Bis(bromomethyl) butanedioate
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Identifiers
Molecular formula
C6H8Br2O4SMILES
C(CC(=O)OCBr)C(=O)OCBr
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Odor profile
Fragrance Odorless 45.59% Fruity 37.07% Winey 34.67% Ethereal 25.99% Oily 23.66% Sweet 22.23% Sour 21.61% Fatty 21.08% Alcoholic 20.62% Fresh 20.11% Flavor Odorless 46.26% Fruity 39.34% Mild 31.91% Very mild 30.11% Yeast 25.01% Sweet-like 23.61% Musty 23.57% Creamy 23.45% Grape 23.21% Cooked 22.79% Odor impact est.
Medium -
Properties
XLogP3-AA
2.2pKa est.
8.61 (weak base)Molecular weight
303.93 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowBoiling point est.
305°CFlash point
- 128.58 ˚C est.
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Applications
Bis(bromomethyl) butanedioate is an organic synthesis building block used in industrial contexts. It is employed as a reactive functionalization agent to introduce bromomethyl groups into molecules, enabling crosslinking and post-functionalization in polymer, resin, coatings, plastics, and adhesive formulations. It also serves as a precursor for bromomethyl derivatives used in specialty materials for electronics and optical coatings. Additionally, it may function as a reactive intermediate in manufacturing processes to prepare more complex bromomethyl compounds and intermediates for plastics and rubber applications.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 9.57 methanol 11.11 isopropanol 7.85 water 0.35 ethyl acetate 58.42 n-propanol 8.33 acetone 78.62 n-butanol 8.01 acetonitrile 63.62 DMF 126.71 toluene 42.53 isobutanol 7.6 1,4-dioxane 110.26 methyl acetate 74.54 THF 133.64 2-butanone 55.33 n-pentanol 9.79 sec-butanol 9.4 n-hexane 7.37 ethylene glycol 3.42 NMP 269.26 cyclohexane 14.43 DMSO 151.43 n-butyl acetate 40.57 n-octanol 10.4 chloroform 114.51 n-propyl acetate 44.83 acetic acid 35.61 dichloromethane 154.98 cyclohexanone 90.52 propylene glycol 2.29 isopropyl acetate 39.31 DMAc 232.56 2-ethoxyethanol 34.67 isopentanol 9.96 n-heptane 8.31 ethyl formate 35.13 1,2-dichloroethane 91.54 n-hexanol 9.89 2-methoxyethanol 36.64 isobutyl acetate 25.97 tetrachloromethane 20.38 n-pentyl acetate 29.28 transcutol 96.31 n-heptanol 7.71 ethylbenzene 27.96 MIBK 29.9 2-propoxyethanol 31.63 tert-butanol 14.26 MTBE 34.6 2-butoxyethanol 22.94 propionic acid 17.85 o-xylene 38.98 formic acid 16.47 diethyl ether 44.0 m-xylene 27.57 p-xylene 39.3 chlorobenzene 50.75 dimethyl carbonate 37.25 n-octane 4.39 formamide 45.01 cyclopentanone 123.46 2-pentanone 40.54 anisole 65.32 cyclopentyl methyl ether 69.15 gamma-butyrolactone 153.88 1-methoxy-2-propanol 23.74 pyridine 113.71 3-pentanone 50.12 furfural 171.72 n-dodecane 3.55 diethylene glycol 23.33 diisopropyl ether 20.33 tert-amyl alcohol 16.25 acetylacetone 83.31 n-hexadecane 4.13 acetophenone 