521-39-1

Basic information

• Product Name: 1,3-dihydro-1,4,10-trihydroxy-5-(hydroxymethyl)-8-methyl-3,7-dioxo-7H-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carbaldehyde
• Synonyms: Salazinic acid; NSC 87509; SALAZIC ACID; 1,3-Dihydro-1,4,10-trihydroxy-5-(hydroxymethyl)-8-methyl-3,7-dioxo-7H-isobenzofuro(4,5-b)(1,4)benzodioxepin-11-carbaldehyde; 1,4,10-trihydroxy-5-(hydroxymethyl)-8-methyl-3,7-dioxo-1,3-dihydro-7H-2,6,12-trioxabenzo[5,6]cyclohepta[1,2-e]indene-11-carbaldehyde
• CAS NO: 521-39-1
• Molecular Formula: C₁₈H₁₂O₁₀
• Molecular Weight: 388.2819
• EINECS: 208-312-0
• Mol File: 521-39-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 766°C at 760 mmHg
• Flash Point: 283°C
• Density: 1.809g/cm³
• Vapor Pressure: 1.13E-24mmHg at 25°C
• Refractive Index: 1.777
• CAS DataBase Reference: 1,3-dihydro-1,4,10-trihydroxy-5-(hydroxymethyl)-8-methyl-3,7-dioxo-7H-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dihydro-1,4,10-trihydroxy-5-(hydroxymethyl)-8-methyl-3,7-dioxo-7H-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carbaldehyde(521-39-1)
• EPA Substance Registry System: 1,3-dihydro-1,4,10-trihydroxy-5-(hydroxymethyl)-8-methyl-3,7-dioxo-7H-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carbaldehyde(521-39-1)

Safety Data

• Hazardous Substances Data: 521-39-1(Hazardous Substances Data)

Usage

General Description

The chemical "1,3-dihydro-1,4,10-trihydroxy-5-(hydroxymethyl)-8-methyl-3,7-dioxo-7H-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carbaldehyde" is a complex organic compound with a long name that describes its chemical structure. 1,3-dihydro-1,4,10-trihydroxy-5-(hydroxymethyl)-8-methyl-3,7-dioxo-7H-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carbaldehyde contains several hydroxyl groups and a carbaldehyde functional group, as well as a benzodioxepin ring system. It also includes a methyl group and a hydroxymethyl group. The presence of both aldehyde and hydroxyl groups in the molecule suggests that it may have reactive properties and potentially play a role in various chemical processes. The compound's structure and properties would make it of interest to medicinal chemists, synthetic chemists, and researchers in organic chemistry.

Synthetic route

diazomethane (186581-53-3, 908094-01-9) + salazinic acid (521-39-1) → 4,10-dihydroxy-5-hydroxymethyl-1-methoxy-8-methyl-3,7-dioxo-1,3-dihydro-7H-benzo[5,6][1,4]dioxepino[3,2-e]isobenzofuran-11-carbaldehyde (107928-67-6)

Conditions	Yield
With diethyl ether; acetone

Methyl 3-aminobenzoate (4518-10-9) + salazinic acid (521-39-1) → 3,8-dihydroxy-9-hydroxymethyl-4,6-bis-[(3-methoxycarbonyl-phenylimino)-methyl]-1-methyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid (124118-20-3)

Conditions	Yield
With acetone

salazinic acid (521-39-1) + ethanol (64-17-5) → 8',9'-di-O-ethylsalazinic acid (93078-73-0)

salazinic acid (521-39-1) → atranol (526-37-4)

salazinic acid (521-39-1) → 6-formyl-3,8-dihydroxy-1,4,9-trimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid

Conditions	Yield
With palladium on activated charcoal; acetic acid Hydrogenation;

salazinic acid (521-39-1) → 4,6-diformyl-3,8-dihydroxy-9-hydroxymethyl-1-methyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid ; potassium salt

