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1-Naphthaldehyde

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Name

1-Naphthaldehyde

EINECS 200-633-4
CAS No. 66-77-3 Density 1.155 g/cm3
PSA 17.07000 LogP 2.65230
Solubility Soluble in ethanol, ether, acetone, benzene. Insoluble in water. Melting Point 1-2 °C(lit.)
Formula C11H8O Boiling Point 292 °C at 760 mmHg
Molecular Weight 156.184 Flash Point 179.5 °C
Transport Information UN 3082 Appearance Yellow liquid
Safety 37/39-26-24/25-36/37-23-36 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 66-77-3 (1-Naphthaldehyde) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

1-Naphthaldehyde(8CI);1-Formylnaphthalene;1-Naphthylcarboxaldehyde;NSC6106;Naphthalene-1-aldehyde;Naphthalene-1-carbaldehyde;a-Naphthaldehyde;a-Naphthalenecarboxaldehyde;a-Naphthylcarboxaldehyde;

Article Data 372

1-Naphthaldehyde Synthetic route

4780-79-4

1-naphthalene methanol

66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With oxygen; perruthenate modified mesoporous silicate MCM-41 In toluene at 80℃; for 1h; Oxidation;100%
With C23H35N3O3(1+)*Br(1-); copper In chlorobenzene at 80℃; for 15h;99%
With 1-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide; Oxone; cetyltrimethylammonim bromide In water at 20℃; for 2h; Green chemistry; chemoselective reaction;99%
75804-52-3

2,2-dimethyl-5-(naphthalen-1-ylmethylene)-1,3-dioxane-4,6-dione

66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With copper(II) acetate dihydrate; manganese(III) triacetate dihydrate In acetic acid at 50℃; for 24h; Inert atmosphere;100%
64002-53-5

diacetoxy(1-naphthyl)methane

66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With bismuth(III) chloride In chloroform for 0.333333h; deprotection; Heating;99%
With tin(ll) chloride In acetonitrile at 25℃; for 0.0333333h; Hydrolysis;99%
With H6P2W18O62 In toluene at 100℃; for 0.0833333h;99%
86-52-2

1-Chloromethylnaphthalene

66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With 1-dodecyl-3-methylimidazolium iron chloride; periodic acid at 30℃; for 1.5h;97%
With 4-methylmorpholine N-oxide; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; potassium iodide at 100℃; for 0.0333333h; Microwave irradiation; Ionic liquid;91%
With sodium nitrate; acetic acid In water for 3h; Reflux;87%
879-18-5

naphthalene-1-carbonic acid chloride

66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In benzene for 0.166667h; Ambient temperature;97%
With tri-n-butyl-tin hydride In 1-methyl-pyrrolidin-2-one at 20℃; Inert atmosphere;90%
With polymethylhydrosiloxane; trifuran-2-yl-phosphane; tetrabutyl ammonium fluoride; potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water at 20℃; for 1h;86%
13504-46-6, 51873-97-3, 57207-33-7

1-naphtylaldehyde oxime

66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With molybdenum(V) chloride; zinc In acetonitrile at 20℃; for 0.116667h;97%
With ammonium peroxydisulfate; Montmorillonite K10; silver nitrate In hexane at 50℃; for 2.5h;95%
With iodine In acetonitrile for 4h; deoximation; Heating;93%
3163-27-7

2-(bromomethyl)naphthalene

66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol for 4h; Reflux; Green chemistry;96%
With sodium periodate In dichloromethane at 40 - 50℃; Ionic liquid;82%
With sodium periodate In N,N-dimethyl-formamide at 150℃; for 0.583333h;80%
26963-79-1

2-(naphth-1-yl)-1,3-dioxolane

66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With lithium tetrafluoroborate In acetonitrile for 48h; Ambient temperature;96%
With ammonium cerium(IV) nitrate In methanol; water at 20℃; for 0.166667h; Ring cleavage;95%
With polyaniline-sulfate salt; water for 2h; Heating;90%
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In methanol for 3h; Reflux; chemoselective reaction;86%
With Pyrene-1-carboxylic acid; C33H22NO4(1-)*Na(1+) In dimethylsulfoxide-d6; water-d2 at 85℃; for 6h; Reagent/catalyst;23 %Spectr.
86-55-5

