Pyruvic aldehyde dimethyl acetal (HCID 80650)

Names & identifiers

Preferred name: Pyruvic aldehyde dimethyl acetal
IUPAC: 1,1-dimethoxypropan-2-one
English name: Methylglyoxal 1,1-dimethyl acetal
Molecular formula: C5H10O3
Molecular weight: 118.13

Names & synonyms

6342-56-91,1-DimethoxyacetonePyruvic aldehyde dimethyl acetal1,1-Dimethoxy-2-propanone2-Propanone, 1,1-dimethoxy-Methylglyoxal dimethyl acetalDimethoxymethyl methyl ketonePyruvaldehyde dimethyl acetalAI3-37790NSC-501273772KY264DDTXSID6064244

Show more names

2,2-DiMethoxypropanalPyruvic aLPyruvaldehyde 11,1-DimethoxyacetonMethylglyoxal 1,1-di

RefChem:818615DTXCID1043839228-735-41,1-dimethoxypropan-2-oneMethylglyoxal 1,1-dimethyl acetal1,1-Dimethoxy acetonePyruvaldehyde, 1-(dimethyl acetal)MFCD00008758

Database identifiers

CAS: 6342-56-9
PubChem CID: 80650
DTXSID: DTXSID6064244
UNII: 3772KY264D
EC Number: 228-735-4
Nikkaji: J206.945H

Properties

Computed structural properties

XLogP: -0.2
Topological polar surface area: 35.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 8
Formal charge: 0
Complexity: 75.7

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Acetals

Vapor Pressure8.48 [mmHg]

Physical DescriptionClear dark yellow liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: -57 °C · -57 °C
Boiling point: 143 · 143-147 °C(lit.)
Density: 0.976 g/mL · 0.976 g/mL at 25 °C(lit.)
vapor pressure: 11 hPa · 11hPa at 20℃
refractive index: 20 · n20/D 1.398(lit.)
Flash point: 100 °F · 100 °F
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
form: Liquid
color: Clear colorless to yellow
Water Solubility: MISCIBLE
BRN: 1560557 · 1560557
InChI: 1S/C5H10O3/c1-4(6)5(7-2)8-3/h5H,1-3H3
InChIKey: ULVSHNOGEVXRDR-UHFFFAOYSA-N
SMILES: COC(OC)C(C)=O
LogP: -0.199 · -0.199 (est)
CAS DataBase Reference: 6342 · 6342-56-9
FDA UNII: 3772 KY264D · 3772KY264D
NIST Chemistry Reference: 2 · 2-Propanone, 1,1-dimethoxy-(6342-56-9)
EPA Substance Registry System: 2 · 2-Propanone, 1,1-dimethoxy- (6342-56-9)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS07
Signal word: Warning
Hazard statements: 226 · H226-H315-H319
Precautionary statements: 210 · P210-P302+P352-P305+P351+P338
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 10 · 10-36/38
Safety Statements: 26 · 26-36-16
RIDADR: 1224 · UN 1224 3/PG 3
WGK Germany: 1 · 1
TSCA: TSCA listed
HazardClass: 3 · 3
PackingGroup: III
HS Code: 29145000 · 29145000
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 2 Flam · Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2
REACH Registrations: Active
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 · 4 items

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 55 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: 2-Propanone, 1,1-dimethoxy-

Status: Active Update: 05-01-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/16767

Pyruvaldehyde 1,1-dimethyl acetal: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS] See Methyl propyl ketone.

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 1
tsca: TSCA listed
ridadr: UN 1224 3/PG 3
hs_code: 29145000
risk_code: 10-36/38
Signal word: Warning
Symbol(GHS): GHS02,GHS07
hazard_code: Xi
safety_code: 26-36-16
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: III
Hazard statements: H226-H315-H319
Limited Quantities: 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2
Precautionary statements: P210-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Propanone, 1,1-dimethoxy-: ACTIVE

Applications · 2 items

UsesPyruvic Aldehyde Dimethyl Acetal is used in the preparation of MCL1 inhibitors S63845 which is tolerable and effective in diverse cancer models. Also, acts as a synthetic reagent for the preparation of 8novel 2,4-disubstituted pyrimidines as potent, selective, and cell-permeable inhibitors of neuronal nitric oxide synthase. Selective inhibition of neuronal nitric oxide synthase is an important therapeutic approach to target neurodegenerative disorders.

UsesMethylglyoxal 1,1-dimethyl acetal was used in the synthesis of methylglyoxal via hydrolysis in the presence of H2SO4. It was used to investigate the effects of methylglyoxal-mediated glycation on the structure, thermal stability and enzyme activity of yeast enolase in vivo.