Product Name

  • Name

    1-Chloro-2,3-epoxypropane

  • EINECS 203-439-8
  • CAS No. 106-89-8
  • Article Data190
  • CAS DataBase
  • Density 1.205 g/cm3
  • Solubility 6 g/100 mL (10 °C) in water
  • Melting Point -57 °C
  • Formula C3H5ClO
  • Boiling Point 116.1 °C at 760 mmHg
  • Molecular Weight 92.5251
  • Flash Point 33.9 °C
  • Transport Information UN 2023 6.1/PG 2
  • Appearance clear, colorless
  • Safety 53-45
  • Risk Codes 45-10-23/24/25-34-43
  • Molecular Structure Molecular Structure of 106-89-8 (1-Chloro-2,3-epoxypropane)
  • Hazard Symbols ToxicT
  • Synonyms Oxirane,(chloromethyl)- (9CI);Propane, 1-chloro-2,3-epoxy- (6CI,8CI);(Chloromethyl)ethylene oxide;(Chloromethyl)oxirane;(RS)-Epichlorhydrin;1,2-Epoxy-3-chloropropane;1-Chloro-2,3-epoxypropane;2,3-Epoxypropyl chloride;2-(Chloromethyl)oxirane;3-Chloro-1,2-epoxypropane;3-Chloro-1,2-propylene oxide;3-Chloropropene-1,2-oxide;3-Chloropropylene oxide;Chloropropylene oxide;Glycerol epichlorohydrin;Glycidyl chloride;J 006;NSC 6747;dl-a-Epichlorohydrin;a-Epichlorohydrin;g-Chloropropylene oxide;
  • PSA 12.53000
  • LogP 0.62400

Synthetic route

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With Cumene hydroperoxide at 60 - 120℃; under 7500.75 Torr; Temperature; Pressure;99%
With Cumene hydroperoxide at 60 - 120℃; under 7500.75 Torr; Temperature; Pressure;98%
With 1-phenylethyl hydroperoxide In ethylbenzene at 30 - 50℃; under 750.075 Torr; Pressure; Temperature; Reagent/catalyst;98%
1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With resin IRA-440 In dichloromethane for 24h; Ambient temperature;98%
With strong basic ion-exchange resin IRA 440 In dichloromethane for 24h; Product distribution; Ambient temperature; other basic ion-exchange resins; other glycerol dihalohydrins; other solvents and time;98%
With calcium hydroxide inactive form;
(C4H9)3SnOCH(CH2Cl)2
35952-61-5

(C4H9)3SnOCH(CH2Cl)2

A

tributyltin chloride
1461-22-9

tributyltin chloride

B

chloroacetone
78-95-5

chloroacetone

C

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
63% decompn. at 210°C (1 h);A n/a
B 5%
C 95%
γ,γ-dichloropropanol
83682-72-8

γ,γ-dichloropropanol

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With sodium hydroxide at 20℃; Temperature;94.1%
3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

A

1-chloro-3-methoxypropan-2-ol
4151-97-7

1-chloro-3-methoxypropan-2-ol

B

3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

C

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With dihydrogen peroxide; TS-1 In methanol; water; 1,2-dichloro-benzene at 25 - 40℃; for 1h; Product distribution / selectivity;A n/a
B n/a
C 94%
2,3-Dichloro-1-propanol
616-23-9

2,3-Dichloro-1-propanol

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With water; sodium hydroxide at 50℃; for 0.00833333h; Time; Temperature; Concentration;92.4%
With potassium hydroxide
oxiranyl-methanol
556-52-5

oxiranyl-methanol

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In dichloromethane at 0 - 20℃; Inert atmosphere;85%
1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

A

chloroacetone
78-95-5

chloroacetone

B

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With HT4-c823 In water at 149.84℃; under 750.075 Torr; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; Flow reactor; chemoselective reaction;A 18.9%
B 80.5%
(R,S)-2-hydroxy-3-chloropropyl p-toluenesulfonate
102129-99-7

(R,S)-2-hydroxy-3-chloropropyl p-toluenesulfonate

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With sodium ethane-1,2-diolate In ethylene glycol at 20℃; for 0.25h;79%
(+/-)-1-Acetoxy-2,3-dichloropropane
589-96-8

