3-Hydroxy-2,2-dimethylpropionaldehyde (HCID 11699)

Names & identifiers

Preferred name: 3-Hydroxy-2,2-dimethylpropionaldehyde
IUPAC: 3-hydroxy-2,2-dimethylpropanal
English name: 3-Hydroxy-2,2-dimethylpropanal
Molecular formula: C5H10O2
Molecular weight: 102.13

Names & synonyms

3-Hydroxy-2,2-dimethylpropanalHydroxypivaldehydeHydroxypivalaldehydePropanal, 3-hydroxy-2,2-dimethyl-2,2-Dimethyl-3-hydroxypropanal2-(Hyroxymethyl)-2-methylpropanalHSDB 5711UNII-6DK0IR9LLREINECS 209-895-42,2-Dimethyl-beta-hydroxypropionaldehydePropionaldehyde, 3-hydroxy-2,2-dimethyl-2-(Hydroxymethyl)isobutyraldehyde

Show more names

2,2-Dimethyl-3-hydroxypropionaldehydepentaaldol3-HydroxypivalaldehydepentaldolMainlydiscontinueddimerHydroxytrimethylacetaldehyde3-Hydroxy-2,2-dimethylpropal

3-HYDROXY-2,2-DIMETHYLPROPIONALDEHYDEPropanal, 2,2-dimethyl-3-hydroxy-DTXSID90272312-(HYDROXYMETHYL)-2-METHYLPROPANAL3-HYDROXY-2,2-DIMETHYLPROPIONALDEHYDE [HSDB]3HydroxypivalaldehydeRefChem:940912,2Dimethyl3hydroxypropanal

Database identifiers

CAS: 31091-91-5、597-31-9
PubChem CID: 11699
DTXSID: DTXSID9027231
UNII: 6DK0IR9LLR
EC Number: 209-895-4
Nikkaji: J24.168G

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 7
Formal charge: 0
Complexity: 66.5

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aldehydes

Physical DescriptionLiquid; mp = 30-33 deg C; [MSDSonline]

Physicochemical properties

Melting point: 30 · 30-33 °C
Boiling point: 131.45 °C · 131.45°C (rough estimate)
Density: 0.9571 · 0.9571 (rough estimate)
refractive index: 1.5 · 1.5000 (estimate)
storage temp.: -20 °C · Inert atmosphere,Store in freezer, under -20°C
solubility: Chloroform (Slightly), DMSO, Methanol (Slightly), Water (Slightly)
form: Solid
pka: 14.25 · 14.25±0.10(Predicted)
color: White to Off-White
InChI: InChI=1S/C5H10O2/c1-5(2,3-6)4-7/h3,7H,4H2,1-2H3
InChIKey: JJMOMMLADQPZNY-UHFFFAOYSA-N
SMILES: C(=O)C(C)(C)CO
FDA UNII: 6 DK0IR9LLR · 6DK0IR9LLR
NIST Chemistry Reference: 2 · 2,2-Dimethyl-3-hydroxypropionaldehyde(597-31-9)
EPA Substance Registry System: 3 · Propanal, 3-hydroxy-2,2-dimethyl- (597-31-9)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
TSCA: TSCA listed
HS Code: 2912490090 · 2912490090
Hazardous Substances Data: 597 · 597-31-9(Hazardous Substances Data)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H319 (97.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 5 notifications to the ECHA C&L Inventory.

Hazard information

Hazards SummaryCauses general anesthesia in lethal-dose studies of rats (oral and intraperitoneal routes); [RTECS] An eye irritant; [MSDSonline]

Hazard Classes and CategoriesEye Irrit. 2A (97.7%)

Toxicology

Adverse EffectsNeurotoxin - Other CNS neurotoxin

Safety data

tsca: TSCA listed
hs_code: 2912490090
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338
Hazardous Substances Data: 597-31-9(Hazardous Substances Data)

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as a captive chemical intermediate; [HSDB]

CAPTIVE CHEM INT (POSSIBLY IN PRODN OF NEOPENTYL GLYCOL)

U.S. Exports · 2 items

(1979) No Data

(1981) No Data

U.S. Imports · 2 items

(1979) No Data

(1981) No Data

U.S. Production · 2 items

(1977) AT LEAST 4.5X10+9 G (CAPTIVE PRODN)

(1981) No Data

Methods of ManufacturingALDOL CONDENSATION OF ISOBUTYRALDEHYDE WITH FORMALDEHYDE

General Manufacturing InformationPropanal, 3-hydroxy-2,2-dimethyl-: ACTIVE

Applications

Uses3-Hydroxy-2,2-dimethylpropanal is used to prepare 4,1-benzoxazepines as squalene synthase inhibitors and their inhibition of cholesterol synthesis. It is also used to prepare chiral cyanohydrins.