3-Phenylphthalide

Base Information

• Chemical Name: 3-Phenylphthalide
• CAS No.: 5398-11-8
• Molecular Formula: C14H10 O2
• Molecular Weight: 210.232
• Hs Code.: 2932209090
• European Community (EC) Number: 226-426-9
• NSC Number: 4572
• DSSTox Substance ID: DTXSID901034942
• Nikkaji Number: J50.511K
• Wikidata: Q43685481
• ChEMBL ID: CHEMBL1454085
• Mol file: 5398-11-8.mol

Synonyms:3-Phenylphthalide;5398-11-8;3-phenyl phthalide;3-phenyl-2-benzofuran-1(3H)-one;Phthalide, 3-phenyl-;3-Phenylisobenzofuran-1(3H)-one;3-phenyl-3H-2-benzofuran-1-one;1(3H)-Isobenzofuranone, 3-phenyl-;3-phenyl-1,3-dihydro-2-benzofuran-1-one;3-Phenyl-1(3H)-isobenzofuranone;NSC 4572;EINECS 226-426-9;BRN 0159678;AI3-18169;Phenylphthalid;NSC4572;ChemDiv1_028316;1-phenylisobenzofuran-3-one;MixCom6_000508;CBDivE_005981;MLS000699532;SCHEMBL247073;WLN: T56 BVO DHJ DR;CHEMBL1454085;HMS667H02;3-phenyl-3H-isobenzofuran-1-one;DTXSID901034942;HMS2510A12;NSC-4572;CCG-15399;MFCD00023099;1(3h)-isobenzo[b]furanone,3-phenyl-;AKOS002314904;AKOS016038358;NCGC00247107-01;AS-56883;SMR000224893;LS-109403;CS-0199156;EU-0034332;FT-0616343;FT-0616344;P1806;EN300-77918;D92158;5-17-10-00452 (Beilstein Handbook Reference);SR-01000393658;SR-01000393658-1;Z277558526

Chemical Property of 3-Phenylphthalide

Chemical Property:

• Vapor Pressure: 1.23E-05mmHg at 25°C
• Melting Point: 120-122°C
• Boiling Point: 368.9°Cat760mmHg
• Flash Point: 154.5°C
• PSA: 26.30000
• Density: 1.234g/cm³
• LogP: 2.94640
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 210.068079557
• Heavy Atom Count: 16
• Complexity: 268

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Phenylphthalide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C3=CC=CC=C3C(=O)O2

Technology Process of 3-Phenylphthalide

There total 235 articles about 3-Phenylphthalide 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: 97.0%

methyl o-formylbenzoate (4122-56-9) + phenylboronic acid (98-80-6) → 3-phenylphthalide (5398-11-8)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); C₂₇H₃₀N₂S⁽¹⁺⁾*Cl^(1-); cesium fluoride; In toluene; at 80 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo901964k

Reference yield: 97.0%

(2-hydroxymethylphenyl)phenylmethanol (1586-01-2) → 3-phenylphthalide (5398-11-8)

Guidance literature:

With [(η⁵-C₅Me₅)Ir(6,6'-dihydroxy-2,2'-bipyridine)(H₂O)]OTf₂; sodium hydrogencarbonate; In water; for 6h; Inert atmosphere; Reflux; Green chemistry;

DOI:10.1002/cctc.201300717

Reference yield: 95.0%

benzaldehyde (100-52-7) + benzoic acid (65-85-0,8013-63-6) → 3-phenylphthalide (5398-11-8)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; potassium acetate; tricyclohexylphosphine; In 1,3,5-trimethyl-benzene; at 170 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acscatal.8b00680

upstream raw materials:

2-Benzoylbenzoic acid

n-butyllithium

1,1-Diphenylmethanol

diethyl ether

Downstream raw materials:

3-phenyl-2-p-tolyl-isoindolin-1-one

2-(4-dimethylamino-phenyl)-3-phenyl-isoindolin-1-one

2,3-diphenyl-2,3-dihydroisoindol-1-one

2-methyl-3-phenyl-2,3-dihydro-1H-isoindol-1-one