Basic information
- CAS
7424-91-1- Standard SMILES
COC(=O)CC(OC)OC- InChIKey
SMCVPMKCDDNUCQ-UHFFFAOYSA-N- Molecular formula
- C6H12O4
- Average molar mass
- 148.16 g/mol
- Monoisotopic mass
- 148.07355886
Names & identifiers
- Preferred name
- Methyl 3,3-dimethoxypropionate
- IUPAC
- methyl 3,3-dimethoxypropanoate
- English name
- METHYL 3,3-DIMETHOXYPROPIONATE
- Molecular formula
- C6H12O4
- Molecular weight
- 148.16
Names & synonyms
Methyl 3,3-dimethoxypropionate7424-91-1EINECS 231-055-0NSC 92715DTXSID40225230RefChem:814633DTXCID40147721231-055-0Methyl 3,3-dimethoxypropanoateC6H12O43,3-Dimethoxypropionic Acid Methyl EsterMFCD00010650
Show more names
DMPM3,3-DIMETHOXYPROPIONATETHYL 3,3-DIMETHOXYPROPIONATEMethyl ,-DimethoxypropionateMthyl 3,3-dimethoxypropionateMethy 3,3-dimethoxypropionateMethyl β,β-DimethoxypropionateMethyl3,3-Dimethoxypropionate>
Propanoic acid, 3,3-dimethoxy-, methyl ester3,3-dimethoxy-propionic acid methyl esterMethyl beta,beta-DimethoxypropionateAKOS005146330CS-W018190HY-W017474D1858Methyl b,b-Dimethoxypropionate
Database identifiers
- CAS
7424-91-1- PubChem CID
- 81924
- DTXSID
DTXSID40225230- EC Number
- 231-055-0
- Nikkaji
- J25.586F
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 44.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 97.9
Experimental & physicochemical properties
SpringerMaterials PropertiesChemical shift
Physicochemical properties
- Boiling point
- 77 °C/20 · 77 °C/20 mmHg (lit.)
- Density
- 1.045 g/mL · 1.045 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.41(lit.)
- Flash point
- 150 °F · 150 °F
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- form
- Liquid
- color
- Clear colorless
- BRN
- 1561517 · 1561517
- InChI
- InChI=1S/C6H12O4/c1-8-5(7)4-6(9-2)10-3/h6H,4H2,1-3H3
- InChIKey
- SMCVPMKCDDNUCQ-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)CC(OC)OC
- CAS DataBase Reference
- 7424 · 7424-91-1(CAS DataBase Reference)
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 14.3% (1 of 7) of reports.
Warning
H227 (28.6%): Combustible liquid [Warning Flammable liquids]
P210, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 7 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesFlam. Liq. 4 (28.6%)
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- hs_code
- 29189900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H227
- Precautionary statements
- P210e-P280a-P370+P378a-P501a-P210-P280-P370+P378-P403+P235-P501
Chemistry & industry
Applications
UsesMethyl β,β-Dimethoxypropionate is used as a reactant in the preparation of tetrahydro-β-carboline derivatives as antitumor growth and metastasis agents.
General DescriptionMethyl 3,3-dimethoxypropionate was used in the synthesis of 3-indolyl α,β-unsaturated carbonyl compounds.
Preparation methods
Preparation300.0 g of methyl acetate and 16.5 g of sodium methoxide were added to a high-pressure reactor. CO gas was then introduced to a pressure of 3.0 MPa. The reaction temperature was maintained at 60 °C, and the CO pressure was controlled at 3.0 MPa. After the reaction was complete, the solution was transferred to a distillation vessel to remove excess methyl acetate. 131.4 g of a 10% hydrogen chloride methanol solution was slowly added dropwise at a reaction temperature of 65 °C. After post-treatment, concentration, and distillation, 30.6 g of methyl 3,3-dimethoxypropionate was obtained, with a purity of 95.7% and a yield of 66.2%.
Upstream & downstream products
Upstream raw materials
Related reactions
31 records
Compound notes
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