gamma-Butyrolactone
-
Identifiers
CAS number
96-48-0Molecular formula
C4H6O2SMILES
C1CC(=O)OC1
Safety labels
Corrosive
Acute Toxic
IrritantRetention indicies (RI)
- DB5: 870.0
- Carbowax: 1630.5
-
Odor profile
Fatty 62.12% Oily 58.48% Coconut 58.35% Buttery 55.97% Coumarinic 54.23% Creamy 53.31% Nutty 52.34% Sweet 49.78% Caramellic 48.91% Lactonic 45.97% Scent© AI
Odor threshold>
- Aroma threshols values: Detection: 20 to 50 ppm.
-
Properties
XLogP3-AA
-0.6Molecular weight
86.09 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Moderately fastMelting point expt.
- -49 °F (NTP, 1992)
- -43.53 °C
- -45 °C
- -44 °C
Boiling point
- 399 to 401 °F at 760 mmHg (NTP, 1992)
- 204 °C at 760 mm Hg
- 204.00 to 205.00 °C. @ 760.00 mm Hg
- 204 °C
Flash point est.
61.14 ˚CFlash point expt.
- 209 °F (NTP, 1992)
- 209 °F
- 209 °F (OPEN CUP)
- 209 °F (98 °C) (open cup)
- 98 °C c.c.
Solubility expt.
- greater than or equal to 100 mg/mL at 55 °F (NTP, 1992)
- Miscible with alcohol and ether.
- Very soluble in acetone, benzene, diethyl ether, and ethanol.
- Miscible with water. Soluble in methanol, ethanol, acetone, ether, benzene.
- 1000.0 mg/mL
- Solubility in water: very soluble
- soluble in water; miscible with alcohol
-
Synonyms
- gamma-Butyrolactone
- 96-48-0
- BUTYROLACTONE
- dihydrofuran-2(3H)-one
- 4-Butyrolactone
- 4-Butanolide
- 1,4-Butanolide
- 2-Oxolanone
- 4-Hydroxybutyric acid lactone
- 4-Deoxytetronic acid
- Butyrylactone
- 2(3H)-Furanone, dihydro-
- Dihydro-2(3H)-furanone
- 1,2-Butanolide
- Butyryl lactone
- Butyric acid lactone
- oxolan-2-one
- Tetrahydro-2-furanone
- g-Butyrolactone
- BLON
- gamma-BL
- 4-Hydroxybutanoic acid lactone
- Dihydro-2-furanone
- 1,4-Lactone
- Agrisynth BLO
- gamma-Hydroxybutyric acid lactone
- gamma-Hydroxybutyrolactone
- 2-Oxotetrahydrofuran
- .gamma.-Butyrolactone
- NCI-C55878
- gamma-6480
- GBL
- FEMA No. 3291
- 1-Oxacyclopentan-2-one
- gamma Butyrolactone
- gamma-Butyrolactone-13C4
- NSC 4592
- gamma-Butanolactone
- gamma-Hydroxybutyric Acid cyclic ester
- 1,4-Butyrolactone
- .gamma.-BL
- Butyric acid, 4-hydroxy-, gamma-lactone
- .gamma.-6480
- BLO
- .gamma.-Hydroxybutyrolactone
- OL659KIY4X
- DTXSID6020224
- CHEBI:42639
- .gamma.-Hydroxybutyric acid lactone
- Butyrolactone-d6
- NSC-4592
- 4-Hydroxybutyric acid, .gamma.-lactone
- .gamma.-Hydroxybutyric acid cyclic ester
- 4-Hydroxybutanoic acid, .gamma.-lactone
- Gammabutyrolactone (GBL)
- gama-Butyrolactone
- DTXCID80224
- No Go
- Caswell No. 132B
- gamma-Butalactone
- gamma-butyrolacton
- Paint Clean G
- CAS-96-48-0
- 31213-03-3
- gamma-Butyryllactone
- gamma-Butyrolactone (natural)
- CCRIS 2924
- gamma-Butyrolactone; GBL; Gammabutyrolactone
- tetrahydrofuran-2-one
- HSDB 4290
- EINECS 202-509-5
- UNII-OL659KIY4X
- EPA Pesticide Chemical Code 122303
- Revivarant
- Remforce
- 4 Hydroxybutyric Acid Lactone
- Butanoic acid, 4-hydroxy-, gamma-lactone
- g-Butalactone
- 4-butanolactone
- AI3-28121
- g-Butyryllactone
- GH Revitalizer
- Blue Nitro
- gammabutyrolactone
- tetrahydrofuranone
- 4-Deoxytetronate
- C-1070
- Dihyro-2-furanone
- dihydrofuran-2-one
- gamma-butyro-lactone
- NIH 10540
- dihydro-furan-2-one
- .alpha.-Butyrolactone
- .gamma.-Butanolactone
- 2(3H)-dihydrofuranone
- 1-Oxacyclopentane-2-one
- WLN: T5OVTJ
- BUTYROLACTONE [MI]
- EC 202-509-5
- BUTYROLACTONE [VANDF]
- Dynasolve 699 (Salt/Mix)
- g-Hydroxybutyric acid lactone