(+/-)-1-Acetoxy-2,3-dichloropropane

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With calcium hydroxide 1.) H2O, r.t., 1 h, 2.) hexane, 6 h;77%
glycerol
56-81-5

glycerol

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
Stage #1: glycerol With hydrogenchloride; Adipic acid In water at 120℃; for 8h;
Stage #2: With calcium hydroxide
67.5%
With phosphorus trichloride
With hydrogenchloride anschl. mit Aetzkali;
1-bromo-3-chloro-propan-2-ol
4540-44-7

1-bromo-3-chloro-propan-2-ol

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With sodium ethane-1,2-diolate In ethylene glycol at 20℃; for 0.25h;58%
With potassium hydroxide levorotatory form;
2,3-Dichloro-1-propanol
616-23-9

2,3-Dichloro-1-propanol

A

(2R)-3-chloro-1,2-propanediol
57090-45-6

(2R)-3-chloro-1,2-propanediol

B

(S)-3-chloropropan-1,2-diol
60827-45-4

(S)-3-chloropropan-1,2-diol

C

(S)-1,3-dichloro-1-propanol

(S)-1,3-dichloro-1-propanol

D

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With epoxide hydrolase from Agrobacterium radiobacter AD1; halohydrin dehalogenase from Agrobacterium radiobacter AD1; Tris-SO4 buffer In water at 30℃; for 20h; pH=7.5; kinetic resolution; Further byproducts given;A n/a
B n/a
C 49.5%
D n/a
dihydrogen peroxide
7722-84-1

dihydrogen peroxide

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

A

water
7732-18-5

water

B

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With titanium-containing zeolite In methanol at 35℃; Mechanism; Solvent;A n/a
B 29.8%
3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

A

benzaldehyde
100-52-7

benzaldehyde

B

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With molybdenum blue; dihydrogen peroxide; bis(tri-n-butyltin)oxide In chloroform at 25℃; for 10h;A 1%
B 48 % Turnov.
1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

A

glycerol
56-81-5

glycerol

B

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With potassium hydroxide
1,3-dichloro-2-acetoxypropane
3674-10-0

1,3-dichloro-2-acetoxypropane

A

acetyl chloride
75-36-5

acetyl chloride

B

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
beim Stehenlassen;
peracetic acid
79-21-0

peracetic acid

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With catalysts
(+-)-2,3-dichloro-propan-1-ol

(+-)-2,3-dichloro-propan-1-ol

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
With calcium hydroxide
With sodium hydroxide Herstellung eines mit Chlor-36 markierten Praeparats;
1-bromo-3-chloro-propan-2-ol
4540-44-7

1-bromo-3-chloro-propan-2-ol

potash

potash

A

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

B

epichlorohydrin
106-89-8

epichlorohydrin

1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

KOH

KOH

epichlorohydrin
106-89-8

epichlorohydrin

2,3-Dichloro-1-propanol
616-23-9

2,3-Dichloro-1-propanol

potash

potash

epichlorohydrin
106-89-8

epichlorohydrin

2,3-Dichloro-1-propanol
616-23-9

2,3-Dichloro-1-propanol

water
7732-18-5

water

sodium hydroxide

sodium hydroxide

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
at 0℃;
at 0℃; Geschwindigkeit;
at 25℃; Geschwindigkeit;
1-chloro-3-iodopropan-2-ol
26484-95-7

1-chloro-3-iodopropan-2-ol

KOH-solution

KOH-solution

A

hydrogen iodide
10034-85-2

hydrogen iodide

B

epichlorohydrin
106-89-8

epichlorohydrin

diethyl ether
60-29-7

diethyl ether

1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

water
7732-18-5

water

sodium amalgam

sodium amalgam

A

allyl alcohol
107-18-6

allyl alcohol

B

epichlorohydrin
106-89-8

epichlorohydrin

diethyl ether
60-29-7

diethyl ether

1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

sodium

sodium

A

propene
187737-37-7

propene

B

allyl alcohol
107-18-6

allyl alcohol

C

epichlorohydrin
106-89-8

epichlorohydrin

ethanol
64-17-5

ethanol

1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

powdered NaOH

powdered NaOH

A

1,3-diethoxy-isopropanol
4043-59-8

1,3-diethoxy-isopropanol

B

epichlorohydrin
106-89-8

epichlorohydrin

C

glycidethyl ether

glycidethyl ether

3-hydroxy-benzoic acid-(2-chloro-1-chloromethyl-ethyl ester)

