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3-Hydroxy-3-methyl-2-butanone

HCID 8261
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Basic information

CAS
115-22-0
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

3-HYDROXY-3-METHYL-2-BUTANONE115-22-03-hydroxy-3-methylbutan-2-one2-Butanone, 3-hydroxy-3-methyl-3-MethylacetoinMethylacetoinDimethylacetylcarbinol1-Hydroxy-1-methylethyl methyl ketone2-Hydroxy-2-methyl-3-butanone2-Methyl-2-hydroxybutan-3-one3-hydroxy-3-methyl-butan-2-oneMFCD00004460
Show more names
3-HYDROXY-3-METHYL-22-Methylbutan-2-ol-3-one3-Hydroxy-3-methylbutanone3-hydroxy-3-methyl-2-butanon
Acetyldimethylcarbinol3-methyl-3-hydroxy-2-butanoneNSC 5576EINECS 204-073-1NSC-5576AKOS0091570703-Hydroxy-3-methyl-2-butanone, 95% anhydrous basis3-Hydroxy-3-ethylbutanone

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 propertiesFilling in

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

Physical DescriptionColorless liquid; [Alfa Aesar MSDS]
Kovats Retention Index · 3 items

778;779

691;700

1262;1246;1238;1243;1247;1262

Physicochemical properties

Melting point
84 · 84-85 °C
Boiling point
138 °C · 138 °C
Density
0.96 · 0.96
refractive index
1.42 · 1.42
Flash point
42 °C · 42 °C
storage temp.
Flammables area
solubility
Soluble in chloroform.
pka
13.28 · 13.28±0.29(Predicted)
form
clear liquid
color
Colorless to Light yellow
BRN
1616385 · 1616385

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

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

Hazards SummaryAn irritant; [Alfa Aesar MSDS] See Diacetone alcohol.
Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Toxicology

Adverse EffectsNeurotoxin - Acute solvent syndrome

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
ridadr
UN 1224 3/PG 3
hs_code
2914400090
risk_code
10
Signal word
Warning

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Butanone, 3-hydroxy-3-methyl-: ACTIVE

Applications

Uses3-Hydroxy-3-methyl-2-butanone used to produce 2,5-dihydroxy-2-methyl-heptan-3-one, laboratory chemicals.

Preparation methods · 1 item

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

3-Methyl-3-buten-2-one2,3,3-Trimethyl-5-methoxy-3H-indole4,5,5-Trimethyl-2-oxo-2,5-dihydro-3-furancarbonitrileButanenitrile, 3-amino-2,2-dimethyl-

Related reactions

30 records
New reaction record
HRID 88928 reaction equation
HRID 88928As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 127151 reaction equation
HRID 127151As reactantuspto-grants-1981_03
HRID 127152 reaction equation
HRID 127152As reactantuspto-grants-1981_03
HRID 311224 reaction equation
HRID 311224As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 347700 reaction equation
HRID 347700As reactantuspto-grants-2007_02
HRID 586256 reaction equation
HRID 586256As reactantuspto-grants-2005_08
HRID 689401 reaction equation
HRID 689401As reactantTraining data from https://doi.org/10.1039/C8SC04228D (3/10)
HRID 861000 reaction equation
HRID 861000As reactantuspto-grants-2006_12
Page 1 of 4

Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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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
2914400090 · 2914400090
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)
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

Additional notes

DefinitionChEBI: 3-Hydroxy-3-methylbutan-2-one is a secondary alpha-hydroxy ketone.