- CHEMBL95681
- Dihydro-(3 H)-furan-2-one
- Butyric acid, .gamma.-lactone
- BUTYROLACTONE [WHO-DD]
- GTPL5462
- Butanoic acid, .gamma.-lactone
- 4,5-Dihydro-2(3H)-furanone
- GAMMA-BUTYROLACTONE [FCC]
- NSC4592
- 2,3,4,5-Tetrahydro-2-furanone
- 4-hydroxy-Butanoic acid g-lactone
- GAMMA-BUTYROLACTONE [HSDB]
- GAMMA-BUTYROLACTONE [IARC]
- CDA56865
- Gamma-Lactone 4-hydroxybutyric acid
- YIB48692
- ZYB44194
- .gamma.-Hydrooxybutyric acid lactone
- gamma-Butyrolactone, >=99% (GC)
- Tox21_200490
- Tox21_300188
- Gamma-Lactone 4-hydroxy-butyric acid
- Gamma-Lactone 4-hydroxybutanoic acid
- LBG 11785
- LMFA07040004
- MFCD00005386
-
Applications
4-Hydroxybutanoic acid lactone (GBL, CAS 96-48-0) is a highly polar solvent widely applied in electronic cleaning and industrial degreasing, a key intermediate for making N-methyl-2-pyrrolidone, other pyrrolidones, PBT and polyurethane polymers, a starting material in pharmaceutical, flavor and agrochemical synthesis, an electrolyte additive for lithium batteries, a viscosity modifier in paints, inks, paint strippers and extraction solvent in analytical science, while being strictly regulated because it can bioconvert to GHB and thus has potential for misuse.
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 768.24 methanol 1569.84 isopropanol 455.55 water 348.04 ethyl acetate 149.87 n-propanol 370.26 acetone 446.02 n-butanol 321.61 acetonitrile 553.87 DMF 794.27 toluene 56.43 isobutanol 280.52 1,4-dioxane 299.69 methyl acetate 246.9 THF 271.98 2-butanone 246.98 n-pentanol 245.03 sec-butanol 298.76 n-hexane 14.5 ethylene glycol 402.16 NMP 591.36 cyclohexane 10.18 DMSO 734.41 n-butyl acetate 102.82 n-octanol 136.77 chloroform 523.75 n-propyl acetate 132.0 acetic acid 1808.04 dichloromethane 575.49 cyclohexanone 243.96 propylene glycol 346.83 isopropyl acetate 94.53 DMAc 642.92 2-ethoxyethanol 458.66 isopentanol 284.37 n-heptane 8.87 ethyl formate 231.35 1,2-dichloroethane 230.34 n-hexanol 133.58 2-methoxyethanol 686.31 isobutyl acetate 77.04 tetrachloromethane 57.89 n-pentyl acetate 101.31 transcutol 1142.94 n-heptanol 92.13 ethylbenzene 48.37 MIBK 116.32 2-propoxyethanol 280.25 tert-butanol 412.47 MTBE 171.69 2-butoxyethanol 214.69 propionic acid 505.01 o-xylene 56.68 formic acid 1404.61 diethyl ether 119.39 m-xylene 47.35 p-xylene 78.74 chlorobenzene 134.09 dimethyl carbonate 95.77 n-octane 5.76 formamide 1262.01 cyclopentanone 319.07 2-pentanone 156.24 anisole 162.14 cyclopentyl methyl ether 108.31 gamma-butyrolactone 453.31 1-methoxy-2-propanol 413.88 pyridine 327.01 3-pentanone 98.26 furfural 609.65 n-dodecane 6.98 diethylene glycol 333.05 diisopropyl ether 35.94 tert-amyl alcohol 334.91 acetylacetone 193.82 n-hexadecane 7.33 acetophenone 192.97 methyl propionate 143.45 isopentyl acetate 98.25 trichloroethylene 489.67 n-nonanol 106.96 cyclohexanol 167.01 benzyl alcohol 228.02 2-ethylhexanol 77.31 isooctanol 80.28 dipropyl ether 50.88 1,2-dichlorobenzene 139.91 ethyl lactate 111.43 propylene carbonate 236.78 n-methylformamide 663.31 2-pentanol 185.68 n-pentane 14.11 1-propoxy-2-propanol 174.93 1-methoxy-2-propyl acetate 109.85 2-(2-methoxypropoxy) propanol 244.79 mesitylene 31.64 ε-caprolactone 246.69 p-cymene 32.67 epichlorohydrin 387.72 1,1,1-trichloroethane 145.46 2-aminoethanol 540.18 morpholine-4-carbaldehyde 599.49 sulfolane 474.19 2,2,4-trimethylpentane 13.34 