3,5-Difluorocinnamic acid

Base Information

• Chemical Name: 3,5-Difluorocinnamic acid
• CAS No.: 84315-23-1
• Molecular Formula: C9H6F2O2
• Molecular Weight: 184.142
• Hs Code.: 29171900
• European Community (EC) Number: 624-665-7,805-799-7
• Nikkaji Number: J1.406.450H,J267.466A
• Wikidata: Q76305729
• Mol file: 84315-23-1.mol

Synonyms:3,5-Difluorocinnamic acid;trans-3,5-Difluorocinnamic acid;84315-23-1;147700-58-1;(E)-3-(3,5-difluorophenyl)acrylic acid;3,5-Difluorocinnamicacid;3-(3,5-Difluorophenyl)acrylic acid;(2E)-3-(3,5-difluorophenyl)prop-2-enoic acid;2-Propenoic acid, 3-(3,5-difluorophenyl)-, (2E)-;(E)-3-(3,5-difluorophenyl)prop-2-enoic acid;trans-3-(3,5-Difluorophenyl)acrylic Acid;3-(3,5-difluorophenyl)prop-2-enoic acid;MFCD00010321;(2E)-3-(3,5-difluorophenyl)acrylic acid;3-(3,5-difluorophenyl)propenoic acid;trans-3,5-Difluorocinnamicacid;(2E)-3-(3,5-Difluorophenyl)-2-propenoic acid;AMY2995;3,5-Difluoro-trans-cinnamic acid;CK2544;AKOS015852996;PS-6476;trans-3,5-Difluorocinnamic acid, 99%;AS-61742;(trans)-3-(3,5-difluorophenyl)acrylic acid;CS-0031469;D4156;EN300-86542;F81439;EN300-1453715;AT-419/43492646;(2E)-3-(3,5-Difluorophenyl)-2-propenoic acid #;J-008394

Chemical Property of 3,5-Difluorocinnamic acid

Chemical Property:

• Appearance/Colour: white to off-white fluffy shiny powder or needles
• Vapor Pressure: 0.00306mmHg at 25°C
• Melting Point: 204-205 °C(lit.)
• Boiling Point: 272 °C at 760 mmHg
• Flash Point: 118.3 °C
• PSA: 37.30000
• Density: 1.379 g/cm³
• LogP: 2.06260
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 184.03358575
• Heavy Atom Count: 13
• Complexity: 206

Purity/Quality:

97% ^*data from raw suppliers

3,5-Difluorocinnamicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-26/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1F)F)C=CC(=O)O
• Isomeric SMILES: C1=C(C=C(C=C1F)F)/C=C/C(=O)O

Technology Process of 3,5-Difluorocinnamic acid

There total 12 articles about 3,5-Difluorocinnamic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 66.0%

malonic acid (141-82-2) + 3,5-difluorobenzaldehyde (32085-88-4) → (trans)-3-(3,5-difluorophenyl)acrylic acid (84315-23-1)

Guidance literature:

With piperidine; pyridine; 1.) 100 deg C, 2 h, 2.) 155 deg C, 1 h;

DOI:10.1021/jm00386a008

Reference yield: 36.0%

3-(3,5-difluorophenyl)propiolic acid + bis(pinacol)diborane (73183-34-3) → 3,5-difluorostyrenyl boronic acid pinacol ester + (trans)-3-(3,5-difluorophenyl)acrylic acid (84315-23-1)

Guidance literature:

3-(3,5-difluorophenyl)propiolic acid; With 18-crown-6 ether; caesium carbonate; In toluene; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

bis(pinacol)diborane; In toluene; at 55 ℃; for 16h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2019.02.030

Reference yield:

malonic acid (141-82-2) + 3,5-difluorobenzaldehyde (32085-88-4) → 3,5-difluorocinnamic acid (84315-23-1)

Guidance literature:

With piperidine; In pyridine; at 100 ℃; for 2h;

upstream raw materials:

malonic acid

3,5-difluorobenzaldehyde

3,5-difluorobromobenzene

3,5-difluorobenzonitrile

Downstream raw materials:

(E)-N-(6-Amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-3-(3,5-difluoro-phenyl)-acrylamide

(E)-3-(3,5-difluorophenyl)prop-2-en-1-ol

{1-[(2E)-3-(3,5-difluorophenyl)-2-propenoyl]-4-piperidinyl}methanol

(1S)-2-(6-chloro-1,2-dihydro-1'H-spiro[indole-3,4'-piperidin]-1'-yl)-1-{1-[(2E)-3-(3,5-difluorophenyl)-2-propenoyl]-4-piperidinyl}ethanol