl alcohol 217.09
    2-ethylhexanol 115.48
    isooctanol 77.39
    dipropyl ether 188.81
    1,2-dichlorobenzene 321.07
    ethyl lactate 163.15
    propylene carbonate 559.94
    n-methylformamide 622.59
    2-pentanol 133.01
    n-pentane 36.42
    1-propoxy-2-propanol 238.13
    1-methoxy-2-propyl acetate 280.44
    2-(2-methoxypropoxy) propanol 207.67
    mesitylene 107.78
    ε-caprolactone 586.86
    p-cymene 74.04
    epichlorohydrin 1622.16
    1,1,1-trichloroethane 879.15
    2-aminoethanol 251.34
    morpholine-4-carbaldehyde 853.25
    sulfolane 1332.72
    2,2,4-trimethylpentane 22.77
    2-methyltetrahydrofuran 743.51
    n-hexyl acetate 217.3
    isooctane 21.76
    2-(2-butoxyethoxy)ethanol 281.46
    sec-butyl acetate 206.15
    tert-butyl acetate 299.49
    decalin 42.23
    glycerin 243.66
    diglyme 604.49
    acrylic acid 411.57
    isopropyl myristate 101.39
    n-butyric acid 403.84
    acetyl acetate 397.99
    di(2-ethylhexyl) phthalate 83.0
    ethyl propionate 318.56
    nitromethane 1535.55
    1,2-diethoxyethane 317.04
    benzonitrile 322.92
    trioctyl phosphate 69.15
    1-bromopropane 478.04
    gamma-valerolactone 1077.66
    n-decanol 72.56
    triethyl phosphate 124.7
    4-methyl-2-pentanol 87.57
    propionitrile 500.04
    vinylene carbonate 530.51
    1,1,2-trichlorotrifluoroethane 739.33
    DMS 271.96
    cumene 86.06
    2-octanol 65.58
    2-hexanone 303.74
    octyl acetate 122.09
    limonene 103.9
    1,2-dimethoxyethane 824.63
    ethyl orthosilicate 111.17
    tributyl phosphate 84.02
    diacetone alcohol 305.9
    N,N-dimethylaniline 180.11
    acrylonitrile 727.75
    aniline 278.62
    1,3-propanediol 342.77
    bromobenzene 408.66
    dibromomethane 1024.68
    1,1,2,2-tetrachloroethane 1105.56
    2-methyl-cyclohexyl acetate 150.35
    tetrabutyl urea 110.42
    diisobutyl methanol 79.31
    2-phenylethanol 196.37
    styrene 176.65
    dioctyl adipate 142.6
    dimethyl sulfate 478.89
    ethyl butyrate 228.72
    methyl lactate 216.45
    butyl lactate 112.78
    diethyl carbonate 175.09
    propanediol butyl ether 155.36
    triethyl orthoformate 147.88
    p-tert-butyltoluene 72.9
    methyl 4-tert-butylbenzoate 193.31
    morpholine 1305.06
    tert-butylamine 157.88
    n-dodecanol 61.04
    dimethoxymethane 671.84
    ethylene carbonate 465.56
    cyrene 224.36
    2-ethoxyethyl acetate 251.82
    2-ethylhexyl acetate 167.7
    1,2,4-trichlorobenzene 361.77
    4-methylpyridine 517.92
    dibutyl ether 138.89
    2,6-dimethyl-4-heptanol 79.31
    DEF 476.0
    dimethyl isosorbide 361.97
    tetrachloroethylene 760.93
    eugenol 199.07
    triacetin 219.07
    span 80 150.77
    1,4-butanediol 152.53
    1,1-dichloroethane 894.58
    2-methyl-1-pentanol 136.57
    methyl formate 604.17
    2-methyl-1-butanol 146.86
    n-decane 25.38
    butyronitrile 412.74
    3,7-dimethyl-1-octanol 98.28
    1-chlorooctane 96.93
    1-chlorotetradecane 46.73
    n-nonane 25.44
    undecane 20.06
    tert-butylcyclohexane 39.92
    cyclooctane 31.51
    cyclopentanol 287.17
    tetrahydropyran 891.73
    tert-amyl methyl ether 194.44
    2,5,8-trioxanonane 388.09
    1-hexene 120.1
    2-isopropoxyethanol 281.52
    2,2,2-trifluoroethanol 267.2
    methyl butyrate 418.53

    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
Jonquil (Japan) 8023-75-4 Narcissus jonquilla L., fam. Amaryllidaceae 0.08%
Narcissus (Japan) 1a 8023-75-4 Narcissus tazetta L. (N. poeticus L.), fam. Amarillidaceae 0.15%
Narcissus (Japan) 1b 8023-75-4 Narcissus tazetta L. (N. poeticus L.), fam. Amaryllidaceae 0.1%
Cassia, branch & leaf 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 4.0%
Cassia, bark 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 1.8%
Cassia, branch & leaf (China) 1a 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.56%
Cassia, bark (China) 1 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.36%
Cassia, bark (China) 2 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.7%
Cassia, branch & leaf (China) 1b 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.56%
Cassia, bark (China) 5 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.93%
Cassia, bark (China) 4a 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.12%
Cassia, leaf (China) 4b 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.1%