3-hydroxy-benzoic acid-(2-chloro-1-chloromethyl-ethyl ester)

potash

potash

epichlorohydrin
106-89-8

epichlorohydrin

Conditions
ConditionsYield
at 100℃;
morpholine
110-91-8

morpholine

epichlorohydrin
106-89-8

epichlorohydrin

1-chloro-3-(4-morpholinyl)-2-propanol
40893-69-4

1-chloro-3-(4-morpholinyl)-2-propanol

Conditions
ConditionsYield
In ethanol for 24h; Heating;100%
With zinc(II) chloride In water at 60℃; for 8h; regioselective reaction;96%
In water at 0 - 5℃; for 4h;92%
Ethyl 4-hydroxybenzoate
120-47-8

Ethyl 4-hydroxybenzoate

epichlorohydrin
106-89-8

epichlorohydrin

ethyl 4-(glycidyloxy)benzoate
50625-94-0

ethyl 4-(glycidyloxy)benzoate

Conditions
ConditionsYield
With sodium carbonate; N,N-dimethyl-formamide at 80℃; for 12h; Inert atmosphere;100%
With potassium carbonate In acetone for 20h; Heating;
With potassium carbonate In butanone Heating;
With potassium carbonate In acetone; toluene13.5 gm (61%)
With sodium hydroxide
acetic acid
64-19-7

acetic acid

epichlorohydrin
106-89-8

epichlorohydrin

3-chloro-2-hydroxy-1-propyl acetate
24573-30-6

3-chloro-2-hydroxy-1-propyl acetate

Conditions
ConditionsYield
With iron(III) chloride at 20 - 70℃; for 24.1667h;100%
With tin(IV)tetraphenylporphyrinato trifluoromethanesulfonate for 0.666667h; Heating;99%
With cerium(IV) triflate at 80℃; for 0.0833333h;93%
epichlorohydrin
106-89-8

epichlorohydrin

phenol
108-95-2

phenol

Phenyl glycidyl ether
122-60-1

Phenyl glycidyl ether

Conditions
ConditionsYield
Stage #1: phenol With sodium hydroxide In water at 25℃; for 0.666667h;
Stage #2: epichlorohydrin In water at 30 - 35℃; for 16h;
100%
With n-Bu4NOSO2OCH2CHOHCH3; potassium carbonate at 75 - 80℃; for 1.5h;91%
With n-BuNOSO2OCH2CHOHCH3; potassium carbonate at 75 - 80℃; for 1.5h; other aryl alcohols, var. phase transfer catalysts, var. reaction time;91%
epichlorohydrin
106-89-8

epichlorohydrin

1-bromo-3-chloro-propan-2-ol
4540-44-7

1-bromo-3-chloro-propan-2-ol

Conditions
ConditionsYield
With hydrogen bromide at -60℃; for 16h;100%
With dimethylbromosulphonium bromide In acetonitrile at 20℃; for 0.333333h;98%
With ammonium cerium(IV) nitrate; tetrabutylammomium bromide In tert-butyl alcohol for 1.5h; Ambient temperature;96%
epichlorohydrin
106-89-8

epichlorohydrin

1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane for 12h; Ambient temperature;100%
With hydrogenchloride In water100%
With chloro-trimethyl-silane; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 20℃; for 1h; ring opening reaction;99%
epichlorohydrin
106-89-8

epichlorohydrin

bis(3-chloro-2-hydroxypropyl)sulfide
19030-86-5

bis(3-chloro-2-hydroxypropyl)sulfide

Conditions
ConditionsYield
With hydrogenchloride; sodium hydrogen sulfide monohydrate; sodium hydroxide In methanol; water at 6℃;100%
With hydrogen sulfide; tetrabutylammomium bromide In toluene at 20 - 25℃; Solvent; Temperature; Reagent/catalyst;96%
With hydrogen sulfide
diisopropylamine
108-18-9

