2-Chlorobenzyl alcohol
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With n-butyltriphenylphosphonium permanganate In acetonitrile at 20℃; for 0.25h; | 100% |
With ferric nitrate; barium(II) chloride at 90℃; for 0.166667h; | 100% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In dichloromethane; water under 760.051 Torr; for 4h; Green chemistry; | 100% |
2-chlorobenzyl trimethylsilyl ether
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With nitrogen dioxide at 20℃; for 1h; | 100% |
With 2,6-dicarboxypyridinium fluorochromate In acetonitrile at 20℃; for 0.1h; | 98% |
With N-benzyl-N,N-dimethyl anilinium peroxodisulfate In acetonitrile for 0.116667h; Reflux; | 98% |
1,1-diacetoxy-1-(2-chlorophenyl)methane
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With water; silica sulfate In benzene for 0.0333333h; Heating; | 99% |
With potassium tert-butylate; 3-Dimethylaminophenol In tetrahydrofuran for 0.0833333h; | 98% |
With sodium hydrogen sulfate; PEG-2000 at 70℃; for 0.5h; | 96% |
Conditions | Yield |
---|---|
With samarium diiodide; phosphoric acid In tetrahydrofuran for 0.000833333h; Ambient temperature; | 99% |
With lithium-tris(diethylamino)hydridoaluminate In tetrahydrofuran for 12h; Ambient temperature; | 68% |
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccasefrom Trametes versicolor; oxygen In water at 30℃; for 24h; pH=4.5; Enzymatic reaction; | 99% |
With 3-carboxypyridinium dichromate In acetonitrile at 20℃; for 0h; | 93% |
With zinc dichromate trihydrate at 20℃; grinding; neat (no solvent); chemoselective reaction; | 90% |
Conditions | Yield |
---|---|
With Cr-MCM-41 zeolite on silica gel for 0.0833333h; microwave irradiation; | 98% |
With molybdenum(V) chloride; zinc In acetonitrile at 20℃; for 0.166667h; | 95% |
With tris[trinitratocerium(IV)] paraperiodate at 90℃; for 0.166667h; | 95% |
2-(2-chlorophenyl)-1,3-dithiolane
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With silica gel; copper(II) nitrate In tetrachloromethane for 0.25h; Ambient temperature; | 98% |
With dimethyl sulfoxide at 20℃; for 2h; Solvent; | 89% |
2-(2-chlorophenyl)-1,3-dithiane
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With silica gel; copper(II) nitrate In tetrachloromethane for 1h; Ambient temperature; | 98% |
With silica gel; iodic acid at 20℃; for 0.0208333h; | 93% |
With quinolinium monofluorochromate(VI) In acetonitrile for 4h; Heating; | 92% |
With 2,6-dicarboxypyridinium chlorochromate In acetonitrile for 2.13333h; Heating; | 88% |
With water In 1,4-dioxane at 100℃; for 48h; Inert atmosphere; | 78% |
2-Chlorobenzyl alcohol
nitrobenzene
A
2-chlorobenzalaniline
B
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With α,α,α-trifluorotoluene; titanium(IV) oxide In dodecane under 750.075 Torr; for 3h; Darkness; Inert atmosphere; Irradiation; | A 96.98% B n/a |
2-methylchlorobenzene
A
2-chloro-benzaldehyde
B
1-bromomethyl-2-chlorobenzene
C
ortho-chlorobenzoic acid
Conditions | Yield |
---|---|
With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 95℃; for 0.666667h; Kinetics; Mechanism; Rate constant; other time; other temperature; various concentrations of Co(OAc)2 and NaBr; | A n/a B n/a C 96% |
With oxygen; cobalt(II) acetate; sodium bromide In acetic acid at 95℃; for 0.666667h; | A n/a B n/a C 95% |
2-chlorobenzaldehyde phenylhydrazone
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.1h; Heating; | 96% |
With NTPPPODS In water; acetonitrile for 0.25h; Reflux; | 95% |
With caro's acid; silica gel In dichloromethane for 1.25h; Heating; | 90% |
