59776-60-2

Basic information

• Product Name: 3,5-DINITROPHENYL ISOCYANATE
• Synonyms: 1-ISOCYANATO-3,5-DINITROBENZENE;3,5-DINITROPHENYL ISOCYANATE;AKOS BB-9290;Benzene, 1-isocyanato-3,5-dinitro- (9CI);3,5-Dinitrophenyl isocyanate 95%
• CAS NO: 59776-60-2
• Molecular Formula: C₇H₃N₃O₅
• Molecular Weight: 209.12
• Product Categories: ISOCYANATE;Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 59776-60-2.mol

Chemical Properties

• Melting Point: 82-87 °C(lit.)
• Boiling Point: 338.6°C at 760 mmHg
• Flash Point: 158.6°C
• Appearance: /
• Density: 1.61g/cm³
• Vapor Pressure: 9.71E-05mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3,5-DINITROPHENYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DINITROPHENYL ISOCYANATE(59776-60-2)
• EPA Substance Registry System: 3,5-DINITROPHENYL ISOCYANATE(59776-60-2)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-42
• Safety Statements: 22-26-36
• RIDADR: UN 3335
• WGK Germany: 3
• F: 4.10-10-21
• Hazardous Substances Data: 59776-60-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3,5-Dinitrophenyl isocyanate is used as a reagent in organic synthesis for its ability to undergo nucleophilic additions and substitutions, making it a versatile compound in the creation of various organic molecules.
Used in Polymer Production:
3,5-Dinitrophenyl isocyanate is used as a building block in the production of diisocyanates, which are key components in the manufacturing of polyurethane foams, coatings, and adhesives.
Used in Pharmaceutical Production:
3,5-Dinitrophenyl isocyanate is used as a starting material in the synthesis of certain pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Safety and Handling Protocols:
Due to its hazardous nature, 3,5-dinitrophenyl isocyanate is used as a subject for the development and implementation of safety protocols and handling procedures to minimize risks associated with its use, such as skin and respiratory irritation and potential for explosion.

InChI:InChI=1/C7H3N3O5/c11-4-8-5-1-6(9(12)13)3-7(2-5)10(14)15/h1-3H

Upstream product

• 42444-51-9 3,5-dinitrobenzoyl azide 
• 67-64-1 acetone 
• 108-88-3 toluene 
• 75-44-5 phosgene 
• 618-87-1 3, 5-dinitroaniline 
• 71-43-2 benzene 
• 99-33-2 3,5-dinitrobenoyl chloride 

Downstream Products

• 115719-80-7 (3,5-dinitro-phenyl)-carbamic acid methyl ester 
• 50571-36-3 (3,5-dinitro-phenyl)-carbamic acid ethyl ester 
• 13142-63-7 (3,5-dinitro-phenyl)-urea 
• 618-87-1 3, 5-dinitroaniline 
• 38802-18-5 N-(3,5-dinitrophenyl)-acetamide 
• 92915-50-9 α-(3,5-dinitro-phenylcarbamoyloxy)-deoxybenzoin 
• 854890-65-6 N-ethyl-N'-(3,5-dinitro-phenyl)-urea 

Relevant articles and documents

[3]rotaxanes composed of two dibenzo-24-crown-8 ether wheels and an azamacrocyclic complex

The azamacrocyclic complex was used as a platform for the construction of [3]rotaxanes containing two DB24C8 macrocycles per molecule. The complex unit incorporates two electron deficient π-bond systems and two N-H hydrogen bond donating groups which faci

Stereoselective alkylations of chiral nitro imine and nitro hydrazone dianions. Synthesis of enantiomerically enriched 3-substituted 1-nitrocyclohexenes

(Chemical Equation Presented) Dianions of chiral nitro imines (generated by a combination of LDA and s-BuLi) underwent diastereoselective alkylation with methyl, butyl, isopropyl, allyl, and methallyl iodides. In contrast to the behavior of simple metalloenamines, the most selective auxiliary contained no coordinating groups but did possess a large steric difference between the two substituents. The yield and selectivity of the alkylations were improved by the addition of HMPA or DMPU. The use of (S)-1-naphthylethylamine as the auxiliary afforded the R absolute configuration of the alkylation products. This stereochemical outcome could be rationalized by simple steric approach controlled alkylation in a conformationally fixed, internally coordinated dianion. A SAMP nitro hydrazone gave poorer yields and selectivities.

Additions of Chiral Allyltitanocenes to Aldehydes: Diastereoselective Synthesis of Homoallylic Alcohols with a Recyclable Chiral Transition Metal Reagent

Homochiral allyl- and crotyltitanocenes 4a (R = H) and 4b (R = Me) prepared from ansa-titanocene dichloride 2 react with aldehydes to provide on workup homoallylic alcohols 5 in excellent yield and with moderate to excellent anti diastereoselectivity in t

Synthesis of isocyanates from nitroalkanes

A process for the preparation of aromatic isocyanates from nitroalkanes. A nitromethyl aromatic compound of the general formula: STR1 wherein R and R1 represent hydrogen, halogen, a C1 -C5 alkyl radical, a C1 -C4 alkoxy radical, nitro, isocyanato, an alkoxycarbonylamino, or nitromethyl radical, with R and R1 being the same or different, is heated in the presence of an effective amount of a Lewis acid or Bronsted acid substance to effect a dehydrogenation-isomerization reaction to yield an aromatic isocyanate of the general formula: STR2 The product of the reaction may be recovered as the aromatic isocyanate or the alcohol adduct, a carbamate.