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Phthalimide

CAS No.
85-41-6
Chemical Name:
Phthalimide
Synonyms
Isoindoline-1,3-dione;PHTALIMIDE;ISOINDOLE-1,3-DIONE;o-Phthalimide;Phthalimid;2H-Isoindole-1,3-dione;PHTHALIC ACID IMIDE;1H-ISOINDOLE-1,3(2H)-DIONE;1,3-DIHYDROISOINDOLE-1,3-DIONE;Benzoimide
CBNumber:
CB1280074
Molecular Formula:
C8H5NO2
Molecular Weight:
147.13
MDL Number:
MFCD00005881
MOL File:
85-41-6.mol
MSDS File:
SDS
Last updated:2026-04-10 10:27:04
Product description Number Pack Size Price
Phthalimide for synthesis 8.07303 100g $32.9
Phthalimide for synthesis 8.07303 500g $71.4
Phthalimide for synthesis 8.07303 1kg $109
Phthalimide for synthesis 8.07303 50kg $3550
Phthalimide ≥99% 240230 50g $15.2
More product size

Phthalimide Properties

Melting point 232-235 °C(lit.)
Boiling point 366 °C
Density 1.21
vapor pressure 0.001Pa at 25℃
refractive index 1.4700 (estimate)
Flash point 165 °C
storage temp. Store below +30°C.
solubility water: slightly soluble(lit.)
pka 8.3(at 25℃)
form Crystalline Flakes
color White to slightly yellow
PH 3.8 (0.6g/l, H2O)
Water Solubility <0.1 g/100 mL at 19.5 ºC
Sublimation 366 ºC
Merck 14,7373
BRN 118522
Henry's Law Constant 9.9×102 mol/(m3Pa) at 25℃, HSDB (2015)
InChI 1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-4H,(H,9,10,11)
InChIKey XKJCHHZQLQNZHY-UHFFFAOYSA-N
SMILES O=C1NC(=O)c2ccccc12
LogP 1.15
CAS DataBase Reference 85-41-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 1J6PQ7YI80
NIST Chemistry Reference Phthalimide(85-41-6)
EPA Substance Registry System Phthalimide (85-41-6)
UNSPSC Code 12352115
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H335-H315
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
PPE Eyeshields, Gloves, type N95 (US)
Risk Statements  20/21/22-36/37/38-40
Safety Statements  22-24/25
WGK Germany  1
RTECS  TI3920000
Autoignition Temperature >500 °C
TSCA  TSCA listed
HS Code  29251995
Storage Class 13 - Non Combustible Solids
Hazardous Substances Data 85-41-6(Hazardous Substances Data)
Toxicity LD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rabbit > 7940 mg/kg
NFPA 704
0
0 0

Phthalimide price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.07303 Phthalimide for synthesis 85-41-6 100g $32.9 2026-03-19 Buy
Sigma-Aldrich 8.07303 Phthalimide for synthesis 85-41-6 500g $71.4 2026-03-19 Buy
Sigma-Aldrich 8.07303 Phthalimide for synthesis 85-41-6 1kg $109 2026-03-19 Buy
Sigma-Aldrich 8.07303 Phthalimide for synthesis 85-41-6 50kg $3550 2026-03-19 Buy
Sigma-Aldrich 240230 Phthalimide ≥99% 85-41-6 50g $15.2 2026-03-19 Buy
Product number Packaging Price Buy
8.07303 100g $32.9 Buy
8.07303 500g $71.4 Buy
8.07303 1kg $109 Buy
8.07303 50kg $3550 Buy
240230 50g $15.2 Buy

Phthalimide Chemical Properties,Uses,Production

Chemical Properties

white to slightly yellowish crystalline flakes

Uses

Phthalimide is a reagent used to transform allyl- and alkyl halides into protected primary amines. Phthalimide analogues have been extensively used in medicinal chemistry owing to their wide spectrum of applications as anti-convulsant, anti-inflammatory, analgesic, hypolipidimic and immunomodulatory activities. Dyes and metabolites, Environmental Testing.

Uses

Phthalimide, C6H4(CO)2NH, is an imide of commercial and industrial importance, forming a number of interesting derivatives. With alcoholic potash, phthalimide forms a potassium derivative, C6H4 (CO)2 NK, which, when reacted with ethyl iodide (or other alkyl halides), yields ethylphthalimide, C6H4(CO)2 N C2H5. The latter product, when hydrolyzed with an acid or alkali, further yields ethylamine [CAS: 75-04-7] C2H7N. Such reaction chains are useful in the preparation of certain primary amines and their derivatives.

Definition

ChEBI: Phthalimide is a dicarboximide that is 2,3-dihydro-1H-isoindole substituted by oxo groups at positions 1 and 3.

Reactions

The hydrogen atom on the nitrogen of phthalimide exhibits acidic properties and reacts with a base to form a salt. Exploiting the strong nucleophilicity of the nitrogen anion, this salt is then reacted with a halogenated hydrocarbon to yield an N-alkylphthalimide, which is subsequently hydrolyzed with acid or with hydrazine to produce a high-purity primary amine. This reaction is known as the Gabriel reaction.
Phthalimide Gabriel reaction

Synthesis Reference(s)

Journal of the American Chemical Society, 111, p. 3725, 1989 DOI: 10.1021/ja00192a034
The Journal of Organic Chemistry, 45, p. 363, 1980 DOI: 10.1021/jo01290a038
Tetrahedron Letters, 34, p. 6907, 1993 DOI: 10.1016/S0040-4039(00)91827-6

General Description

White to light tan powder. Slightly acidic.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

O-Phthalimide is an imide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). O-Phthalimide forms salts with bases.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition O-Phthalimide emits toxic fumes of nitrogen oxides.

Fire Hazard

Literature sources indicate that O-Phthalimide is combustible.

Safety Profile

Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise the imide from EtOH (20mL/g) (charcoal), or sublime it. For potassium phthalimide see entry in “Metal-organic Compounds”, Chapter 5. [Beilstein 21/10 V 270.]

References

[1] Ohno, H., and, Takami, Y., and, & and Kazuya Kanemoto*. (2026). Preparation of Unsymmetrical Disulfides via Catalytic Lewis Base Activation of N-(Organodithio)phthalimides. Journal of Organic Chemistry, 91 4, 1817–1822. https://doi.org/10.1021/acs.joc.5c03056
[2] Li, J., Zheng, Q., & Dömling*, A. (2024). Exploring Phthalimide as the Acid Component in the Passerini Reaction. Organic Letters, 26 4, 829–833. https://doi.org/10.1021/acs.orglett.3c03962

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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Phthalimide pictures 2026-03-20 Phthalimide
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US $10.00 / KG 1KG 99% 5tons Hebei Chuanghai Biotechnology Co., Ltd
Phthalimide pictures 2025-06-20 Phthalimide
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US $25.00-9.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
Phthalimide pictures 2025-06-03 Phthalimide
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US $100.00-1000.00 / KG 1KG 0.99 20 tons Zibo Hangyu Biotechnology Development Co., Ltd
  • Phthalimide pictures
  • Phthalimide
    85-41-6
  • US $10.00 / KG
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd
  • Phthalimide pictures
  • Phthalimide
    85-41-6
  • US $25.00-9.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
  • Phthalimide pictures
  • Phthalimide
    85-41-6
  • US $100.00-1000.00 / KG
  • 0.99
  • Zibo Hangyu Biotechnology Development Co., Ltd
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