67531-68-4

Basic information

• Product Name: 3-(ETHOXYCARBONYL)PHENYL ISOCYANATE
• Synonyms: 3-(ETHOXYCARBONYL)PHENYL ISOCYANATE;3-CARBETHOXYPHENYL ISOCYANATE;ETHYL 3-ISOCYANATOBENZOATE;3-Carboethoxyphenyl isocyanate~Ethyl 3-isocyanatobenzoate;Benzoic acid, 3-isocyanato-, ethyl ester (9CI);3-carboethoxyphenyl isocyanate;3-(Ethoxycarbonyl)phenyl isocyanat
• CAS NO: 67531-68-4
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18
• EINECS: -0
• Product Categories: ISOCYANATE;Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 67531-68-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 213 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.154 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00257mmHg at 25°C
• Refractive Index: n20/D 1.531(lit.)
• Sensitive: Moisture Sensitive
• BRN: 7636626
• CAS DataBase Reference: 3-(ETHOXYCARBONYL)PHENYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(ETHOXYCARBONYL)PHENYL ISOCYANATE(67531-68-4)
• EPA Substance Registry System: 3-(ETHOXYCARBONYL)PHENYL ISOCYANATE(67531-68-4)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-42
• Safety Statements: 26-27-37/39
• RIDADR: 2206
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 67531-68-4(Hazardous Substances Data)

Usage

Uses

Ethyl 3-Isocyanatobenzoate is used in preparation of substituted ureas as GRB2 stabilizers for RAS MAP kinase inhibition.

InChI:InChI=1/C10H9NO3/c1-2-14-10(13)8-4-3-5-9(6-8)11-7-12/h3-6H,2H2,1H3

Upstream product

• 75-44-5 phosgene 
• 582-33-2 3-aminobenzoic acid ethyl ester 

Downstream Products

• 161455-82-9 3-{3-[1-(Isopropyl-phenyl-carbamoylmethyl)-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-3-yl]-ureido}benzoic acid ethyl ester 
• 160643-96-9 3-Bromo-8-[2,6-dichloro-3-[N-[N'-(3-ethoxycarbonylphenyl)ureidoacetyl]-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine 
• 151386-97-9 N-[1-(adamant-1-ylmethyl)-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(3-ethoxycarbonylphenyl)urea 
• 157701-93-4 (S)-3-[3-(1-benzyloxycarbonyl-4-benzyloxycarbonylaminobutyl)ureido]benzoic acid ethyl ester 

Relevant articles and documents

Organosilicon synthesis of isocyanates: III. Synthesis of aliphatic, carbocyclic, aromatic, and alkylaromatic isocyanatocatboxylic acid esters

A series of aminoacid esters was prepared by treating the aminoacid suspensions in ethanol with thionyl chloride. Best conversion of aminoacid esters to corresponding isocyanates was achieved in the case of aromatic and carbocyclic aminoesters by phosgeneation of their N-silyl derivatives, and in the case of aliphatic and alkylaromatic aminoesters by phosgeneation of O-silyl or N,O-bissilylurethanes on their basis. In the last case additional step of esterification of the by-products isocyanatoalkylcarboxylic acid chlorides is required after phosgeneation. Unusual generation of cynnamates and intramolecular N→O-migration of trimethylsilyl group in the solutions of silylated alkylaromatic β-aminoacid esters were found. Pleiades Publishing, Inc., 2006.