CAS 20605-01-0 Propanedioic acid, 2,2-bis(hydroxymethyl)-, 1,3-diethyl ester (HCID 311844)

Substructure search Find similar structures

Basic information

CAS: 20605-01-0
Standard SMILES: CCOC(=O)C(CO)(CO)C(=O)OCC
InChIKey: WIOHBOKEUIHYIC-UHFFFAOYSA-N
Molecular formula: C9H16O6
Average molar mass: 220.22 g/mol
Monoisotopic mass: 220.09468823

Names & identifiers

Preferred name: Propanedioic acid, 2,2-bis(hydroxymethyl)-, 1,3-diethyl ester
IUPAC: diethyl 2,2-bis(hydroxymethyl)propanedioate
English name: Diethyl bis(hydroxymethyl)malonate
Molecular formula: C9H16O6
Molecular weight: 220.22

Names & synonyms

Diethyl bis(hydroxymethyl)malonate20605-01-0Propanedioic acid, bis(hydroxymethyl)-, diethyl esterPropanedioic acid, 2,2-bis(hydroxymethyl)-, 1,3-diethyl esterEINECS 243-916-8DTXSID10885143RefChem:868937DTXCID601024542243-916-8NSC 218327Diethyl 2,2-bis(hydroxymethyl)malonatediethyl 2,2-bis(hydroxymethyl)propanedioate

Show more names

TIMTEC-BB SBB007847Ethyl Dimethylol Malonatebis(hydroxyMethyl)MalonateDiethyl bis(hydroxyMethyl)Malonbis-(Hydroxymethyl)diethylesterDiethyl bis(hydroxymethyl)malotediethyl bis（hydroxymethyl）malonatDiethylebis(hydroxymethyl)malonate

1,3-diethyl 2,2-bis(hydroxymethyl)propanedioateMFCD00009130Diethyl bis(hydroxymethyl)malonate, 97%SCHEMBL371475diethyl 2,2-bis(hydroxymethyl)propane-1,3-dioatePropanedioic acid,NSC218327Diethyl2,2-bis(hydroxymethyl)malonate

Database identifiers

CAS

Properties

Computed structural properties

XLogP: -0.6
Topological polar surface area: 93.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 6
Rotatable bonds: 8
Heavy atoms: 15
Formal charge: 0
Complexity: 201

Physicochemical properties

Melting point: 49 · 49-51 °C (lit.)
Boiling point: 281.15 °C · 281.15°C (rough estimate)
Density: 1.2286 · 1.2286 (rough estimate)
refractive index: 1.439 · 1.4390 (estimate)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
pka: 12.59 · 12.59±0.10(Predicted)
form: Crystalline Solid
color: White to almost white
Water Solubility: Slightly soluble in water.
BRN: 1788515 · 1788515
InChI: InChI=1S/C9H16O6/c1-3-14-7(12)9(5-10,6-11)8(13)15-4-2/h10-11H,3-6H2,1-2H3
InChIKey: WIOHBOKEUIHYIC-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C(CO)(CO)C(OCC)=O
CAS DataBase Reference: 20605 · 20605-01-0(CAS DataBase Reference)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Regulatory InformationPMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
hs_code: 29181998
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 23-24/25-36-26
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPropanedioic acid, 2,2-bis(hydroxymethyl)-, 1,3-diethyl ester: ACTIVE

Applications · 1 item

UsesDiethyl bis(hydroxymethyl)malonate is used as a reagent for preparing 1,3-dioxanes from acetals, aldehydes and ketones. It is also used as an intermediate for the preparation of substituted malonic, acrylic and isobutyric esters, for conversion to the useful dienophiles, -bromomethylacrylic acid and its ethyl ester and to bis(bromomethyl)acetic acid and its methyl ester.