81.71 methyl propionate 49.82 isopentyl acetate 36.13 trichloroethylene 167.68 n-nonanol 11.51 cyclohexanol 16.62 benzyl alcohol 32.97 2-ethylhexanol 13.74 isooctanol 8.18 dipropyl ether 33.98 1,2-dichlorobenzene 61.79 ethyl lactate 20.14 propylene carbonate 70.3 n-methylformamide 42.88 2-pentanol 8.32 n-pentane 5.87 1-propoxy-2-propanol 25.8 1-methoxy-2-propyl acetate 48.69 2-(2-methoxypropoxy) propanol 43.79 mesitylene 20.9 ε-caprolactone 84.17 p-cymene 20.46 epichlorohydrin 151.11 1,1,1-trichloroethane 75.92 2-aminoethanol 6.24 morpholine-4-carbaldehyde 194.71 sulfolane 185.84 2,2,4-trimethylpentane 4.69 2-methyltetrahydrofuran 102.36 n-hexyl acetate 33.15 isooctane 2.53 2-(2-butoxyethoxy)ethanol 42.29 sec-butyl acetate 33.58 tert-butyl acetate 43.52 decalin 9.89 glycerin 5.74 diglyme 110.03 acrylic acid 22.49 isopropyl myristate 21.06 n-butyric acid 19.5 acetyl acetate 59.89 di(2-ethylhexyl) phthalate 22.53 ethyl propionate 47.6 nitromethane 143.29 1,2-diethoxyethane 60.21 benzonitrile 57.63 trioctyl phosphate 13.34 1-bromopropane 41.86 gamma-valerolactone 167.36 n-decanol 9.86 triethyl phosphate 34.37 4-methyl-2-pentanol 7.26 propionitrile 31.31 vinylene carbonate 67.71 1,1,2-trichlorotrifluoroethane 88.38 DMS 52.7 cumene 20.57 2-octanol 7.46 2-hexanone 40.91 octyl acetate 23.36 limonene 28.62 1,2-dimethoxyethane 116.79 ethyl orthosilicate 31.9 tributyl phosphate 19.18 diacetone alcohol 32.67 N,N-dimethylaniline 60.71 acrylonitrile 46.73 aniline 33.42 1,3-propanediol 8.36 bromobenzene 62.23 dibromomethane 90.86 1,1,2,2-tetrachloroethane 117.6 2-methyl-cyclohexyl acetate 41.78 tetrabutyl urea 32.57 diisobutyl methanol 11.75 2-phenylethanol 28.61 styrene 36.83 dioctyl adipate 34.91 dimethyl sulfate 82.78 ethyl butyrate 47.09 methyl lactate 20.15 butyl lactate 18.58 diethyl carbonate 37.52 propanediol butyl ether 14.74 triethyl orthoformate 39.28 p-tert-butyltoluene 18.32 methyl 4-tert-butylbenzoate 51.33 morpholine 93.4 tert-butylamine 11.13 n-dodecanol 8.61 dimethoxymethane 71.26 ethylene carbonate 52.25 cyrene 62.22 2-ethoxyethyl acetate 50.9 2-ethylhexyl acetate 35.55 1,2,4-trichlorobenzene 77.19 4-methylpyridine 95.95 dibutyl ether 27.25 2,6-dimethyl-4-heptanol 11.75 DEF 82.3 dimethyl isosorbide 100.18 tetrachloroethylene 81.31 eugenol 43.99 triacetin 59.39 span 80 28.95 1,4-butanediol 6.05 1,1-dichloroethane 57.89 2-methyl-1-pentanol 13.39 methyl formate 44.08 2-methyl-1-butanol 9.85 n-decane 5.33 butyronitrile 26.03 3,7-dimethyl-1-octanol 13.46 1-chlorooctane 13.18 1-chlorotetradecane 8.04 n-nonane 5.0 undecane 4.26 tert-butylcyclohexane 6.84 cyclooctane 7.6 cyclopentanol 20.93 tetrahydropyran 63.6 tert-amyl methyl ether 38.92 2,5,8-trioxanonane 88.56 1-hexene 14.93 2-isopropoxyethanol 28.84 2,2,2-trifluoroethanol 28.96 methyl butyrate 54.37 Scent© AI
| 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 |