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Name	4-Chloro-1,8-naphthalic anhydride	EINECS	223-760-7
CAS No.	4053-08-1	Density	1.565 g/cm³
PSA	43.37000	LogP	2.80380
Solubility	Hydrolyzes in water.	Melting Point	202-206 °C (dec.)
Formula	C₁₂H₅ClO₃	Boiling Point	450.9 °C at 760 mmHg
Molecular Weight	232.623	Flash Point	208.3 °C
Transport Information	N/A	Appearance	beige to brown powder
Safety	24/25	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	Naphthalicanhydride, 4-chloro- (7CI,8CI);4-Chloro-1,8-naphthalenedicarboxylic anhydride;4-Chloronaphthalic anhydride;	Article Data	12

4-Chloro-1,8-naphthalic anhydride Synthetic route

: 5209-33-6
5-chloroacenaphthene

: 4053-08-1
p-chloro-1,8-naphthalicanhydride

Conditions

Conditions	Yield
With copper(II) acetate dihydrate; manganese(II) acetate dihydrate; oxygen; acetic acid; potassium bromide at 100℃;	93%
Multi-step reaction with 4 steps 1: Pb3O4 2: aq. NaOH / methanol 3: HCl / diethyl ether 4: Na2Cr2O7, AcOH View Scheme

: 81-84-5
1,8-Naphthalic anhydride

: 4053-08-1
p-chloro-1,8-naphthalicanhydride

Conditions

Conditions	Yield
With sodium hydroxide; phosphoric acid; chlorine for 3h; Ambient temperature;	82%
With hydrogenchloride; potassium permanganate; phosphoric acid; sodium hydroxide In water at 20℃; for 3h;	40%

: 5209-33-6
5-chloroacenaphthene

A: 4053-08-1
p-chloro-1,8-naphthalicanhydride

B: 13383-81-8
5-chloro-acenaphthene-1,2-dione

Conditions

Conditions	Yield
With sodium dichromate; acetic acid at 120℃;

: 13577-46-3
4-chloro-naphthalene-1,8-dicarboxylic acid

: 4053-08-1
p-chloro-1,8-naphthalicanhydride

Conditions

Conditions	Yield
at 120 - 125℃;
With acetic acid
With acetic acid
at 120 - 125℃;

: 83-32-9
acenaphthene

: 4053-08-1
p-chloro-1,8-naphthalicanhydride

Conditions

Conditions	Yield
With chloroform; chlorine Behandeln des entstandenen 5-Chlor-acenaphthen mit Natriumdichromat und Eisessig;

: 31996-06-2
2,5-Dichloracenaphthen

: 4053-08-1
p-chloro-1,8-naphthalicanhydride

Conditions

Conditions	Yield
With sodium dichromate; acetic acid

: 52083-08-6
4-hydroxy-1,8-naphthalic anhydride

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 4053-08-1
p-chloro-1,8-naphthalicanhydride

Conditions

Conditions	Yield
at 190 - 200℃;

: 31996-05-1
5-Chloracenaphthen-2-ol

: 4053-08-1
p-chloro-1,8-naphthalicanhydride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HCl / diethyl ether 2: Na2Cr2O7, AcOH View Scheme

: 31996-04-0
5-Chloracenaphthen-2-ol-acetat

: 4053-08-1
p-chloro-1,8-naphthalicanhydride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. NaOH / methanol 2: HCl / diethyl ether 3: Na2Cr2O7, AcOH View Scheme

: 4053-08-1
p-chloro-1,8-naphthalicanhydride

: 479-27-6
naphthalene-1,8-diamine

: C22H11ClN2O

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 150℃; for 4h;	98.9%

4-Chloro-1,8-naphthalic anhydride Chemical Properties

Molecular Structure of 1H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-chloro- (CAS NO.4053-08-1):

Molecular Formula: C₁₂H₅ClO₃
Molecular Weight: 232.62
CAS Registry Number: 4053-08-1
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 43.37 Å²
Index of Refraction: 1.715
Molar Refractivity: 58.41 cm³
Molar Volume: 148.6 cm³
Surface Tension: 66.9 dyne/cm
Density: 1.565 g/cm³
Flash Point: 208.3 °C
Enthalpy of Vaporization: 70.99 kJ/mol
Boiling Point: 450.9 °C at 760 mmHg
Vapour Pressure: 2.53E-08 mmHg at 25°C
EINECS: 223-760-7
Melting Point: 207-210 °C
Storage temp: 2-8 °C
Sensitive: Moisture Sensitive
BRN: 178072
Product Categories: Intermediates of Dyes and Pigments
InChI
InChI=1/C12H5ClO3/c13-9-5-4-8-10-6(9)2-1-3-7(10)11(14)16-12(8)15/h1-5H
Smiles
O=C1OC(=O)c2cccc3c2c1ccc3Cl

4-Chloro-1,8-naphthalic anhydride Toxicity Data With Reference

orl-rat LD50:3460 mg/kg

NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0535458 .

4-Chloro-1,8-naphthalic anhydride Consensus Reports

Reported in EPA TSCA Inventory.

4-Chloro-1,8-naphthalic anhydride Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of Cl⁻.
Safety information of 1H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-chloro- (CAS NO.4053-08-1):
Hazard Codes: Xi
Risk Statements:
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements:
24/25: Avoid contact with skin and eyes
WGK Germany: 2
RTECS: QL6127295

4-Chloro-1,8-naphthalic anhydride Specification

1H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-chloro- , with CAS number of 4053-08-1, can be called 1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-chloro- ; 6-Chloro-1H,3H-benzo[de]isochromene-1,3-dione ; 4-Chloro-1,8-naphthalic anhydride ; 6-Chloro-1H,3H-naphtho(1,8-cd)pyran-1,3-dione . It is a beige to brown powder, 1H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-chloro- (CAS NO.4053-08-1) is used as synthetic dyes, pigments, fluorescent brighteners and other important raw materials.

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