diisopropylamine

epichlorohydrin
106-89-8

epichlorohydrin

1-Chlor-2-hydroxy-3-diisopropylamino-methyl-propan
55211-97-7

1-Chlor-2-hydroxy-3-diisopropylamino-methyl-propan

Conditions
ConditionsYield
In ethanol for 24h; Heating;100%
In water
aniline
62-53-3

aniline

epichlorohydrin
106-89-8

epichlorohydrin

N-(3-chloro-2-hydroxypropyl)aniline
76226-32-9, 15949-12-9

N-(3-chloro-2-hydroxypropyl)aniline

Conditions
ConditionsYield
With lithium bromide at 20℃; for 5h;100%
With Ni2+-metallodendrimer grafted on mesoporous polymethacrylate based Sepabeads EB-EP-400 In neat (no solvent) at 20℃; for 0.5h; Reagent/catalyst; Solvent; Green chemistry; regioselective reaction;97%
With BiCl6(3-)*2C4H10N2*ClH*3H(1+)*H2O at 20℃; for 0.116667h; Neat (no solvent); regioselective reaction;96%
pyrrolidine
123-75-1

pyrrolidine

epichlorohydrin
106-89-8

epichlorohydrin

1-chloro-3-(1-pyrrolidinyl)-2-propanol
58759-70-9

1-chloro-3-(1-pyrrolidinyl)-2-propanol

Conditions
ConditionsYield
In ethanol for 24h; Heating;100%
In ethanol at 20℃; under 2585.81 Torr; for 0.0166667h; microwave irradiation;65%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

epichlorohydrin
106-89-8

epichlorohydrin

1-Chlor-2-hydroxy-3-(N-methyl-N-2-hydroxyethyl)-amino-propan
63125-83-7

1-Chlor-2-hydroxy-3-(N-methyl-N-2-hydroxyethyl)-amino-propan

Conditions
ConditionsYield
at 40 - 70℃;100%
In water at 13 - 34℃; for 1.41667h;
In isopropyl alcohol
1H-indol-4-ol
2380-94-1

1H-indol-4-ol

epichlorohydrin
106-89-8

epichlorohydrin

4-(oxiranylmethoxy)-1H-indole
35308-87-3

4-(oxiranylmethoxy)-1H-indole

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 45℃; for 4h;100%
Stage #1: 1H-indol-4-ol; epichlorohydrin With potassium hydroxide In dimethyl sulfoxide at 45℃; for 4h;
Stage #2: With ammonium chloride In water
99%
With potassium hydroxide In dimethyl sulfoxide at 45℃; for 4h;99%
4-phenyl-Δ2-1,2,4-triazoline-5-thione
5373-72-8

4-phenyl-Δ2-1,2,4-triazoline-5-thione

epichlorohydrin
106-89-8

epichlorohydrin

4-phenyl-3-(1-chloro-2-hydroxypropylthio)-1,2,4-triazole
134619-57-1

4-phenyl-3-(1-chloro-2-hydroxypropylthio)-1,2,4-triazole

Conditions
ConditionsYield
In ethanol at 20℃; for 5h;100%
1-octadecanol
112-92-5

1-octadecanol

epichlorohydrin
106-89-8

epichlorohydrin

octadecyl glycidyl ether
16245-97-9

octadecyl glycidyl ether

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 In cyclohexane Heating;100%
With sodium hydroxide; Aliquat 336 In cyclohexane Heating;99%
With sodium hydroxide; Aliquat 336 In cyclohexane for 4h; Heating;99%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

epichlorohydrin
106-89-8

epichlorohydrin

4-chloro-3-trimethylsiloxybutyronitrile
81091-27-2

4-chloro-3-trimethylsiloxybutyronitrile

Conditions
ConditionsYield
With erbium(III) triflate at 0 - 20℃; for 0.166667h; regioselective reaction;100%
ytterbium cyanide In tetrahydrofuran at 25℃; for 0.3h;91%
carbon dioxide
124-38-9

carbon dioxide

epichlorohydrin
106-89-8

epichlorohydrin

4-chloromethyl-[1,3]dioxolan-2-one
2463-45-8

4-chloromethyl-[1,3]dioxolan-2-one

Conditions
ConditionsYield
With dmap; CrTTPCl at 60℃; under 37751.8 - 40337.5 Torr; for 18h;100%
With triphenylphosphine; phenol at 120℃; under 30002.4 Torr; for 14h;100%
With triethylamine; binaphthyldiamino Zn(II) salen-type compex In dichloromethane at 100℃; under 25858.1 Torr;100%
Cyclododecylamine
1502-03-0

