Basic information
- Standard SMILES
CC(=O)C(C)(C)O- InChIKey
BNDRWEVUODOUDW-UHFFFAOYSA-N- Molecular formula
- C5H10O2
- Average molar mass
- 102.13 g/mol
- Monoisotopic mass
- 102.06807956
Names & identifiers
- Preferred name
- 3-Hydroxy-3-methyl-2-butanone
- IUPAC
- 3-hydroxy-3-methylbutan-2-one
- English name
- 3-Hydroxy-3-methyl-2-butanone
- Molecular formula
- C5H10O2
- Molecular weight
- 102.13
Names & synonyms
Show more names
Database identifiers
- CAS
115-22-0- PubChem CID
- 8261
- DTXSID
DTXSID60870468- ChEBI
CHEBI:179407- UNII
- YYL6RC5VC2
- EC Number
- 204-073-1
- Nikkaji
- J95.395D
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 84
Experimental & physicochemical properties
Kovats Retention Index
778;779
691;700
1262;1246;1238;1243;1247;1262
Physicochemical properties
- Melting point
- 84 · 84-85 °C
- Boiling point
- 140 · 140-141 °C (lit.)
- Density
- 0.971 g/mL · 0.971 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.415(lit.)
- Flash point
- 108 °F · 108 °F
- storage temp.
- Flammables area
- solubility
- Soluble in chloroform.
- pka
- 13.28 · 13.28±0.29(Predicted)
- form
- Liquid
- color
- Clear colorless to yellow or light red
- BRN
- 1616385 · 1616385
- InChI
- 1S/C5H10O2/c1-4(6)5(2,3)7/h7H,1-3H3
- InChIKey
- BNDRWEVUODOUDW-UHFFFAOYSA-N
- SMILES
- CC(=O)C(C)(C)O
- LogP
- 0.112 · 0.112 (est)
- CAS DataBase Reference
- 115 · 115-22-0(CAS DataBase Reference)
- EPA Substance Registry System
- 2 · 2-Butanone, 3-hydroxy-3-methyl- (115-22-0)
- UNSPSC Code
- 12352100 · 12352100
- Symbol(GHS)
- 2 · GHS02
- Signal word
- Warning
- Hazard statements
- 226 · H226
- Precautionary statements
- 210 · P210-P233-P240-P241-P242-P243
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Risk Statements
- 10 · 10
- Safety Statements
- 23 · 23-24/25-22
- RIDADR
- 1224 · UN 1224 3/PG 3
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- III
- HS Code
- 29144000 · 29144000
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 3 · Flam. Liq. 3
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 45 reports by companies from 2 notifications to the ECHA C&L Inventory.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Toxicology
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1224 3/PG 3
- hs_code
- 29144000
- risk_code
- 10
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- safety_code
- 23-24/25-22
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H226
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- Hazard Classifications
- Flam. Liq. 3
- Precautionary statements
- P210-P233-P240-P241-P242-P243
Chemistry & industry
Uses & manufacturing
Applications
Uses3-Hydroxy-3-methyl-2-butanone used to produce 2,5-dihydroxy-2-methyl-heptan-3-one, laboratory chemicals.
Preparation methods
Preparationsynthesis of 3-Hydroxy-3-methyl-2-butanone: 19ml of concentrated sulfuric acid (98wt%) was slowly mixed with 100ml of water, then 13g of yellow mercury oxide was added within 1.5h, 84g (1.0mol) of 2-methyl-3-butyn-2-ol was added dropwise to the sulfuric acid solution containing mercury oxide at 65-75°C, Then the reaction was stirred at 65-75°C for 30min, cooled to room temperature after the reaction was completed, the reaction product was subjected to suction filtration, the filtrate after suction filtration was extracted with ether (3×20ml), and the organic phase after extraction was water and hydrogen carbonate respectively. Washed with sodium solution, the washed organic phase was dried with anhydrous magnesium sulfate, and then filtered, the filtered filtrate was concentrated by rotary evaporation and then distilled, and the 140°C fraction was collected, 45.6 g of light yellow liquid was obtained as 3-hydroxy-3-methyl-2-butanone, and the yield was 32.2%.
Upstream & downstream products
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: 3-Hydroxy-3-methylbutan-2-one is a secondary alpha-hydroxy ketone.
Related reactions
Linked notes
Loading…