1-naphthalenecarboxylic acid

66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With Bis(N-methylpiperazinyl) aluminum hydride In tetrahydrofuran for 24h; Heating;95%
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 6h; Ambient temperature;80%
With 9-borabicyclo[3.3.1]nonane dimer; tert.-butyl lithium 1.) THF, room temp.; 2.) THF, pentane, -20 deg C, 10 min and room temp., 6 h; Yield given. Multistep reaction;
With ThxBHO-s-Bu In tetrahydrofuran at 25℃; for 96h; Yield given;
Multi-step reaction with 2 steps
1.1: thionyl chloride / N,N-dimethyl-formamide; dichloromethane / 4 h / Reflux
1.2: 12 h / 20 °C
2.1: sodium hydride; sodium iodide / mineral oil; tetrahydrofuran / 85 °C / Inert atmosphere; Sealed tube
View Scheme
64-19-7

acetic acid

90-12-0

1-Methylnaphthalene

A

13098-88-9

naphthalen-1-ylmethyl acetate

B

66-77-3

1-naphthaldehyde

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water at 85℃; for 2h;A 3%
B 95%

1-Naphthaldehyde Chemical Properties

Product Name: 1-Naphthaldehyde (CAS NO.66-77-3)

IUPAC Name: naphthalene-1-carbaldehyde
Molecular Formula:C11H8O
Molecular Weight: 156.180620 g/mol
Appearance: Yellow crystals
Melting Point: 1-2 °C(lit.)
Boiling Point: 160-161 °C15 mm Hg(lit.)
Flash Point: >230 °F
Solubility:ethanol, ether, acetone.
Density: 1.15 g/mL at 25 °C(lit.)
Vapor density: >1 (vs air)
Refractive index: n20/D 1.652(lit.)
Sensitive: Air
BRN: 386082
Index of Refraction: 1.675 
Molar Refractivity: 50.84 cm3 
Molar Volume: 135.2 cm3 
Classification Code: Drug / Therapeutic Agent

1-Naphthaldehyde Uses

 1-Naphthaldehyde (CAS NO.66-77-3) is used for the synthesis of resin and Medicine.

1-Naphthaldehyde Toxicity Data With Reference

 
Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin > 20mL/kg (20mL/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" National Technical Information Service. Vol. OTS0533568,
mouse LD50 unreported 1100mg/kg (1100mg/kg)   Farmaco, Edizione Scientifica. Vol. 19, Pg. 964, 1964.
rat LD50 oral 667mg/kg (667mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0533568,

1-Naphthaldehyde Consensus Reports

Reported in EPA TSCA Inventory.

1-Naphthaldehyde Safety Profile

Safety Information of 1-Naphthaldehyde (CAS NO.66-77-3):
Hazard Codes: XnHarmful,XiIrritant
Risk Statements: 22-36/37/38
22:Harmful if swallowed 
36/37/38:Irritating to eyes, respiratory system and skin 
Safety Statements: 37/39-26-24/25-36/37-23-36
37/39:Wear suitable gloves and eye/face protection 
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
24/25:Avoid contact with skin and eyes 
36/37:Wear suitable protective clothing and gloves
23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) 
36:Wear suitable protective clothing 
RIDADR:3082
WGK Germany:3
RTECS:QJ0190000
PackingGroup:III
HS Code:29122900
Moderately toxic by an unspecified route. When heated to decomposition it emits acrid smoke and irritating fumes.

1-Naphthaldehyde Specification

 1-Naphthaldehyde , its CAS NO. is 66-77-3, the synonyms are 1-Formylnaphthalene ; 1-Naphthalenecarboxaldehyde ; alpha-Naphthal ; alpha-Naphthaldehyde ; alpha-Naphthylaldehyde ; alpha-Naphthylcarboxaldehyde .

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