Conditions | Yield |
---|---|
With 1-benzyl-1-azonia-4-azabicyclo[2.2.2]octane tetrahydroborate In hexane; chloroform for 1.5h; Heating; | 95% |
With hydrogenchloride; samarium; tributylphosphine In acetonitrile at -20℃; for 1h; | 92% |
With (1,4-diazabicyclo{2.2.2}-octane)zinc(II) tetrahydoborate In hexane; dichloromethane for 0.16h; Ambient temperature; | 89% |
2-(2-chloro-phenyl)-[1,3]oxathiolane
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With t-butyl thionitrite In acetonitrile at 0℃; for 0.6h; | 95% |
With Iron(III) nitrate nonahydrate at 90℃; for 0.166667h; | 95% |
2-[(2-chlorophenyl)methylene]hydrazinecarboxamide
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With NTPPPODS In water; acetonitrile for 0.333333h; Reflux; | 95% |
With bis(trimethylsilyl)chromate; Montmorillonite K10 for 0.0333333h; Solid phase reaction; Cleavage; microwave irradiation; | 92% |
With clayfen (montmorillonite K-10, Fe(NO3)3*9H2O) for 0.0333333h; microwave irradiation; | 88% |
Conditions | Yield |
---|---|
With carbon tetrabromide In water; acetonitrile at 45℃; for 6h; sonication; | 95% |
With water; β‐cyclodextrin at 20℃; for 6h; | 94% |
With caro's acid; silica gel In acetonitrile at 20℃; for 1h; | 84% |
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In methanol for 3h; chemoselective reaction; | 77% |
2-chlorobenzaldehyde dimethyl acetal
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
perchloric acid In methanol; water at 25 - 30℃; for 0.25h; | 95% |
With water In methanol at 25 - 30℃; for 0.25h; | 95% |
With chloroacetate buffer; sodium dodecyl-sulfate In water at 25℃; pH=2.77 - 2.96; Kinetics; |
2-(2-chlorobenzyloxy)tetrahydro-2H-pyran
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With NTPPPODS In acetonitrile for 0.133333h; Reflux; | 95% |
With 2,6-dicarboxypyridinium chlorochromate In acetonitrile at 20℃; for 0.166667h; | 92% |
With allyltriphenylphopsphonium peroxodisulfate In acetonitrile for 0.333333h; Heating; | 91% |
With dipotassium peroxodisulfate; molybdenum trioxide In water; acetonitrile for 0.34h; Reflux; | 82% |
With trichloroisocyanuric acid In acetonitrile Reflux; |
Conditions | Yield |
---|---|
With iron(III) trifluoromethanesulfonate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen In 1,2-dichloro-ethane at 70℃; under 760.051 Torr; for 6h; Green chemistry; chemoselective reaction; | 95% |
With dihydrogen peroxide In water at 100℃; for 4h; | 89% |
With tetrabutylammonium perchlorate; oxygen; platinum In nitromethane at 20℃; Electrolysis; | 79% |
Conditions | Yield |
---|---|
With Xylaria polymorpha laccase; 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonate) diammonium salt In 1,4-dioxane at 20℃; for 1.5h; pH=4.5; Green chemistry; Enzymatic reaction; | 94% |
With dipotassium peroxodisulfate; ferrocene; iron(II) acetylacetonate In water; acetonitrile at 80℃; for 6h; | 92% |
With laccase of Pleurotus ostreatus MTCC-1801; 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt In 1,4-dioxane at 20℃; pH=4.5; Enzymatic reaction; | 89% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetonitrile at 25℃; for 10h; UV-irradiation; | 94% |
With potassium 12-tungstocobaltate(III) In water; acetonitrile for 0.25h; Microwave irradiation; | 92% |
With 1H-imidazole; sodium periodate; {Mn(III)[5,10,15,20-tetrakis(4-H2N-Ph)porphyrin]}polystyrene In acetonitrile at 20℃; for 4h; | 90% |
Conditions | Yield |
---|---|
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h; | 93% |
N’-(2-chlorobenzylidene)-4-methylbenzenesulfonohydrazide
