 Home > Encyclopedia > 3′,4′-Dimethoxycinnamic acid

3′,4′-Dimethoxycinnamic acid

3′,4′-Dimethoxycinnamic acid structure

CAS No:
2316-26-9
Formula:
C11H12O4
Chemical Name:
3′,4′-Dimethoxycinnamic acid
Synonyms:
2-Propenoic acid,3-(3,4-dimethoxyphenyl)-;Cinnamic acid,3,4-dimethoxy-;3-(3,4-Dimethoxyphenyl)-2-propenoic acid;3,4-Dimethoxycinnamic acid;Caffeic acid dimethyl ether;3,4-Dimethoxyphenyl-2-propenoic acid;Methylferulic acid;O,O-Dimethylcaffeic acid;O-Methylferulic acid;3,4-Di-O-methylcaffeic acid;3′,4′-Dimethoxycinnamic acid;NSC 4323;NSC 43569;3-(3,4-Dimethoxyphenyl)acrylic acid
Categories:
Flavors and Fragrances > Synthetic Fragrances

Description

3,4-Dimethoxycinnamic acid (O-Methylferulic acid) is a monomer extracted and purified from Securidaca inappendiculata Hassk. 3,4-Dimethoxycinnamic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signaling pathway[1]. Anti-apoptotic effects[1].

3′,4′-Dimethoxycinnamic acid Basic Attributes

Molecular Weight：

208.21

Exact Mass：

208.21

BRN：

1533435

EC Number：

219-025-5

HScode：

2918990090

Characteristics

PSA：

55.8

XLogP3：

1.8

Appearance：

Slightly yellow to light beige Powder

Density：

1.2±0.1 g/cm3

Melting Point：

181-183 °C

Boiling Point：

367.4ºCat 760 mmHg

Flash Point：

144.0±17.2 °C

Refractive Index：

1.574

Water Solubility：

Solubility in hot methanol, very faint turbidity. soluble in dichloromethane, chloroform.

Storage Conditions：

-20°C

Vapor Pressure：

4.8E-06mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-37/39-24/25

Marks：

Hazard note：

Irritant

Stability/Shelf Life：

Stable at room temperature in closed containers under normal storage and handling conditions.

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H302

3′,4′-Dimethoxycinnamic acid Use and Manufacturing

Methods of Manufacturing

General procedure: To aromatic aldehyde (500 mg, 1.0 equiv) and malonic acid (981 mg, 2.0 equiv) was added DABCO (105 mg, 2 equiv) in dimethyl formamide (5 mL) and the reaction mixture was stirred at 100-110 °C for 60-90 min. After completion of the reaction (TLC monitoring), reaction mixture was poured in water and then extracted with ethyl acetate. Crude product was recrystallized from chloroform/hexane system to provide cinnamic acids in good yield.To a solution of 1000 g (6.024 mol) of 3, 4-dimethoxybenzaldehyde in 3L pyridine, 1378.3 g (13.25 mol) of malonic acid and 100 mL of piperidine were added. The resulting mixture was stirred at 105 °C to 1 10 °C for 6 - 8 h. After completion of the reaction, the reaction mixture was cooled to 25 °C to 30 °C and slowly quenched the reaction mixture into 10 L of 5 percent sodium hydroxide solution at 25 °C to 30 °C (pH: 9- 10). The reaction mixture was washed with ethyl acetate (2 x 5 L) and the organic layer separated was washed with 2 L of 5 percent sodium hydroxide solution. The aqueous layers were combined and cooled to 15 °C to 20 °C. The aqueous layer was acidified slowly with 2.5 L of 50 percent sulphuric acid below 20 °C (pH: 1-2). After an additional 30 - 45 min stirring at 15 °C to 20 °C, the solid obtained was collected by filtration, washed with 10 L of water followed by 4 L of n-hexane. The partially dried compound was unloaded into trays and dried at 55 °C to 60 °C for 8-10 h to give 1 1 10 g of the title compound.Yield: 1 1 10 g (88 percent); 100 g of a three-necked reaction flask was charged with 25 g (240 mmol)Malonic acid, 33.2 g (200 mmol)3, 4-dimethoxybenzaldehyde, 40 ml (496 mmol) of pyridine, 2 ml (20.4 mmol) of hexahydropyridine, Heated to 75 ° C and then reflux 5h, Reaction is completed, Cooling 10min, 150 ml of 3 mol / ml of ice hydrochloric acid solution was added, Place the night, Filter, The precipitate was washed with 1000 ml of water, Get white crude.The crude product was recrystallized from absolute ethanol, A mixture of 37.0 g of pure white 3, 4-dimethoxyphenylacrylic acid, Yield 88.9percent.1. In a 100 ml three-necked flask, 6.24 g (60 mmol) of malonic acid, 8.3g (50 mmol) of 3, 4-dimethoxybenzaldehyde, 10 ml (124 mmol) of pyridine and 0.5 ml (5.1 mmol) of piperidine were heated 85°C for 4h. After completion of the reaction, the solution was cooled for 10 min, 60 ml of 3 mol / ml ice hydrochloric acid solution was added, and the mixture was left to stand overnight. The precipitate was washed with 400 ml of water to give a white crude product. The crude product was recrystallized from absolute ethanol to give 9 g of white pure 3, 4-dimethoxyphenylacrylic acid in a yield of 86.5percent.Example 7

Uses

Used in pharmaceutical intermediates and organic synthesis intermediates

Recommended Suppliers of 3′,4′-Dimethoxycinnamic acid

Hangzhou KieRay Chem Co.,LTD Contact Supplier

CN
5 YRS

Business licensed Certified factory

Manufactory Supplier of fine chemicals,pharmaceutical materials

3,4-Dimethoxycinnamic acid

CAS No.: 2316-26-9

Grade: industrial Grade

Content: 98%

Inquiry
Greenbo Biochem Contact Supplier

CN
5 YRS

Business licensed Certified factory

Manufactory Supplier of Active Pharm Ingredients,Chemical Catalyst,Pharmaceutical Intermediates,Flavors and Fragrances,Agrochemicals,Chemical Pesticides,Organic Intermediates,OLED Intermediates

3,4-Dimethoxycinnamic acid 99% high purity certified Professional producer Greenbo

CAS No.: 2316-26-9

Grade: Food Grade

Content: 99%

Inquiry
Shanghai Lonwin Chemical Co.,Ltd Contact Supplier

CN
3 YRS

Business licensed

Trader Supplier of CHEMICALS,REAGENTS

High quality 3,4-Dimethoxycinnamic acid CAS NO.2316-26-9

CAS No.: 2316-26-9

Grade: Pharmaceutical Grade

Content: 99%

Inquiry
Hangzhou Zentra Bio-Chemical Co., Ltd. Contact Supplier

CN
2 YRS

Business licensed

Trader Supplier of pharmaceutical intermediates,excipients,plant extracts,food additives,CDMO,fine cheimcals,Octadecanedioic acid,Eicosanedioic Acid

3,4-Dimethoxycinnamic acid 2316-26-9

CAS No.: 2316-26-9

Grade: Pharmaceutical Grade

Content: 99%

Inquiry

Learn More Other Chemicals

Hot Searches: propylene glycol prices; medetomidine for sale; retatrutide 10mg vial price 2026; 2cb buy; acrylonitrile butadiene styrene price; liquid neon

Guide of 3′,4′-Dimethoxycinnamic acid

Description
Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Recommended Suppliers
Learn More Other Chemicals

3′,4′-Dimethoxycinnamic acid

SDS

Request for Quotation



Feedback & Suggestions

Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.