Conditions	Yield
With potassium hydroxide; potassium carbonate

salazinic acid (521-39-1) + acetic anhydride (108-24-7) → salazinaric acid

salazinic acid (521-39-1) + acetic acid (64-19-7) → 9-acetoxymethyl-4,6-diformyl-3,8-dihydroxy-1-methyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid

Conditions	Yield
With N,N-dimethyl-formamide

salazinic acid (521-39-1) + aniline (62-53-3) → 3,8-dihydroxy-9-hydroxymethyl-1-methyl-11-oxo-4,6-bis-(phenylimino-methyl)-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid

Conditions	Yield
With acetone

salazinic acid (521-39-1) + phenylhydrazine (100-63-0) + acetone (67-64-1) → 3,8-dihydroxy-9-hydroxymethyl-1-methyl-11-oxo-4,6-bis-(phenylhydrazono-methyl)-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid

salazinic acid (521-39-1) + methyl iodide (74-88-4) → 1,4,10-trimethoxy-5-methoxymethyl-8-methyl-3,7-dioxo-1,3-dihydro-7H-benzo[5,6][1,4]dioxepino[3,2-e]isobenzofuran-11-carbaldehyde

Conditions	Yield
With acetone; silver(l) oxide
With acetone; silver carbonate

methanol (67-56-1) + salazinic acid (521-39-1) → 8',9'-di-O-methylsalazinic acid

Conditions	Yield
for 20h; Heating;	5 mg

salazinic acid (521-39-1) + ethanol (64-17-5) → 8',9'-di-O-ethylsalazinic acid (93078-73-0) + 8'-O-ethylsalazinic acid + 9'-O-ethylsalazinic acid

Conditions	Yield
for 26h; Heating;	A 0.345 g B n/a C n/a

salazinic acid (521-39-1) → consalazinic acid

Conditions	Yield
With hydrogen; platinum(IV) oxide In ethanol for 6h; Ambient temperature;

salazinic acid (521-39-1) + tert-butyl alcohol (75-65-0) → 9'-O-t-butylsalazinic acid

Conditions	Yield
for 12h; Heating;	0.105 g

salazinic acid (521-39-1) → chalybaeizanic acid

Conditions	Yield
With dipyridinium dichromate In N,N-dimethyl-formamide at 0℃; for 1h; Oxidation;

salazinic acid (521-39-1) → 4,2'-di-O-acetyl-8',9'-di-O-ethylsalazinic acid

Conditions	Yield
Multi-step reaction with 2 steps 1: 0.345 g / 26 h / Heating 2: pyridine / 24 h / 20 °C View Scheme

salazinic acid (521-39-1) → 6-formyl-3,8-dihydroxy-1,4,9-trimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid methyl ester

Conditions	Yield
Multi-step reaction with 2 steps 1: acetone; diethyl ether 2: palladium/charcoal; acetic acid / Hydrogenation View Scheme

propan-1-ol (71-23-8) + salazinic acid (521-39-1) → 8',9'-di-O-n-propylsalazinicacid (1186048-04-3)

Conditions	Yield
at 90℃;

salazinic acid (521-39-1) + pentan-1-ol (71-41-0) → 8',9'-di-O-n-pentyl salazinicacid (1186048-07-6)

Conditions	Yield
at 90℃;

salazinic acid (521-39-1) + isopropyl alcohol (67-63-0) → 8',9'-di-O-iso-propylsalazinicacid (1186048-05-4)

Conditions	Yield
Reflux;

salazinic acid (521-39-1) + butan-1-ol (71-36-3) → 8',9'-di-O-n-butyl salazinicacid (1186048-06-5)

Conditions	Yield
at 90℃;

salazinic acid (521-39-1) + hexan-1-ol (111-27-3) → 8',9'-di-O-n-hexylsalazinicacid (1186048-08-7)

Conditions	Yield
at 90℃;

Downstream Products

• 124118-20-3 3,8-dihydroxy-9-hydroxymethyl-4,6-bis-[(3-methoxycarbonyl-phenylimino)-methyl]-1-methyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid 
• 526-37-4 atranol