3759-61-3

Basic information

• Product Name: 1-NAPHTHYL CHLOROFORMATE
• Synonyms: chloroformicacid1-naphthylester;chloromrowczan1-naftylu;1-NAPHTHYL CHLOROFORMATE;1-NAPHTHYL CHLOROFORMATE 98%;chlorocarbonic acid 1-naphthyl ester;1-naphthylchlorocarbonate;alpha-naphthylchloroformate;carbanochloridicacid,naphthylester
• CAS NO: 3759-61-3
• Molecular Formula: C₁₁H₇ClO₂
• Molecular Weight: 206.63
• EINECS: 223-168-9
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 3759-61-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 296.74°C (rough estimate)
• Flash Point: 125 °C
• Appearance: /
• Density: 1.273 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.000785mmHg at 25°C
• Refractive Index: n20/D 1.598
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-NAPHTHYL CHLOROFORMATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-NAPHTHYL CHLOROFORMATE(3759-61-3)
• EPA Substance Registry System: 1-NAPHTHYL CHLOROFORMATE(3759-61-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 2
• RTECS: LQ6660000
• F: 10-19-21
• Hazardous Substances Data: 3759-61-3(Hazardous Substances Data)

Usage

Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. A severe eye and skin irritant. When heated to decomposition it emits toxic fumes of Cl-.

InChI:InChI=1/C11H7ClO2/c12-11(13)14-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

Upstream product

• 75-44-5 phosgene 
• 90-15-3 α-naphthol 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 2619-00-3 naphthalen-1-yl N,N-dimethylcarbamate 
• 38357-69-6 2-methylphenyl phenylcarbamate 
• 42571-19-7 C₂₀H₁₇ClN₂O₂ 
• 42571-52-8 C₂₁H₂₀N₂O₂ 
• 42571-53-9 C₂₃H₂₄N₂O₂ 
• 38234-99-0 α-Naphthoxycarbonyl-dimethyldithiocarbamat 
• 38235-00-6 α-Naphthoxycarbonyl-N,N-diethyldithiocarbamat 
• 38234-98-9 α-Naphthoxycarbonyl-methyldithiocarbamat 
• 58610-12-1 thiocarbonic acid O-naphthalen-1-yl ester S-(4-phenyl-5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl) ester 
• 35639-55-5 α-Naphthyl-N,N-dimethylcarbazat 
• 1312807-97-8 4-benzyl-2-(4-methoxyphenyl)oxazol-5-yl naphthalen-1-yl carbonate 
• 1312808-00-6 naphthalen-1-yl 4-benzyl-2-(4-methoxyphenyl)-5-oxo-4,5-dihydrooxazole-4-carboxylate 
• 1312808-04-0 2-(4-methoxyphenyl)-4-methyloxazol-5-yl naphthalen-1-yl carbonate 
• 1312808-05-1 naphthalen-1-yl 2-(4-methoxyphenyl)-4-methyl-5-oxo-4,5-dihydrooxazole-4-carboxylate 

Relevant articles and documents

Asymmetric o-to-c aryloxycarbonyl migration of indolyl carbonates using single-handed dynamic helical polyquinoxalines bearing 4-aminopyridyl groups as chiral nucleophilic catalysts

Use of single-handed dynamic helical macromolecules as nucleophilic catalysts in asymmetric Steglich-type O-to-C aryloxycarbonyl rearrangement of 3-substituted indol-2-yl aryl carbonates is demonstrated. Among several single-handed poly-(quinoxaline-2,3-diyl) copolymers (PQXap) bearing achiral 4-aminopyridin-3-yl groups at the 5-position of the quinoxaline rings, PQXmdpp and PQXapy, containing N-methylpyrrolidine-fused pyridin-3-yl and 4-(1-azetidinyl)pyridin-3-yl groups, respectively, showed higher enantioselectivity and catalytic activity than PQXdmap, bearing 4-dimethylamino-pyridine-3-yl groups. Substrates bearing p-(trifluoromethyl)phenyloxycarbonyl groups on both the nitrogen and oxygen atoms showed high reactivity, giving oxindoles with a quaternary stereogenic carbon center at their 3-positions in up to 97:3 enantiomeric ratio in THF. The macromolecular catalysts underwent inversion of their helix sense by solvent effect, allowing the same catalyst to give the opposite enantiomer in a mixture of methyl t-butyl ether and 1,1,2-trichloroethane (3:1). The macromolecular catalysts could be easily recovered by adding acetonitrile to the reaction mixture and were reused four times without reduction in enantioselectivity.

KINETICS AND MECHANISM OF THE CATALYTIC PHOSGENATION OF PHENOLS. II. PHOSGENATION OF 1-NAPHTHOL IN THE PRESENCE OF PYRIDINE 1-OXIDES

Pyridine N-oxides are effective catalysts for the phosgenation of 1-naphthol and surpass tetramethylurea in their activity.Investigation of the kinetics of the process in dichloromethane showed that the reaction takes place by a mechanism of nucleophilic catalysis, where the active acylating agent is a 1:1 complex of the N-oxide with phosgene, while the thermodynamically more stable 2:1 complex is inactive.Increase in the nucleophilicity of the N-oxide, on the one hand, leads to stabilization of the 1:1 complex and , on the other to a reduction in its activity.

1-Aziridine carboxylic acid derivatives with immunostimulant activity

2-Substituted-1-aziridine-carboxylic acid esters exhibiting immuno-stimulant activity and of the formula STR1 wherein X is a carbamoyl or alkoxycarbonyl radical, and R1 is an aliphatic hydrocarbon radical optionally substituted by halogen, alkoxy, amino, carbamoyloxy, cycloalkyl, hydroxyl, an imido or heterocyclic radical, cycloalkyl; or aryl, aralkyl, aryloxyalkyl or arylthioalkyl wherein the aryl moiety is optionally substituted by halogen, alkyl, alkoxy, hydroxyl, amino, nitro, cyano, acyl, carbalkoxy, thioalkyl, alkylsulphonyl, phenyl or trifluoromethyl. Counterparts where X is --CN and R1 is as above, except for ethyl, are also new.