2-Ethylhexyl chloroformate supplier

Name
2-Ethylhexyl chloroformate
EINECS 246-278-9
CAS No. 24468-13-1
Article Data5
CAS DataBase
Density 1.001 g/cm³
Solubility
Melting Point -50ºC
Formula C₉H₁₇ClO₂
Boiling Point 204.1 °C at 760 mmHg
Molecular Weight 192.686
Flash Point 81.7 °C
Transport Information UN 2748
Appearance colorless to light yellow colored liquid
Safety 26-27-36/37/39-45
Risk Codes 23/24/25-34
Molecular Structure
Hazard Symbols T
Synonyms Formicacid, chloro-, 2-ethylhexyl ester (6CI);2-Ethylhexyl chlorocarbonate;2-Ethylhexyl chloroformate;Chloroformic acid 2-ethylhexyl ester;2-ethylhexyl carbonochloridate;2-Ethylhexyl carbonochloridate;carbonochloridic acid, 2-ethylhexyl ester;
PSA 26.30000
LogP 3.57820

Synthetic route

: 75-44-5
phosgene

: 104-76-7
2-Ethylhexyl alcohol

: 24468-13-1
2-Ethylhexyl chloroformate

Conditions

Conditions	Yield
With toluene

: 104-76-7
2-Ethylhexyl alcohol

: 32315-10-9
bis(trichloromethyl) carbonate

: 24468-13-1
2-Ethylhexyl chloroformate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 2h;

: 24468-13-1
2-Ethylhexyl chloroformate

: 3162-96-7
4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

: C32H50O10

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine In dichloromethane at 0℃; for 1h;	99%

: 24468-13-1
2-Ethylhexyl chloroformate

: 334513-51-8
2-ethylhexanoyl 2-ethylhexyl carbonate

Conditions

Conditions	Yield
	98%

: 24468-13-1
2-Ethylhexyl chloroformate

: 141-43-5
ethanolamine

: 176516-34-0
2-N-(2-ethylhexyloxycarbonyl)amino-1-ethanol

Conditions

Conditions	Yield
With sodium hydrogencarbonate	98%

: 616-30-8, 13552-31-3
3-Amino-1,2-propanediol

: 24468-13-1
2-Ethylhexyl chloroformate

: 176516-38-4
3-N-(2-ethylhexyloxycarbonyl)amino-1,2-propanediol

Conditions

Conditions	Yield
With sodium bicarbonate In tetrahydrofuran; water; acetone	97%

: 808756-71-0
N-[(1R)-5-tert-butyl-2,3-dihydro-1H-inden-1-yl]-N'-1H-indazol-4-ylurea

: 24468-13-1
2-Ethylhexyl chloroformate

: 2-ethylhexyl 4-(3-((R)-5-tert-butyl-2,3-dihydro-1H-inden-1-yl)ureido)-1H-indazole-1-carboxylate

Conditions

Conditions	Yield
Stage #1: N-[(1R)-5-tert-butyl-2,3-dihydro-1H-inden-1-yl]-N'-1H-indazol-4-ylurea With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide for 0.0833333h; Stage #2: 2-Ethylhexyl chloroformate In tetrahydrofuran; N,N-dimethyl-formamide for 0.333333h;	97%

: 488-43-7
1-Amino-1-deoxy-D-glucitol

: 24468-13-1
2-Ethylhexyl chloroformate

: 176516-32-8
N-2-ethylhexyloxycarbonyl-D-glucamine

Conditions

Conditions	Yield
With sodium hydrogencarbonate	95%

: 75-91-2
tert.-butylhydroperoxide

: 24468-13-1
2-Ethylhexyl chloroformate

: 34443-12-4
OO-tert-butyl O-(2-ethylhexyl) monoperoxycarbonate

Conditions

Conditions	Yield
In water at 55℃;	95%
With pyridine; sodium hydroxide at 35℃; for 2.2h; Temperature; Reagent/catalyst;

: 5382-16-1
4-HYDROXYPIPERIDINE

: 24468-13-1
2-Ethylhexyl chloroformate

: 945842-96-6
2-ethylhexyl 4-hydroxy-1-piperidinecarboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 1h;	94%

: 24468-13-1
2-Ethylhexyl chloroformate

: 147403-65-4
methyl 2-ethoxy-1-((2′-(N′-hydroxycarbamimidoyl)-biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate

: C34H40N4O6

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 0℃; for 0.5h; Cooling with ice;	92.2%
With pyridine In N,N-dimethyl-formamide at 0℃; for 0.5h;
With pyridine In N,N-dimethyl-formamide at 0℃; for 0.5h; Cooling with water-ice;

: 24468-13-1
2-Ethylhexyl chloroformate

: 16111-62-9
di-(2-ethylhexyl)-peroxydicarbonate

Conditions

Conditions	Yield
With dihydrogen peroxide In water at 30 - 35℃;	92%
With dihydrogen peroxide; sodium carbonate In water at 0 - 10℃; for 0.0618333h; Temperature; Reagent/catalyst; Flow reactor;	90.4%
With sodium hydroxide; water; dihydrogen peroxide

