Pulvinicanhydride

Base Information

• Chemical Name: Pulvinicanhydride
• CAS No.: 6273-79-6
• Molecular Formula: C18H10O4
• Molecular Weight: 290.275
• Mol file: 6273-79-6.mol

Synonyms:pulvinic dilactone;Pulvinsaeurelacton;Pulvinic anhydride;Pulvic dilactone;MUCONIC ACID DERIV;Pulvinic-saeure-dilacton;pulvinic acid dilactone;Pulvinic acid lacton;Pulvinic acid lactone;

Chemical Property of Pulvinicanhydride

Chemical Property:

• Vapor Pressure: 6.63E-12mmHg at 25°C
• Boiling Point: 544.3°C at 760 mmHg
• Flash Point: 290.8°C
• PSA: 52.60000
• Density: 1.42g/cm³
• LogP: 2.92260

Purity/Quality:

99% ^*data from raw suppliers

Pulvic anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pulvinicanhydride

There total 28 articles about Pulvinicanhydride 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: 89.0%

2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone (548-59-4) → Pulvinic acid lacton (6273-79-6)

Guidance literature:

With acetic anhydride; In dimethyl sulfoxide; at 100 ℃; for 0.25h;

Reference yield:

3-hydroxy-1,4-diphenyl-2-butanone (6838-54-6) → Pulvinic acid lacton (6273-79-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 68 percent / triethylamine / tetrahydrofuran / 0.5 h / 25 °C

2: 91 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / dimethylformamide / 3 h / -15 °C

3: 82 percent / diethyl ether / 0.25 h / 0 °C

4: 90 percent / bromine / acetic acid / 3 h / Ambient temperature

5: 22 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene

6: 92 percent / boron tribromide / hexane; CH₂Cl₂ / 0.5 h / Heating

7: 90 percent / sodium ethoxide / ethanol / 0.5 h / Ambient temperature

8: 89 percent / acetic anhydride / dimethylsulfoxide / 0.25 h / 100 °C

With bromine; sodium ethanolate; acetic anhydride; boron tribromide; triethylamine; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;

Reference yield:

α-<(trimethylsilyl)oxy>benzenepropanenitrile (93554-96-2) → Pulvinic acid lacton (6273-79-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 2) dil. aq. hydrochloric acid / 1) diethyl ether, reflux, 3 h, 2) 25 deg C, overnight

2: 68 percent / triethylamine / tetrahydrofuran / 0.5 h / 25 °C

3: 91 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / dimethylformamide / 3 h / -15 °C

4: 82 percent / diethyl ether / 0.25 h / 0 °C

5: 90 percent / bromine / acetic acid / 3 h / Ambient temperature

6: 22 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene

7: 92 percent / boron tribromide / hexane; CH₂Cl₂ / 0.5 h / Heating

8: 90 percent / sodium ethoxide / ethanol / 0.5 h / Ambient temperature

9: 89 percent / acetic anhydride / dimethylsulfoxide / 0.25 h / 100 °C

With hydrogenchloride; bromine; sodium ethanolate; acetic anhydride; boron tribromide; triethylamine; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;

upstream raw materials:

acetic anhydride

pyridine

benzoyl chloride

acetyl chloride

Downstream raw materials:

(+/-)-Epanorin

Refernces

• 1、 Pattenden, Gerald,Pegg, Neil A.,Kenyon, Ronald W.. "SYNTHESIS OF GREVILLINS AND THEIR BIOGENETIC INTERRELATIONSHIP WITH TERPHENYLQUINONES, XYLERYTHRINS AND PULVINIC ACIDS". . p. 4749 - 4752. Retrieved 2007/10/02.