ChemicalBook > CAS DataBase List > 3,4-Dimethoxycinnamic acid

3,4-Dimethoxycinnamic acid

Product Name
3,4-Dimethoxycinnamic acid
CAS No.
2316-26-9
Chemical Name
3,4-Dimethoxycinnamic acid
Synonyms
Caffeic acid dimethyl ether;(2E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid;DIMETHYLCAFFEIC ACID;3-(3,4-DIMETHOXYPHENYL)-2-PROPENOIC ACID;AURORA 2809;AKOS BB/0042;3,4-Dimethoxy;AKOS BBS-00000090;Methylferulic acid;TIMTEC-BB SBB005722
CBNumber
CB1119956
Molecular Formula
C11H12O4
Formula Weight
208.21
MOL File
2316-26-9.mol
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3,4-Dimethoxycinnamic acid Property

Melting point:
181-183 °C(lit.)
Boiling point:
267.4°C (rough estimate)
Density 
1.0627 (rough estimate)
refractive index 
1.4389 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Solubility in hot methanol, very faint turbidity. Soluble in dichloromethane, chloroform.
form 
Powder
pka
4.53±0.10(Predicted)
color 
Slightly yellow to light beige
BRN 
1533435
InChI
InChI=1S/C11H12O4/c1-14-9-5-3-8(4-6-11(12)13)7-10(9)15-2/h3-7H,1-2H3,(H,12,13)
InChIKey
HJBWJAPEBGSQPR-GQCTYLIASA-N
SMILES
C(O)(=O)C=CC1=CC=C(OC)C(OC)=C1
LogP
2.340
CAS DataBase Reference
2316-26-9(CAS DataBase Reference)
NIST Chemistry Reference
3,4-Dimethoxycinnamic acid(2316-26-9)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-24/25
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29189900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D133809
Product name
3,4-Dimethoxycinnamic acid, predominantly trans
Purity
99%
Packaging
25g
Price
$72.5
Updated
2025/07/31
TCI Chemical
Product number
D1728
Product name
3,4-Dimethoxycinnamic Acid
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$45
Updated
2025/07/31
TRC
Product number
D473695
Product name
3,4-Dimethoxycinnamic Acid
Packaging
1g
Price
$45
Updated
2021/12/16
TRC
Product number
D473695
Product name
3,4-Dimethoxycinnamic Acid
Packaging
2.5g
Price
$50
Updated
2021/12/16
AK Scientific
Product number
J52053
Product name
3,4-Dimethoxycinnamic Acid
Packaging
5g
Price
$10
Updated
2021/12/16
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3,4-Dimethoxycinnamic acid Chemical Properties,Usage,Production

Chemical Properties

Slightly yellow to light beige powder

Uses

3,4-Dimethoxycinnamic Acid is a Cinnamic Acid (C442030) derivative,used in the synthesis of amides and esters through coupling reactions involving carboxylic acids and amines and N-methylation of amides and O-methylation of carboxylic acids.

Definition

ChEBI: 3,4-dimethoxycinnamic acid is a methoxycinnamic acid that is trans-cinnamic acid substituted by methoxy groups at positions 3' and 4' respectively. It is functionally related to a trans-cinnamic acid.

Synthesis

141-82-2

120-14-9

2316-26-9

GENERAL METHOD: In a dry reaction vessel, veratraldehyde (500 mg, 1.0 eq.) and malonic acid (981 mg, 2.0 eq.) were dissolved in dimethylformamide (5 mL), followed by the addition of DABCO (105 mg, 0.2 eq.). The reaction mixture was stirred at 100-110°C for 60-90 min. The reaction progress was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was slowly poured into ice water and extracted with ethyl acetate (3 x 10 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by recrystallization from a chloroform/hexane solvent mixture to afford 3,4-dimethoxycinnamic acid in good yield.

References

[1] Organic Letters, 2016, vol. 18, # 5, p. 1182 - 1185
[2] Oriental Journal of Chemistry, 2012, vol. 28, # 4, p. 1725 - 1728
[3] Asian Journal of Chemistry, 2017, vol. 29, # 7, p. 1561 - 1564
[4] Journal of Heterocyclic Chemistry, 1987, vol. 24, # 6, p. 1589 - 1594
[5] RSC Advances, 2015, vol. 5, # 34, p. 26596 - 26603

3,4-Dimethoxycinnamic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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3,4-Dimethoxycinnamic acid Suppliers

MDP ChemControl Ltd.
Tel
--
Fax
--
Email
chemcontrol@nextra.sk
Country
Slovakia
ProdList
6700
Advantage
60
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View Lastest Price from 3,4-Dimethoxycinnamic acid manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
3,4-Dimethoxycinnamic acid 2316-26-9
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-01
Henan Aochuang Chemical Co.,Ltd.
Product
3,4-Dimethoxycinnamic acid 2316-26-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-10
Hebei Chuanghai Biotechnology Co,.LTD
Product
3, 4-Dimethoxycinnamic Acid 2316-26-9
Price
US $10.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
10 ton
Release date
2024-08-20

2316-26-9, 3,4-Dimethoxycinnamic acidRelated Search:


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  • o,o-Dimethylcaffeic acid
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  • (2E)-3-(3,4-DIMETHOXYPHENYL)ACRYLIC ACID
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  • Donepezil Impurity 33
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  • 3,4-Dimethoxycinnamic acid 98%min
  • 2316-26-9