ChemicalBook > CAS DataBase List > 2-Methoxycinnamic acid

2-Methoxycinnamic acid

Product Name: 2-Methoxycinnamic acid
CAS No.: 6099-03-2
Chemical Name: 2-Methoxycinnamic acid
Synonyms: 1533716;AI3-11206;AKOS BBB/196;AURORA 11318;AKOS BBS-00007900;RARECHEM BK HC T255;2-Methoxyciamic acid;2-Methoxycinmic acid;O-METHOXYCINNAMIC ACID;2-METHOXYCINNAMIC ACID
CBNumber: CB5152937
Molecular Formula: C10H10O3
Formula Weight: 178.18
MOL File: 6099-03-2.mol

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2-Methoxycinnamic acid Property

Melting point:: 182-186 °C
Boiling point:: 250.41°C (rough estimate)
Density: 1.1479 (rough estimate)
refractive index: 1.5088 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: powder
pka: pK1:4.462 (25°C)
color: White
BRN: 2209714
InChI: InChI=1S/C10H10O3/c1-13-9-5-3-2-4-8(9)6-7-10(11)12/h2-7H,1H3,(H,11,12)
InChIKey: FEGVSPGUHMGGBO-UHFFFAOYSA-N
SMILES: C(O)(=O)C=CC1=CC=CC=C1OC
LogP: 2.418 (est)
CAS DataBase Reference: 6099-03-2(CAS DataBase Reference)
NIST Chemistry Reference: 2-Propenoic acid, 3-(2-methoxyphenyl)-(6099-03-2)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-37/39-36
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.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M13408
Product name: 2-Methoxycinnamic acid, predominantly trans
Purity: 98%
Packaging: 25g
Price: $127
Updated: 2023/06/20

Sigma-Aldrich

Product number: 65400
Product name: 2-Methoxycinnamic acid
Purity: ≥97.0%
Packaging: 10g
Price: $78.4
Updated: 2023/06/20

SynQuest Laboratories

Product number: 2921-1-01
Product name: 2-Methoxycinnamic acid
Purity: 98%
Packaging: 5G
Price: $16
Updated: 2021/12/16

Frontier Specialty Chemicals

Product number: JK168135
Product name: 2-Methoxycinnamic acid
Purity: 98%
Packaging: 5g
Price: $34
Updated: 2021/12/16

ChemScene

Product number: CS-0016806
Product name: 2-Methoxycinnamic acid
Purity: >98.0%
Packaging: 100g
Price: $50
Updated: 2021/12/16

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2-Methoxycinnamic acid Chemical Properties,Usage,Production

Chemical Properties

light yellow crystalline powder

Uses

(E)-3-(2-Methoxyphenyl)acrylic Acid is a noncompetitive inhibitor of tyrosinase.

Definition

ChEBI: (E)-2-methoxycinnamic acid is a member of the class of cinnamic acids that is trans-cinnamic acid carrying a methoxy substituent at position 2 on the benzene ring. It has a role as a Brassica napus metabolite and an EC 1.14.18.1 (tyrosinase) inhibitor. It is a member of cinnamic acids and a monomethoxybenzene. It is functionally related to a trans-cinnamic acid.

Synthesis

141-82-2

135-02-4

6099-03-2

To a 500 mL three-necked round-bottomed flask was added o-methoxybenzaldehyde (20 g, 146.90 mmol, 1.00 eq.), pyridine (250 mL), malonic acid (18.3 g, 175.86 mmol, 1.20 eq.) and piperidine (2.5 g, 29.36 mmol, 0.20 eq.). The reaction mixture was stirred at 85°C overnight. Upon completion of the reaction, most of the solvent was removed by distillation under reduced pressure, followed by adjusting the pH of the remaining solution with aqueous hydrochloric acid to 3.0. The precipitated solid was collected by filtration to afford 25.6 g (98% yield) of 2-methoxycinnamic acid as a white solid.

References

[1] Patent: WO2014/182950, 2014, A1. Location in patent: Paragraph 00322; 00323
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 336 - 343
[3] Journal of the Indian Chemical Society, 1988, vol. 65, # 3, p. 187 - 191
[4] Molecules, 2009, vol. 14, # 10, p. 4166 - 4179
[5] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 15, p. 4513 - 4519

2-Methoxycinnamic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-Methoxycinnamic acid manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: 2-Methoxycinnamic acid 6099-03-2
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-28

Hebei Zhuanglai Chemical Trading Co Ltd

Product: 2-Methoxycinnamic acid 6099-03-2
Price: US $55.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 tons
Release date: 2024-11-26

Hebei Chuanghai Biotechnology Co., Ltd

Product: 2-Methoxycinnamic acid 6099-03-2
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-11-01

6099-03-2, 2-Methoxycinnamic acidRelated Search:

Ethyl 2-(Chlorosulfonyl)acetate trans-Cinnamic acid alpha-Methylcinnamic acid N-BUTYL CINNAMATE Ethyl cinnamate 4-Hydroxycinnamic acid Folic acid Methyl cinnamate Acrylic acid Cinnamic acid o-Anisic acid o-Anisaldehyde Citric acid Ascoric Acid 3,4-Dimethoxycinnamonitrile 3,4,5-Trimethoxycinnamic acid 3-BROMO-4-HYDROXY-5-METHOXYCINNAMIC ACID 3-HYDROXY-4-METHOXYCINNAMIC ACID

Cinnamic acid, o-methoxy-

RARECHEM BK HC T255

O-METHOXYCINNAMIC ACID

TRANS-O-METHYL-O-COUMARIC ACID

TRANS-O-METHYL-O-CUMARIC ACID

TRANS-2-METHOXYCINNAMIC ACID

TRANS-3-(2-METHOXYPHENYL)ACRYLIC ACID

METHOXYCINNAMIC ACID,2-

AURORA 11318

AKOS BBB/196

AKOS BBS-00007900

(2E)-3-(2-methoxyphenyl)prop-2-enoic acid

2-Methoxycinnamic acid,predominantly trans

3-(2-METHOXYPHENYL)ACRYLIC ACID

2-METHOXYCINNAMIC ACID

2-METHOXYCINNAMIC ACID, 98%, PREDOMINANTLY TRANS

2-Methoxycinnamic acid, 98+%

2-Propenoic acid, 3-(2-methoxyphenyl)-

3-(2-Methoxyphenyl)prop-2-enoic acid, 3-(2-Hydroxyphenyl)acrylic acid

(2E)-3-(2-methoxyphenyl)acrylic acid

2-Methoxybenzeneacrylic acid

3-(2-Methoxyphenyl)acrylic acid o-Methoxycinnamic acid

1533716

2-Methoxycinnamic acid >=97.0%

2-Methoxycinnamic acid, predominantly trans 98%

2-Methoxyciamic acid

Between p-Methoxy cinnaMic acid

3-(2-Methoxyphenyl)prop-2-enoic acid, 3-(2-Methoxyphenyl)acrylic acid

3-(2-Methoxyphenyl)propenoic acid

o-Methoxycinnamic acid,98%,predominantly trans

2-Methoxycinnamic acid 98%

AI3-11206

2-Methoxycinnamic acid, 10 mM in DMSO

2-Methoxycinnamic acid, predominantly <i>trans</i>

2-Methoxycinmic acid

6099-03-2

Building Blocks

Carboxylic Acids

Carbonyl Compounds

C10

Organic Building Blocks

C10

Carbonyl Compounds

Carboxylic Acids

Aromatic Cinnamic Acids, Esters and Derivatives