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With silica gel; copper(II) nitrate In tetrachloromethane for 0.166667h; Heating; | 93% |
With Cr-MCM-41 zeolite on silica gel for 0.0833333h; microwave irradiation; | 93% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; trimethylamine In water for 1h; Reflux; | 93% |
Stage #1: 1-chloro-2-(chloromethyl)benzene With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium bromide In water for 0.0833333h; Reflux; Stage #2: With dihydrogen peroxide In water for 2h; | 92% |
With sodium nitrate; acetic acid In water for 4h; Reflux; | 90% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In ethanol for 3.5h; Heating; | 93% |
Stage #1: 1-bromomethyl-2-chlorobenzene With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In water for 0.0833333h; Reflux; Stage #2: With dihydrogen peroxide In water for 2h; | 91% |
With potassium hydrogencarbonate; dimethyl sulfoxide for 0.05h; Microwave irradiation; | 83% |
Multi-step reaction with 2 steps 1: 20percent NaOH / 4 h 2: CH2Cl2 / 18 h / 60 - 70 °C / Irradiation View Scheme |
(DL)-o-chlorophenyl-1,2-ethanediol
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With tert-butylhypochlorite; lead acetate; dibenzoyl peroxide In toluene at 20℃; for 0.75h; | 93% |
With dimanganese decacarbonyl In toluene at 120℃; Sealed tube; | 91% |
With oxygen; sodium carbonate In water at 20℃; for 5h; Irradiation; Green chemistry; | 77% |
o-chlorobenzyl acetate
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With methanol; potassium permanganate In ethyl acetate at 25℃; for 20h; | 92% |
2-chlorobenzaldoxime
2-chloro-benzaldehyde
Conditions | Yield |
---|---|
With N-bromobis(p-toluenesulfonyl)amine In tetrachloromethane at 20℃; for 2h; | 90% |
The Molecular Structure of 2-Chlorobenzaldehyde (CAS NO.89-98-5):
Empirical Formula: C7H5ClO
Molecular Weight: 140.567
IUPAC Name: 2-chlorobenzaldehyde
Appearance: colourless to brown liquid
Nominal Mass: 140 Da
Average Mass: 140.567 Da
Monoisotopic Mass: 140.002892 Da
Index of Refraction: 1.585
Molar Refractivity: 37.9 cm3
Molar Volume: 113 cm3
Surface Tension: 42.2 dyne/cm
Density: 1.243 g/cm3
Flash Point: 87.8 °C
Melting Point: 10-11.5 °C
Water Solubility: 0.1-0.5 g/100 mL at 24 ºC
Enthalpy of Vaporization: 44.82 kJ/mol
Boiling Point: 211.9 °C at 760 mmHg
Vapour Pressure: 0.178 mmHg at 25°C
Synonyms: 2-chloorbenzaldehyde ; 2-Chlorbenzaldehyd ; 2-chloro-benzaldehyd ; 2-Clorobenzaldeide ; Benzaldehyde, o-chloro- ; Benzaldehyde,2-chloro- ; o-Chloorbenzaldehyde
Product Categories: Aromatic Aldehydes & Derivatives (substituted);C7Alphabetic;Aldehydes;C;Carbonyl Compounds;CH;C7
2-Chlorobenzaldehyde (CAS NO.89-98-5) is used as the intermediates of dye, pesticide, medicine in organic synthesis. 2-Chlorobenzaldehyde is available for the preparation of ethychlozate that is a plant growth regulator. It is also used to synthesize acaricides, such as clofentezine and flutenzine.
1. | ipr-mus LD50:10 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 . | ||
2. | ivn-rbt LD50:8500 µg/kg | PJPPAA Polish Journal of Pharmacology and Pharmacy. 31 (1979),563. |
Reported in EPA TSCA Inventory.
Poison by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic fumes of Cl−. See also ALDEHYDES and CHLORIDES .
Hazard Codes: XiC
Risk Statements: 34
R34: Causes burns
Safety Statements: 26-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3265 8/PG 3
WGK Germany: 1
RTECS: CU5075000
F: 8-9-23
Hazard Note: Irritant
HazardClass: 8
PackingGroup: III
HS Code: 29130000
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