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MONOMETHYL MALONATE

CAS No.
16695-14-0
Chemical Name:
MONOMETHYL MALONATE
Synonyms
3-methoxy-3-oxopropanoic acid;Methyl hydrogen malonate;3-methoxy-3-oxopropanoate;AURORA KA-6464;1-Methyl malonate;monmethyl malonate;MONOMETHYL MALONATE;3-Methoxy-3-oxopropanoicaci;(Methoxycarbonyl)acetic acid;Methyl hydrogen malonate, 96%
CBNumber:
CB9416569
Molecular Formula:
C4H6O4
Molecular Weight:
118.09
MDL Number:
MFCD00667796
MOL File:
16695-14-0.mol
MSDS File:
SDS
Last updated:2026-05-28 06:20:41
Product description Number Pack Size Price
3-Methoxy-3-oxopropanoic Acid M3615 1G $89
Propanedioic acid 1-methyl ester FP32631 0.5kg $649
Propanedioic acid 1-methyl ester FP32631 1kg $1038.4
Monomethyl malonate 98% OR54514 1g $21
Monomethyl malonate 98% OR54514 5g $24
More product size

MONOMETHYL MALONATE Properties

Boiling point 232℃
Density 1.128
refractive index 1.428
Flash point 104℃
storage temp. Sealed in dry,Room Temperature
form solid
pka 2.83±0.32(Predicted)
Appearance Colorless to light yellow Liquid
InChI 1S/C4H6O4/c1-8-4(7)2-3(5)6/h2H2,1H3,(H,5,6)
InChIKey PBVZQAXFSQKDKK-UHFFFAOYSA-N
SMILES COC(=O)CC(O)=O
UNSPSC Code 12352200

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Risk Statements  36/37/38
Safety Statements  26-37
WGK Germany  WGK 3
HS Code  29161900
Storage Class 11 - Combustible Solids
NFPA 704
1
2 0

MONOMETHYL MALONATE price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical M3615 3-Methoxy-3-oxopropanoic Acid 16695-14-0 1G $89 2026-04-30 Buy
Biosynth FP32631 Propanedioic acid 1-methyl ester 16695-14-0 0.5kg $649 2026-06-04 Buy
Biosynth FP32631 Propanedioic acid 1-methyl ester 16695-14-0 1kg $1038.4 2026-06-04 Buy
Apolloscientific OR54514 Monomethyl malonate 98% 16695-14-0 1g $21 2026-06-04 Buy
Apolloscientific OR54514 Monomethyl malonate 98% 16695-14-0 5g $24 2026-06-04 Buy
Product number Packaging Price Buy
M3615 1G $89 Buy
FP32631 0.5kg $649 Buy
FP32631 1kg $1038.4 Buy
OR54514 1g $21 Buy
OR54514 5g $24 Buy

MONOMETHYL MALONATE Chemical Properties,Uses,Production

Chemical Properties

Clear Liquid

Uses

Lactonization of olefins with monomethyl ester of malonic acid and ceric ammonium nitrate was carried out in acetic acid and in acetonitrile under simple mechanical stirring or ultrasound irradiation. Lactonization of olefins with CAN and monomethyl ester of malonic acid under ultrasound irradiation shows an acceleration with respect to the analogous mechanically stirred reaction.

Definition

ChEBI: 3-Methoxy-3-oxopropanoic acid is a dicarboxylic acid.

Synthesis

Dimethyl malonate

108-59-8

MONOMETHYL MALONATE

16695-14-0

The general procedure for the synthesis of monomethyl malonate from dimethyl malonate is as follows: 1. In a 1 L single neck flask equipped with a magnetic stirrer, 158.33 g (1.2 mol) of dimethyl malonate was added and 10 μL of acetonitrile was added to dissolve the dimethyl malonate. 2. The solution was stirred for 1 minute and then the reaction mixture was cooled to 0°C using an ice water bath. 3. 100 mL of water was added to the mixture and stirring was continued for 30 minutes. 4. 240 mL of a 5M KOH aqueous solution (1.2 mol) was added dropwise while using a dispensing funnel to complete the dropwise addition in 15 minutes (20 mL of 0.5 M oxalic acid was used to titrate the 5M KOH solution; oxalic acid was purchased from Mallinckrodt Company, Hazelwood, MO). 5. After the titration was complete, the reaction mixture continued to be stirred for 60 minutes, during which time the flask was covered with a stopper and kept in an ice water bath. 6. Upon completion of the reaction, the reaction mixture was acidified with 150 mL of aqueous 12M HCl in an ice water bath and subsequently saturated with NaCl. 7. Using a 1L dispensing funnel, the acidified mixture was extracted with five 500mL portions of ethyl acetate. 8. The ethyl acetate extracts were combined and washed with 500mL of saturated aqueous NaCl. 9. The ethyl acetate extract was dried with about 100 g of anhydrous sodium sulfate. 10. After removing the desiccant by gravity filtration, the ethyl acetate solution was concentrated using a rotary evaporator. 11. Distillation was carried out at 2.5 mmHg under reduced pressure and the fraction with a boiling point of 91-92 °C was collected to give monomethyl malonate as a colorless oil. 12. The product was recovered at 45 °C in a yield of 114.77 g (81%) containing 4% dimethyl malonate and 1% malonic acid. Note: Examples 26-36 were prepared using the same procedure as Example 37, but the reaction conditions were adjusted according to Table 4 below.

References

[1] Tetrahedron Letters, 2008, vol. 49, # 28, p. 4434 - 4436
[2] Chemical and Pharmaceutical Bulletin, 2009, vol. 57, # 5, p. 508 - 510
[3] Patent: WO2008/150487, 2008, A2. Location in patent: Page/Page column 14-17
[4] Patent: WO2008/150487, 2008, A2. Location in patent: Page/Page column 16-17

Global( 137)Suppliers
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Hebei Chuanghai Biotechnology Co., Ltd
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View Lastest Price from MONOMETHYL MALONATE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
MONOMETHYL MALONATE pictures 2026-03-20 MONOMETHYL MALONATE
16695-14-0
$1.00 1kg 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
MONOMETHYL MALONATE pictures 2025-04-04 MONOMETHYL MALONATE
16695-14-0
1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
MONOMETHYL MALONATE pictures 2020-01-13 MONOMETHYL MALONATE
16695-14-0
$1.00 1KG 98% 10 tons Career Henan Chemical Co

MONOMETHYL MALONATE Spectrum

AURORA KA-6464 MONOMETHYL MALONATE Methyl hydrogen malonate, 96% (Methoxycarbonyl)acetic acid Propanedioic acid 1-methyl ester Propanedioic acid monomethyl ester 1-Methyl malonate Malonic acid 1-hydrogen 3-methyl ester Malonic acid hydrogen 1-methyl ester 3-Methoxy-3-oxopropanoic acid,96% 3-Methoxy-3-oxopropanoicaci monmethyl malonate 3-methoxy-3-oxopropanoic acid 3-methoxy-3-oxopropanoate Methyl hydrogen malonate 16695-14-0 166695-14-0 HO2CCH2CO2CH3 Miscellaneous Reagents