Cyclododecylamine

epichlorohydrin
106-89-8

epichlorohydrin

1-Chloro-3-cyclododecylamino-propan-2-ol

1-Chloro-3-cyclododecylamino-propan-2-ol

Conditions
ConditionsYield
In ethanol for 24h; Heating;100%
isoselenocyanatotrimethylsilane
16966-40-8

isoselenocyanatotrimethylsilane

epichlorohydrin
106-89-8

epichlorohydrin

3-Chloro-2-trimethylsiloxypropyl selenocyanate
128256-05-3

3-Chloro-2-trimethylsiloxypropyl selenocyanate

Conditions
ConditionsYield
potassium selenocyanate In hexane at 40℃; for 24h;100%
cyclooctylamine
5452-37-9

cyclooctylamine

epichlorohydrin
106-89-8

epichlorohydrin

1-Chloro-3-cyclooctylamino-propan-2-ol

1-Chloro-3-cyclooctylamino-propan-2-ol

Conditions
ConditionsYield
In ethanol for 24h; Heating;100%
pyridinium perchlorate
15598-34-2

pyridinium perchlorate

epichlorohydrin
106-89-8

epichlorohydrin

1-(2-hydroxy-3-chloropropyl)pyridinium perchlorate

1-(2-hydroxy-3-chloropropyl)pyridinium perchlorate

Conditions
ConditionsYield
With pyridine In ethanol for 3h; Product distribution; Heating; further cycloimmonium salts;100%
With pyridine In ethanol for 3h; Heating;100%
4-methylpyridinium perchlorate
52827-74-4

4-methylpyridinium perchlorate

epichlorohydrin
106-89-8

epichlorohydrin

1-(2-hydroxy-3-chloropropyl)-4-methylpyridinium perchlorate

1-(2-hydroxy-3-chloropropyl)-4-methylpyridinium perchlorate

Conditions
ConditionsYield
With picoline for 1h; Heating;100%
cinnamoyl chloride
102-92-1

cinnamoyl chloride

epichlorohydrin
106-89-8

epichlorohydrin

1,3-dichloro-2-propyl cinnamate
157140-94-8

1,3-dichloro-2-propyl cinnamate

Conditions
ConditionsYield
With yttrium(III) chloride In dichloromethane for 36h; Ambient temperature;100%
N-(1-chlorohexafluoro-1-methylethyl)benzenesulfinimidoyl chloride
85095-40-5

N-(1-chlorohexafluoro-1-methylethyl)benzenesulfinimidoyl chloride

epichlorohydrin
106-89-8

epichlorohydrin

C12H10Cl3F6NOS
91363-16-5

C12H10Cl3F6NOS

Conditions
ConditionsYield
In tetrachloromethane at 25℃; for 48h;100%
N-(2-chlorohexafluoroisopropyl)-p-toluenesulfinimidoyl chloride
85095-41-6

N-(2-chlorohexafluoroisopropyl)-p-toluenesulfinimidoyl chloride

epichlorohydrin
106-89-8

epichlorohydrin

C13H12Cl3F6NOS
91363-17-6

C13H12Cl3F6NOS

Conditions
ConditionsYield
In tetrachloromethane at 25℃; for 48h;100%
N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

epichlorohydrin
106-89-8

epichlorohydrin

1-Chloro-3-dicyclohexylamino-propan-2-ol
150389-77-8

1-Chloro-3-dicyclohexylamino-propan-2-ol

Conditions
ConditionsYield
In ethanol for 24h; Heating;100%
(2-trimethylsilylprop-2-en-1-yl)tributylstannane
151073-99-3