2-methyltetrahydrofuran 214.82 n-hexyl acetate 169.3 isooctane 8.18 2-(2-butoxyethoxy)ethanol 340.42 sec-butyl acetate 78.04 tert-butyl acetate 103.01 decalin 11.94 glycerin 480.54 diglyme 503.32 acrylic acid 634.2 isopropyl myristate 55.49 n-butyric acid 417.59 acetyl acetate 131.22 di(2-ethylhexyl) phthalate 86.76 ethyl propionate 99.76 nitromethane 1389.85 1,2-diethoxyethane 172.36 benzonitrile 243.0 trioctyl phosphate 53.76 1-bromopropane 108.56 gamma-valerolactone 489.91 n-decanol 76.03 triethyl phosphate 53.29 4-methyl-2-pentanol 114.16 propionitrile 247.18 vinylene carbonate 300.08 1,1,2-trichlorotrifluoroethane 489.77 DMS 136.12 cumene 44.28 2-octanol 74.19 2-hexanone 142.25 octyl acetate 79.73 limonene 43.69 1,2-dimethoxyethane 412.5 ethyl orthosilicate 49.07 tributyl phosphate 71.45 diacetone alcohol 198.69 N,N-dimethylaniline 130.35 acrylonitrile 411.66 aniline 168.35 1,3-propanediol 521.65 bromobenzene 106.62 dibromomethane 286.21 1,1,2,2-tetrachloroethane 336.32 2-methyl-cyclohexyl acetate 81.66 tetrabutyl urea 98.63 diisobutyl methanol 47.89 2-phenylethanol 132.38 styrene 70.45 dioctyl adipate 95.16 dimethyl sulfate 179.05 ethyl butyrate 82.48 methyl lactate 161.93 butyl lactate 121.47 diethyl carbonate 69.12 propanediol butyl ether 320.23 triethyl orthoformate 66.08 p-tert-butyltoluene 29.65 methyl 4-tert-butylbenzoate 162.01 morpholine 368.46 tert-butylamine 230.99 n-dodecanol 54.91 dimethoxymethane 250.86 ethylene carbonate 193.6 cyrene 201.1 2-ethoxyethyl acetate 151.04 2-ethylhexyl acetate 71.16 1,2,4-trichlorobenzene 175.43 4-methylpyridine 304.42 dibutyl ether 82.81 2,6-dimethyl-4-heptanol 47.89 DEF 254.52 dimethyl isosorbide 239.4 tetrachloroethylene 251.51 eugenol 204.64 triacetin 196.49 span 80 197.57 1,4-butanediol 281.49 1,1-dichloroethane 218.47 2-methyl-1-pentanol 225.88 methyl formate 431.71 2-methyl-1-butanol 269.27 n-decane 10.66 butyronitrile 238.45 3,7-dimethyl-1-octanol 121.79 1-chlorooctane 47.54 1-chlorotetradecane 19.01 n-nonane 10.05 undecane 8.33 tert-butylcyclohexane 13.07 cyclooctane 4.31 cyclopentanol 211.19 tetrahydropyran 160.78 tert-amyl methyl ether 132.09 2,5,8-trioxanonane 353.4 1-hexene 58.17 2-isopropoxyethanol 268.95 2,2,2-trifluoroethanol 542.47 methyl butyrate 158.17 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 |
| Name | CAS | Botanical | Proportion |
|---|---|---|---|
| Osmanthus headspace (picked flowers) 2 | 68917-05-5 | Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae | 4.42% |
| Averrhoa bilimbi fruit (Malaysia) | Averrhoa bilimbi L., fam. Oxalidaceae | 0.1% | |
| Zizyphus jujuba fruit (Malaysia) | Zizyphus jujuba Mill. var. inermis, fam. Rhamnaceae | 0.37% | |
| Tulip sylvestre | Tulipa sylvestris L., fam. Liliaceae | 0.98% | |
| Tamarind 3 fruit | Tamarindus indica L., fam. Leguminosae | 0.1% | |
| Guava fruit headspace (Reunion island) | 91770-12-6 | Psidium guajava L., fam. Myrtaceae | 7.6% |
| Chicory root, roasted 2 | 68650-43-1 | Cichorium intybus L., fam. Asteraceae (Compositae) | 0.65% |
| Chicory root, roasted 1a | 68650-43-1 | Cichorium intybus L., fam. Asteraceae (Compositae) | 0.07% |
| Carob bean powder 2a raw | 9000-40-2 | Ceratonia siliqua L., fam. Leguminoseae | 0.01% |
| Carob bean powder 2b roasted | 9000-40-2 | Ceratonia siliqua L., fam. Leguminoseae | 0.01% |
| Pineapple pulp | Ananas comosus (L.) Merr., fam. Bromeliaceae | 1.0% |