Diethyl bis(hydroxymethyl)malonate
- CAS No.
- 20605-01-0
- Chemical Name:
- Diethyl bis(hydroxymethyl)malonate
- Synonyms
- Diethyl 2,2-bis(hydroxymethyl)malonate;diethyl 2,2-bis(hydroxymethyl)propanedioate;TIMTEC-BB SBB007847;Ethyl Dimethylol Malonate;bis(hydroxyMethyl)Malonate;Diethyl bis(hydroxyMethyl)Malon;bis-(Hydroxymethyl)diethylester;Diethyl bis(hydroxymethyl)malote;diethyl bis（hydroxymethyl）malonat;Diethylebis(hydroxymethyl)malonate
- CBNumber:
- CB2777173
- Molecular Formula:
- C9H16O6
- Molecular Weight:
- 220.22
- MDL Number:
- MFCD00009130
- MOL File:
- 20605-01-0.mol
- MSDS File:
- SDS
| Melting point | 49-51 °C (lit.) |
|---|---|
| Boiling point | 281.15°C (rough estimate) |
| Density | 1.2286 (rough estimate) |
| refractive index | 1.4390 (estimate) |
| Flash point | >230 °F |
| storage temp. | Sealed in dry,Room Temperature |
| pka | 12.59±0.10(Predicted) |
| form | Crystalline Solid |
| color | White to almost white |
| Water Solubility | Slightly soluble in water. |
| BRN | 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 | 20605-01-0(CAS DataBase Reference) |
| NIST Chemistry Reference | Diethyl bis(hydroxymethyl)malonate(20605-01-0) |
| EPA Substance Registry System | Propanedioic acid, bis(hydroxymethyl)-, diethyl ester (20605-01-0) |
| UNSPSC Code | 12162002 |
| NACRES | NA.23 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 | |||||||||
| PPE | Eyeshields, Gloves, type N95 (US) | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 23-24/25-36-26 | |||||||||
| WGK Germany | 3 | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29181998 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
Diethyl bis(hydroxymethyl)malonate price More Price(62)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 198358 | Diethyl bis(hydroxymethyl)malonate 97% | 20605-01-0 | 100g | $338 | 2026-04-30 | Buy |
| Sigma-Aldrich | 198358 | Diethyl bis(hydroxymethyl)malonate 97% | 20605-01-0 | 25g | $96.5 | 2023-06-20 | Buy |
| TCI Chemical | B1492 | Diethyl 2,2-Bis(hydroxymethyl)malonate min. 95.0 % | 20605-01-0 | 25G | $118 | 2026-04-30 | Buy |
| TCI Chemical | B1492 | Diethyl 2,2-Bis(hydroxymethyl)malonate min. 95.0 % | 20605-01-0 | 100G | $295 | 2026-04-30 | Buy |
| Usbiological | 273401 | Diethyl bis(hydroxymethyl)malonate Asreported | 20605-01-0 | 25g | $379 | 2026-06-03 | Buy |
Diethyl bis(hydroxymethyl)malonate Chemical Properties, Uses, Production
Chemical Properties
white to almost white crystalline solid
Uses
Diethyl 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.
Synthesis
50-00-0
105-53-3
20605-01-0
A 35% aqueous formaldehyde solution (16.07 mL, 187.3 mmol, 3.0 eq.) was mixed with potassium bicarbonate (0.53 g, 5.27 mmol, 0.08 eq.) in a 20 °C water bath. Diethyl malonate (10.00 g, 62.43 mmol, 1.0 eq.) was added slowly and the reaction mixture was stirred overnight. After completion of the reaction, saturated sodium sulfate solution was added and the product was extracted with ether. The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product diethyl 2,2-bis(hydroxymethyl)malonate (13.79 g, 100%) as a clear colorless oil. The product could be used in the next reaction without further purification. Thin layer chromatography (TLC) Rf value was 0.31 (unfolding agent: 50% ethyl acetate/hexane). IR spectrum (neat, cm-1): 3433 (O-H), 2982 (C-H), 1790 (C=O), 1209, 1028. 1H NMR (300 MHz, CDCl3): δ 4.22 (q, 4H, J = 6.7 Hz, 2 × OCH2CH3), 4.09-4.04 (m, 4H, 2 × CH2OH), and 2.99 (s, 2H, 2 × OH), 1.25 (t, 3H, J = 7.1 Hz, OCH2CH3), 1.24 (t, 3H, J = 7.1 Hz, OCH2CH3).13C NMR (75 MHz, CDCl3): δ 169.58, 63.54, 61.97, 61.21, 14.04.
References
[1] European Journal of Medicinal Chemistry, 2017, vol. 127, p. 671 - 690
[2] Synthesis, 1997, # 11, p. 1281 - 1284
[3] Patent: WO2014/110388, 2014, A1. Location in patent: Page/Page column 21; 22
[4] Tetrahedron, 1991, vol. 47, # 6, p. 1001 - 1012
[5] Journal of Medicinal Chemistry, 1991, vol. 34, # 5, p. 1675 - 1692
Diethyl bis(hydroxymethyl)malonate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Nanjing Junnahe Biopharmaceutical Co., Ltd | 025-58367986 17351780683 | amy.xiang@ally-chem.com | China | 354 | 60 |
| Shandong Zhonghan Pharmaceutical Co.,Ltd. | 15315818580 18562151612 | 2289008634@qq.com | China | 296 | 55 |
| Shanghai Boyle Chemical Co., Ltd. | 021-50182298 021-50180596 | sales@boylechem.com | China | 2202 | 55 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16305 | 64 |
View Latest Price from Diethyl bis(hydroxymethyl)malonate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-03-28 | Diethyl 2,2-bis(hydroxymethyl)propanedioate
20605-01-0
|
25KG | ≥95% | PNP Biotech Co. Ltd | |||
 |
2019-08-06 | Diethyl bis(hydroxymethyl)malonate
20605-01-0
|
$8.80 | 1KG | 97%-99% | 100kg | Career Henan Chemical Co |
-
- Diethyl 2,2-bis(hydroxymethyl)propanedioate
20605-01-0
- $0.00
- ≥95%
- PNP Biotech Co. Ltd
-
- Diethyl bis(hydroxymethyl)malonate
20605-01-0
- $8.80
- 97%-99%
- Career Henan Chemical Co
Diethyl bis(hydroxymethyl)malonate Spectrum
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