: 24468-13-1
2-Ethylhexyl chloroformate

: 4248-21-9
2-ethylhexyl carbamate

Conditions

Conditions	Yield
With ammonia In tetrahydrofuran; water at 0 - 20℃; Inert atmosphere;	89%

: 24468-13-1
2-Ethylhexyl chloroformate

: 98631-86-8
4,4'-(1,2-ethanediyl)bis(1-hydroxymethyl-2,6-piperazinedione)

: 98632-27-0
1,2-bis[4-(2-ethylhexyloxycarbonyloxymethyl)-3,5-dioxopiperazin-1-yl]ethane

Conditions

Conditions	Yield
With pyridine Ambient temperature;	86%

: 24468-13-1
2-Ethylhexyl chloroformate

: 123-04-6
3-(chloromethyl)heptane

Conditions

Conditions	Yield
With N,N-dimethyl-formamide In chloroform at 72℃;	86%
pyrographite

: N-(2-hydroxypropyl-3-hexadecyloxy)ethanolamine

: 24468-13-1
2-Ethylhexyl chloroformate

: N-(2-ethylhexyloxycarbonyl)-N-(2-hydroxy-3-hexadecyloxypropyl) ethanolamine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; water	84%

: 24468-13-1
2-Ethylhexyl chloroformate

: 2,9-bis(p-methylaminomethylphenyl)-1,10-phenanthroline

: {4-[9-(4-{[(2-ethyl-hexyloxycarbonyl)-methyl-amino]-methyl}-phenyl)-[1,10]phenanthrolin-2-yl]-benzyl}-methyl-carbamic acid 2-ethyl-hexyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	82%

: 24468-13-1
2-Ethylhexyl chloroformate

: eflornithine hydrochloride

: sodium 2-amino-2-difluoromethyl-5-({[(2-ethylhexyl)oxy]carbonyl}amino)pentanoate

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 120h; pH=11;	80%

: 940881-02-7
(E)-1-(4-tolylthio)-3,3,3-trifluoroprop-1-ene

: 24468-13-1
2-Ethylhexyl chloroformate

: 2-ethylhex-1-yl (E)-4,4,4-trifluoro-2-(p-tolylthio)but-2-enoate

Conditions

Conditions	Yield
Stage #1: (E)-1-(4-tolylthio)-3,3,3-trifluoroprop-1-ene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane at -78℃; Stage #2: 2-Ethylhexyl chloroformate In tetrahydrofuran; hexane at -78℃; for 0.25h; Further stages.;	76%
Stage #1: (E)-1-(4-tolylthio)-3,3,3-trifluoroprop-1-ene With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -78 - 20℃; Inert atmosphere; Stage #2: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere; Stage #3: 2-Ethylhexyl chloroformate In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere;	76%

: 916167-81-2
3-(5-chloro-2-methoxy-benzenesulfonylamino)-N-[4-(N-hydroxycarbamimidoyl)-phenyl]-benzamide

: 24468-13-1
2-Ethylhexyl chloroformate

: 3-(5-Chloro-2-methoxy-benzenesulfonylamino)-N-[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-phenyl]-benzamide

Conditions

Conditions	Yield
Stage #1: 3-(5-chloro-2-methoxy-benzenesulfonylamino)-N-[4-(N-hydroxycarbamimidoyl)-phenyl]-benzamide; 2-Ethylhexyl chloroformate With pyridine In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: In xylene at 100 - 145℃; for 2h;	75%

: 24468-13-1
2-Ethylhexyl chloroformate

: 1037839-03-4, 1037834-91-5
tert-butyl 4-{5-[(Z)-amino(hydroxyimino)methyl]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}piperidine-1-carboxylate

: 1037834-90-4
tert-butyl 4-[2-oxo-5-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-benzimidazol-1-yl]piperidine-1-carboxylate

Conditions

Conditions	Yield
With pyridine In o-xylene at 0℃; for 4.25h; Heating / reflux;	74%

: 24468-13-1
2-Ethylhexyl chloroformate

: 100-63-0
phenylhydrazine

: 40887-07-8
2-ethylhexyl 2-phenylhydrazinecarboxylate

Conditions

Conditions	Yield
With pyridine at 5 - 20℃; for 2h;	73%
With pyridine

: 4-(5-chloro-2-methoxy-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid [4-(N-hydroxycarbamimidoyl)-phenyl]-amide

: 24468-13-1
2-Ethylhexyl chloroformate

: 4-(5-Chloro-2-methoxy-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid [4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-phenyl]-amide

Conditions

Conditions	Yield
Stage #1: 4-(5-chloro-2-methoxy-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid [4-(N-hydroxycarbamimidoyl)-phenyl]-amide; 2-Ethylhexyl chloroformate With pyridine In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: In xylene for 2h; Heating / reflux;	73%