(2-trimethylsilylprop-2-en-1-yl)tributylstannane

epichlorohydrin
106-89-8

epichlorohydrin

1-Chloro-5-(trimethylsilyl)-5-hexen-2-ol

1-Chloro-5-(trimethylsilyl)-5-hexen-2-ol

Conditions
ConditionsYield
With ethylaluminum dichloride In dichloromethane at -78℃; for 19h;100%
2-Allylphenol
1745-81-9

2-Allylphenol

epichlorohydrin
106-89-8

epichlorohydrin

1-(2-allyl-phenoxy)-3-chloro-propan-2-ol
49716-04-3

1-(2-allyl-phenoxy)-3-chloro-propan-2-ol

Conditions
ConditionsYield
With pyridine In chloroform; water; phenol100%
With piperidine Heating;
epichlorohydrin
106-89-8

epichlorohydrin

p-cyclohexylphenol
1131-60-8

p-cyclohexylphenol

2-[(4-cyclohexylphenoxy)methyl]oxirane
67006-99-9

2-[(4-cyclohexylphenoxy)methyl]oxirane

Conditions
ConditionsYield
With sodium hydroxide for 1h; Reflux;100%
With sodium In isopropyl alcohol 1.) 10 min., reflux, 2.) 16 h., room temp.;
epichlorohydrin
106-89-8

epichlorohydrin

bis(2-bromo-2-chloropropyl)(2-bromo-3-chloropropyl)phosphonate
36636-44-9

bis(2-bromo-2-chloropropyl)(2-bromo-3-chloropropyl)phosphonate

Conditions
ConditionsYield
With phosphorus tribromide at 0 - 40℃;100%
epichlorohydrin
106-89-8

epichlorohydrin

phenol
108-95-2

phenol

(R)-1-chloro-3-phenoxy-2-propanol
140630-45-1

(R)-1-chloro-3-phenoxy-2-propanol

Conditions
ConditionsYield
With chiral oligo-(salen)Co(OTs) complexes; lutidinium p-toluene sulfonate In acetonitrile at 4℃; for 4h;100%
With (R,R)-(salen)Co(H2O); 3 A molecular sieve In various solvent(s) at -15℃;97%
With C57H68N4O8(2-)*Co(3+)*C7H7O3S(1-); C56H66N2O6(2-)*Co(3+)*C7H7O3S(1-) In tetrachloromethane at 4 - 20℃; for 6h; stereoselective reaction;95%
With Co(salen) macrocycles 1(OTs) In tert-butyl methyl ether at 20℃; for 9h; optical yield given as %ee; enantioselective reaction;91%
With Co(salen) macrocycles 1(OTs) In tert-butyl methyl ether at 20℃; Kinetics; enantioselective reaction;

Epichlorohydrin Chemical Properties

Product Name: Epichlorohydrin (CAS NO.106-89-8)

Molecular Formula: C3H5ClO
Molecular Weight: 92.52g/mol
Mol File: 106-89-8.mol
EINECS: 203-439-8
Boiling point: 116.1 °C at 760 mmHg
Storage Temperature: Refrigerator (+4°C) + Flammables area
Flash Point: 33.9 °C
Density: 1.205 g/cm3
Refractive index: n20/D 1.438(lit.)
Stability: Stability Unstable. Flammable - note wide explosion limits and low flash point. Vapours may flow along surfaces to source of ignition. Contact with strong oxidisers may lead to fire. Incompatible with strong acids, strong bases, strong oxidizing agents, metal salts, amines, aluminium, chlorine and a variety of chlorine compounds, most com
Index of Refraction: 1.443 
Molar Refractivity: 20.37 cm3 
Molar Volume: 76.7 cm3 
Surface Tension: 35.6 dyne/cm
Enthalpy of Vaporization: 33.98 kJ/mol
Vapour Pressure: 22 mmHg at 25°C
XLogP3-AA: 0.5
H-Bond Donor: 0
H-Bond Acceptor: 1
Structure Descriptors of Epichlorohydrin (CAS NO.106-89-8):
  IUPAC Name: 2-(chloromethyl)oxirane
  Canonical SMILES: C1C(O1)CCl
  InChI: InChI=1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2 
  InChIKey: BRLQWZUYTZBJKN-UHFFFAOYSA-N
Product Categories: Chlorepoxypropane (Epichlorohydrin); Organics; Oxiranes; Simple 3-Membered Ring Compounds

Epichlorohydrin Uses

 Epichlorohydrin (CAS NO.106-89-8) is a highly reactive compound,it is often used in the production of plastics,glycerol,  and elastomers. Epichlorohydrin is a versatile precursor in the synthesis of many organic compounds. Epichlorohydrin is also used in water purification and paper reinforcement,such as in the food industry to manufacture coffee filters,tea bags,  and sausage/salami casings.

