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Phthalimide

Phthalimide Structure
Phthalimide structure
CAS No.
85-41-6
Chemical Name:
Phthalimide
Synonyms
Isoindoline-1,3-dione;PHTALIMIDE;Phthalimid;ISOINDOLE-1,3-DIONE;o-Phthalimide;2H-Isoindole-1,3-dione;PHTHALIC ACID IMIDE;1H-ISOINDOLE-1,3(2H)-DIONE;1,2-BENZENEDICARBOXIMIDE;1,3-DIHYDROISOINDOLE-1,3-DIONE
CBNumber:
CB1280074
Molecular Formula:
C8H5NO2
Molecular Weight:
147.13
MDL Number:
MFCD00005881
MOL File:
85-41-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:22:41
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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)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H303-H315-H319-H335-H402
Precautionary statements  P501-P261-P273-P271-P264-P280-P302+P352-P312-P337+P313-P305+P351+P338-P362+P364-P332+P313-P304+P340+P312-P403+P233-P405
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
REACH Registrations Active
NFPA 704
0
0 0

Phthalimide price More Price(63)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.07303 Phthalimide for synthesis 85-41-6 100g $32.9 2026-04-30 Buy
Sigma-Aldrich 8.07303 Phthalimide for synthesis 85-41-6 500g $71.4 2026-04-30 Buy
Sigma-Aldrich 8.07303 Phthalimide for synthesis 85-41-6 1kg $109 2026-04-30 Buy
Sigma-Aldrich 8.07303 Phthalimide for synthesis 85-41-6 50kg $3550 2026-04-30 Buy
Sigma-Aldrich 240230 Phthalimide ≥99% 85-41-6 50g $15.2 2026-04-30 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, 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.

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.

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

Phthalimide Preparation Products And Raw materials

Raw materials

Ammonium hydroxide Mini-efficient pulverizer Urea Phthalic anhydride Ammonium bicarbonate
Ammonia

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Preparation Products

Phthalamic acid N-(Hydroxymethyl)phthalimide 1-(1H-pyrazol-1-yl)propan-2-amine Fmoc-8-amino-3,6-dioxaoctanoic acid Phthalonitrile
C-(3,4-Dihydro-2H-benzo[1,4]oxazin-3-yl)-methylamine Phthalide 4-Nitrophthalimide N-(Chloromethyl)phthalimide Captan
N-(2-[4-(4-Chlorophenyl)piperazin-1-yl]ethyl)-3-methoxybenzamide Benzylamine (Aminomethyl)phosphonic acid 4-Fluorobenzylamine 2-(1-Methyl-2-oxopropyl)-1H-isoindole-1,3-(2H)-dione
N-Morpholinothio Phthaldamide Phosmet Ofloxacin 2-(4-Bromopentyl)-1H-isiondole-1,3(2H)dione 2-(Phenoxymethyl)benzoic acid
Folpet 5-Aminophthalide 1,4-Diaminobutane 2-(3-Bromo-1-methyl-2-oxopropyl)-l H-isindole-1,3-(2H)-dione 5-[(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-2-furaldehyde
Cyclohexylthiophthalimide

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Phthalimide Suppliers

Global Suppliers ( 560)
Supplier Tel Email Country ProdList Advantage
Shanghai TongYuan Chemical Co., Ltd. 021-021-69182866 13701855675 tongyuanchem@126.com China 4184 58
Nanjing Taihehua Electronics Co., Ltd 18852048848 943629434@qq.com China 9 58
Tianjinshi Haydn Science &Technology Development Co.,Ltd 022-88294560 13642153692 313878807@qq.com China 28 58
XI'AN VEDA CHEMICAL CO.,LTD 029-88665278 18392371173 cordelia@vedachem.com China 50 58
Hubei Fuyun Biotechnology Co., LTD 17620628948 934441557@qq.com China 46 58
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TAIYUAN RHF CO.,LTD. +86 351 7031519 sales@RHFChem.com China 2334 56
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Supplier Advantage
Shanghai TongYuan Chemical Co., Ltd. 58
Nanjing Taihehua Electronics Co., Ltd 58
Tianjinshi Haydn Science &Technology Development Co.,Ltd 58
XI'AN VEDA CHEMICAL CO.,LTD 58
Hubei Fuyun Biotechnology Co., LTD 58
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
3B Pharmachem (Wuhan) International Co.,Ltd. 69
Alfa Aesar 84
TAIYUAN RHF CO.,LTD. 56
TCI (Shanghai) Development Co., Ltd. 81

Related articles

Related Questions

Ask a question
Q:What drugs contain phthalimide?jennie - May 25,2026
A:Phthalimides are versatile organic intermediates widely used in organic synthesis, particularly as key reagents in the Gabriel synthesis to introduce amino groups. Many important pharmaceutical drugs contain phthalimides. Thalidomide is the most well-known phthalimide derivative drug used to treat multiple myeloma and certain inflammatory diseases. Its analogues, lenalidomide and pomalidomide, also possess a phthalimide skeleton and exhibit greater safety and efficacy in treating hematologic malignancies.

View Latest Price from Phthalimide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Phthalimide pictures 2026-08-25 Phthalimide
85-41-6
 $100.00-1000.00 1KG 0.99 20 tons Zibo Hangyu Biotechnology Development Co., Ltd
Phthalimide pictures 2026-05-28 Phthalimide
85-41-6
 $9.00 1KG 99.8% 100tons Hebei Chuanghai Biotechnology Co,.LTD
Phthalimide pictures 2026-03-20 Phthalimide
85-41-6
 $10.00 1KG 99% 5tons Hebei Chuanghai Biotechnology Co., Ltd
  • Phthalimide pictures
  • Phthalimide
    85-41-6
  • $100.00-1000.00
  • 0.99
  • Zibo Hangyu Biotechnology Development Co., Ltd
  • Phthalimide pictures
  • Phthalimide
    85-41-6
  • $9.00
  • 99.8%
  • Hebei Chuanghai Biotechnology Co,.LTD
  • Phthalimide pictures
  • Phthalimide
    85-41-6
  • $10.00
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd

Phthalimide Spectrum

Phthalimide(85-41-6)MSPhthalimide(85-41-6)1HNMRPhthalimide(85-41-6)IR1Phthalimide(85-41-6)IR2Phthalimide(85-41-6)Raman

85-41-6 (Phthalimide) Related Search:

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1-[2-(Trifluoromethyl)phenyl]hydrazine 2-Nitrodiphenylamine Dimethyl phthalate Phthalic anhydride Potassium phthalimide
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