Product Name

  • Name

    2-Chlorobenzaldehyde

  • EINECS 201-956-3
  • CAS No. 89-98-5
  • Article Data501
  • CAS DataBase
  • Density 1.243 g/cm3
  • Solubility 0.1-0.5 g/100 mL at 24 °C in water
  • Melting Point 9-11 °C(lit.)
  • Formula C7H5ClO
  • Boiling Point 211.9 °C at 760 mmHg
  • Molecular Weight 140.569
  • Flash Point 85 °C
  • Transport Information UN 3265 8/PG 3
  • Appearance colourless to brown liquid
  • Safety 26-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 89-98-5 (2-Chlorobenzaldehyde)
  • Hazard Symbols CorrosiveC, IrritantXi
  • Synonyms O-chlorobenzaldehyde (OCBA);2-Chloro benzaldehyde;Benzaldehyde,o-chloro- (8CI);
  • PSA 17.07000
  • LogP 2.15250

Synthetic route

2-Chlorobenzyl alcohol
17849-38-6

2-Chlorobenzyl alcohol

2-chloro-benzaldehyde
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%
2-chlorobenzyl trimethylsilyl ether
150480-30-1

2-chlorobenzyl trimethylsilyl ether

2-chloro-benzaldehyde
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%
1,1-diacetoxy-1-(2-chlorophenyl)methane
13086-95-8

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

2-chloro-benzaldehyde
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%
2-chlorobenzamide
609-66-5

2-chlorobenzamide

2-chloro-benzaldehyde
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%
2-CHLOROBENZYLAMINE
89-97-4

2-CHLOROBENZYLAMINE

2-chloro-benzaldehyde
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%
2-chloro benzaldehyde oxime
3717-28-0

2-chloro benzaldehyde oxime

2-chloro-benzaldehyde
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%
2-(2-chlorophenyl)-1,3-dithiolane
83521-68-0

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

2-chloro-benzaldehyde
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%
2-(2-chlorophenyl)-1,3-dithiane
69849-09-8

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

2-chloro-benzaldehyde
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%
2-Chlorobenzyl alcohol
17849-38-6

2-Chlorobenzyl alcohol

nitrobenzene
98-95-3

nitrobenzene

A

2-chlorobenzalaniline
32347-02-7, 5877-49-6

2-chlorobenzalaniline

B

2-chloro-benzaldehyde
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
...Expand
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

A

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

B

1-bromomethyl-2-chlorobenzene
611-17-6

1-bromomethyl-2-chlorobenzene

C

ortho-chlorobenzoic acid
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%
...Expand
2-chlorobenzaldehyde phenylhydrazone
34158-76-4

2-chlorobenzaldehyde phenylhydrazone

2-chloro-benzaldehyde
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%
o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-chloro-benzaldehyde
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%
2-(2-chloro-phenyl)-[1,3]oxathiolane
99586-81-9

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

2-chloro-benzaldehyde
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%
2-[(2-chlorophenyl)methylene]hydrazinecarboxamide
5315-85-5, 120445-39-8

2-[(2-chlorophenyl)methylene]hydrazinecarboxamide

2-chloro-benzaldehyde
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%
2-(2'-chlorophenyl)-1,3-dioxolane
7366-47-4

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

2-chloro-benzaldehyde
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%
2-chlorobenzaldehyde dimethyl acetal
70380-66-4

2-chlorobenzaldehyde dimethyl acetal

2-chloro-benzaldehyde
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;
2-(2-chlorobenzyloxy)tetrahydro-2H-pyran
512180-26-6

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

2-chloro-benzaldehyde
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;
2-chlorostyrene
2039-87-4

2-chlorostyrene

2-chloro-benzaldehyde
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%
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

2-chloro-benzaldehyde
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%
2'-chloro-benzeneacetic acid
2444-36-2

2'-chloro-benzeneacetic acid

2-chloro-benzaldehyde
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%
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h;93%
N’-(2-chlorobenzylidene)-4-methylbenzenesulfonohydrazide
107135-19-3

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

2-chloro-benzaldehyde
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%
1-chloro-2-(chloromethyl)benzene
611-19-8

1-chloro-2-(chloromethyl)benzene

2-chloro-benzaldehyde
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%
1-bromomethyl-2-chlorobenzene
611-17-6

1-bromomethyl-2-chlorobenzene

2-chloro-benzaldehyde
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
(DL)-o-chlorophenyl-1,2-ethanediol
32345-65-6, 133082-13-0, 59365-60-5

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

2-chloro-benzaldehyde
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%
o-chlorobenzyl acetate
22184-24-3

o-chlorobenzyl acetate

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

Conditions
ConditionsYield
With methanol; potassium permanganate In ethyl acetate at 25℃; for 20h;92%
2-chlorobenzaldoxime
3717-26-8, 3717-27-9, 3717-28-0

2-chlorobenzaldoxime

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

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

2-Chlorobenzaldehyde Chemical Properties

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 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.

2-Chlorobenzaldehyde 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.

2-Chlorobenzaldehyde Consensus Reports

Reported in EPA TSCA Inventory.

2-Chlorobenzaldehyde 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

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