: 24468-13-1
2-Ethylhexyl chloroformate

: 107396-23-6
N-(3-hydroxyphenyl)-diphenylamine

: 4-(1-pyrenyl)butyric acid 1-bromo-2-ethylhexane

Conditions

Conditions	Yield
With triethylamine In chloroform at 20℃; for 1h;	72%

: 24468-13-1
2-Ethylhexyl chloroformate

: 123-31-9
hydroquinone

: 1,4-bis-(1-(2-ethylhexyl))-phenylene carbonate

Conditions

Conditions	Yield
With pyridine; dmap In ethyl acetate for 24h; Ambient temperature;	71%

: 24468-13-1
2-Ethylhexyl chloroformate

: 1218938-62-5
C36H46N2O4

: 934753-54-5
Ethyl E-8-[2-(4-tert-butylbenzyloxy)phenyl]-6-{2-[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)phenyl]ethyl}oct-7-enoate

Conditions

Conditions	Yield
Stage #1: 2-Ethylhexyl chloroformate; C36H46N2O4 With pyridine In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: In xylene for 2h; Reflux;	70%

: 24468-13-1
2-Ethylhexyl chloroformate

: 147-94-4
arabinosyl cytosine

: [1-((2R,3S,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid 2-ethyl-hexyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl acetamide Ambient temperature;	65%

: 3-{[2'-(acetylamino)-4'-methyl-4,5'-bi-1,3-thiazol-2-yl]amino}-N-hydroxybenzenecarboximidic acid

: 24468-13-1
2-Ethylhexyl chloroformate

: N-(2-{[3-(5-hydroxy-l-2,4-oxadiazol-3-yl) phenyl]amino}-4'-methyl-4,5'-bi-1,3-thiazol-2'-yl)acetamide

Conditions

Conditions	Yield
With pyridine In DMF (N,N-dimethyl-formamide) at 0℃; for 0.5h;	64.7%

: 24468-13-1
2-Ethylhexyl chloroformate

: 123-31-9
hydroquinone

: <1-(2-ethylhexyl)>-(4-oxy-phenylene) carbonate

Conditions

Conditions	Yield
With pyridine; dmap In ethyl acetate for 24h; Ambient temperature;	62%

2-Ethylhexyl chloroformate Specification

The 2-Ethylhexyl chloroformate, with the CAS registry number 24468-13-1 and EINECS registry number 246-278-9, has the systematic name of 2-ethylhexyl carbonochloridate. And the molecular formula of this chemical is C₉H₁₇ClO₂. It is a kind of colorless to light yellow colored liquid, and belongs to the following product categories: Chloroformates; API intermediates; Acid Halides; Carbonyl Compounds; Organic Building Blocks. In addition, it is ususally used as evocating agent.

The physical properties of 2-Ethylhexyl chloroformate are as following: (1)ACD/LogP: 4.44; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.44; (4)ACD/LogD (pH 7.4): 4.44; (5)ACD/BCF (pH 5.5): 1405.34; (6)ACD/BCF (pH 7.4): 1405.34; (7)ACD/KOC (pH 5.5): 6234.19; (8)ACD/KOC (pH 7.4): 6234.19; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.436; (14)Molar Refractivity: 50.32 cm³; (15)Molar Volume: 192.3 cm³; (16)Polarizability: 19.95×10^-24cm³; (17)Surface Tension: 30.1 dyne/cm; (18)Density: 1.001 g/cm³; (19)Flash Point: 81.7 °C; (20)Enthalpy of Vaporization: 44.04 kJ/mol; (21)Boiling Point: 204.1 °C at 760 mmHg; (22)Vapour Pressure: 0.268 mmHg at 25°C.

Uses of 2-Ethylhexyl chloroformate: It can react with benzene-1,4-diol to produce carbonic acid 2-ethyl-hexyl ester 4-hydroxy-phenyl ester. This reaction will need reagent 4-dimethylaminopyridine, pyridine, and the solvent ethyl acetate. The reaction time is 24 hours with ambient temperature, and the yield is about 62%.

2-Ethylhexyl chloroformate can react with benzene-1,4-diol to produce carbonic acid 2-ethyl-hexyl ester 4-hydroxy-phenyl ester

You should be cautious while dealing with this chemical. It is toxic by inhalation, in contact with skin and if swallowed, and may also cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Take off immediately all contaminated clothing; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: ClC(=O)OCC(CCCC)CC
(2)InChI: InChI=1/C9H17ClO2/c1-3-5-6-8(4-2)7-12-9(10)11/h8H,3-7H2,1-2H3
(3)InChIKey: RTGLJCSUKOLTEM-UHFFFAOYAD

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LC50	inhalation	270mg/m³/4H (270mg/m³)		National Technical Information Service. Vol. OTS0539625,
rat	LD50	oral	5420mg/kg (5420mg/kg)		National Technical Information Service. Vol. OTS0539625,

Product Name

2-Ethylhexyl chloroformate

Synthetic route

2-Ethylhexyl chloroformate Specification

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