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89-98-5

Basic Information
CAS No.: 89-98-5
Name: 2-Chlorobenzaldehyde
Molecular Structure:
Molecular Structure of 89-98-5 (2-Chlorobenzaldehyde)
Formula: C7H5ClO
Molecular Weight: 140.57
Synonyms: O-chlorobenzaldehyde (OCBA);2-Chloro benzaldehyde;Benzaldehyde,o-chloro- (8CI);
EINECS: 201-956-3
Density: 1.243 g/cm3
Melting Point: 9-11 °C(lit.)
Boiling Point: 211.9 °C at 760 mmHg
Flash Point: 85 °C
Solubility: 0.1-0.5 g/100 mL at 24 °C in water
Appearance: colourless to brown liquid
Hazard Symbols: CorrosiveC, IrritantXi
Risk Codes: 34
Safety: 26-45
Transport Information: UN 3265 8/PG 3
PSA: 17.07000
LogP: 2.15250
Synthetic route
17849-38-6

2-Chlorobenzyl alcohol

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
150480-30-1

2-chlorobenzyl trimethylsilyl ether

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
13086-95-8

1,1-diacetoxy-1-(2-chlorophenyl)methane

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
609-66-5

2-chlorobenzamide

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
89-97-4

2-CHLOROBENZYLAMINE

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
3717-28-0

2-chloro benzaldehyde oxime

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
83521-68-0

2-(2-chlorophenyl)-1,3-dithiolane

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
With silica gel; copper(II) nitrate In tetrachloromethane for 0.25h; Ambient temperature;98%
With dimethyl sulfoxide at 20℃; for 2h; Solvent;89%
69849-09-8

2-(2-chlorophenyl)-1,3-dithiane

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
17849-38-6

2-Chlorobenzyl alcohol

98-95-3

nitrobenzene

A

32347-02-7, 5877-49-6

2-chlorobenzalaniline

B

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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
95-49-8

2-methylchlorobenzene

A

89-98-5

2-chloro-benzaldehyde

B

611-17-6

1-bromomethyl-2-chlorobenzene

C

118-91-2

ortho-chlorobenzoic acid

Conditions
ConditionsYield
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%
34158-76-4

2-chlorobenzaldehyde phenylhydrazone

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
609-65-4

o-chlorobenzoyl chloride

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
99586-81-9

2-(2-chloro-phenyl)-[1,3]oxathiolane

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
With t-butyl thionitrite In acetonitrile at 0℃; for 0.6h;95%
With Iron(III) nitrate nonahydrate at 90℃; for 0.166667h;95%
5315-85-5, 120445-39-8

2-[(2-chlorophenyl)methylene]hydrazinecarboxamide

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
7366-47-4

2-(2'-chlorophenyl)-1,3-dioxolane

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
70380-66-4

2-chlorobenzaldehyde dimethyl acetal

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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;
512180-26-6

2-(2-chlorobenzyloxy)tetrahydro-2H-pyran

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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;
2039-87-4

2-chlorostyrene

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
95-49-8

2-methylchlorobenzene

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
2444-36-2

2'-chloro-benzeneacetic acid

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
118-91-2

ortho-chlorobenzoic acid

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;93%
107135-19-3

N’-(2-chlorobenzylidene)-4-methylbenzenesulfonohydrazide

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
611-19-8

1-chloro-2-(chloromethyl)benzene

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
611-17-6

1-bromomethyl-2-chlorobenzene

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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
32345-65-6, 133082-13-0, 59365-60-5

(DL)-o-chlorophenyl-1,2-ethanediol

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
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%
22184-24-3

o-chlorobenzyl acetate

89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
With methanol; potassium permanganate In ethyl acetate at 25℃; for 20h;92%
89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
With N-bromobis(p-toluenesulfonyl)amine In tetrachloromethane at 20℃; for 2h;90%
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Chemistry

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

Uses

 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.

Toxicity Data With Reference

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.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic fumes of Cl. See also ALDEHYDES and CHLORIDES .
Hazard Codes: IrritantXiCorrosiveC
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