Epichlorohydrin Production

Epichlorohydrin can be manufactured from allyl chloride in two steps:

Epichlorohydrin Toxicity Data With Reference

1.    

skn-rbt 10 mg/24H open

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 30 (1948),63.
2.    

eye-rbt 100 mg/24H MOD

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,769.
3.    

dni-hmn:hla 2700 µmol/L

    MUREAV    Mutation Research. 92 (1982),427.
4.    

sce-hmn:lym 10 nmol/L

    CARYAB    Caryologia. 34 (1981),261.
5.    

spm-mus-ihl 5 mg/m3

    MUREAV    Mutation Research. 85 (1981),287.
6.    

orl-mus TDLo:1200 mg/kg (female 6-15D post):TER

    JTEHD6    Journal of Toxicology and Environmental Health. 9 (1982),87.
7.    

ihl-rat TCLo:50 ppm/6H (male 50D pre):REP

    TXAPA9    Toxicology and Applied Pharmacology. 68 (1983),415.
8.    

orl-rat TDLo:60 g/kg/81W-I:CAR

    GANNA2    Gann. Japanese Journal of Cancer Research. 71 (1980),922.
9.    

ihl-rat TCLo:100 ppm/6H/30D-C:CAR

    JJIND8    JNCI, Journal of the National Cancer Institute. 65 (1980),751.
10.    

ipr-mus TDLo:2400 mg/kg/8W-I:NEO

    TXAPA9    Toxicology and Applied Pharmacology. 82 (1986),19.

 

Epichlorohydrin Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2A IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 202.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 11 , 1976,p. 131.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Community Right-To-Know List. EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Epichlorohydrin Safety Profile

Confirmed carcinogen with experimental carcinogenic data. Poison by ingestion, skin contact, intravenous, and intraperitoneal routes. Moderately toxic by inhalation. An experimental teratogen. Other experimental reproductive effects. Human systemic effects by inhalation: respiratory, nose, and eyes. Human mutation data reported. A skin and eye irritant. A sensitizer. Flammable liquid when exposed to heat or flame. Explosive reaction with aniline. Reaction with trichloroethylene forms the explosive dichloroacetylene. Ignition on contact with potassium tert-butoxide. Violent reaction with sulfuric acid or isopropylamine. Exothermic polymerization on contact with strong acids, caustic alkalies, aluminum, aluminum chloride, iron(III) chloride, or zinc. When heated to decomposition it emits toxic fumes of Cl.
Hazard Codes : T Toxic
Risk Statements  :45-10-23/24/25-34-43 
R45:May cause cancer. 
R10:Flammable. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R43:May cause sensitization by skin contact.
Safety Statements  :53-45 
S53:Avoid exposure - obtain special instructions before use. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR:  UN 2023 6.1/PG 2
WGK Germany:  3

Epichlorohydrin Standards and Recommendations

OSHA PEL: TWA 2 ppm (skin)
ACGIH TLV: TWA 0.5 ppm (skin); Animal Carcinogen
DFG MAK: DFG TRK: Animal Carcinogen, Suspected Human Carcinogen
NIOSH REL: Minimize exposure
DOT Classification:  6.1; Label: Poison

Epichlorohydrin Analytical Methods

For occupational chemical analysis use NIOSH: Epichlorohydrin, 1010.

Epichlorohydrin Specification

 Epichlorohydrin , its CAS NO. is 106-89-8, the synonyms are 1-Chloro-2,3-epoxy propane ; 2-(Chloromethyl)oxirane ; 3-Chloro-1,2-epoxypropane . 

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