1,1,1-Trimethoxy-2-chloroethane supplier

Name
1,1,1-Trimethoxy-2-chloroethane
EINECS 629-378-0
CAS No. 74974-54-2
Article Data8
CAS DataBase
Density 1.092 g/cm³
Solubility
Melting Point
Formula C₅H₁₁ClO₃
Boiling Point 143.215 °C at 760 mmHg
Molecular Weight 154.594
Flash Point 40.85 °C
Transport Information UN 1993 3/PG 3
Appearance
Safety 16-45
Risk Codes 10
Molecular Structure
Hazard Symbols T
Synonyms 1-Chloro-2,2,2-trimethoxyethane;2-Chloro-1,1,1-trimethoxyethane;Trimethyl (chloromethyl)orthoformate;Trimethyl orthochloroacetate;
PSA 27.69000
LogP 0.81820

Synthetic route

: 96-34-4
methyl chloroacetate

: 149-73-5
trimethyl orthoformate

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

Conditions

Conditions	Yield
With sulfuric acid In methanol at -10 - 45℃; for 2h; Concentration; Temperature;	95.1%
With sulfuric acid In methanol at 20℃;

: 1445-45-0
Trimethyl orthoacetate

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

Conditions

Conditions	Yield
With sodium methylate; chlorine at 15℃; for 4h;	76%
With methanol; chlorine at 15℃; for 4h;	69%
With chlorine at 15℃; for 4h;	67%
With tert-butylhypochlorite In tetrachloromethane at 50 - 60℃; for 0.25h;	57%
With hydrogenchloride; N-chloro-succinimide In methanol at 70 - 80℃; for 3.5h;	32%

: 67-56-1
methanol

: 70737-12-1
methyl 2-chloroacetimidate hydrochloride

A: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

B: 79-07-2
Chloroacetamide

Conditions

Conditions	Yield
at 20℃; for 24h;	A 65% B n/a

...Expand

: 67-56-1
methanol

: 430-58-0
1,2-dichloro-2-fluoroethene

A: 42345-81-3
1,2-dichloro-1-methoxy-ethene

B: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

C: (Z)-2-Chloro-1-fluoro-1-methoxy-ethene

Conditions

Conditions	Yield
With sodium at 60 - 70℃; for 3h;
With sodium at 60 - 70℃; for 3h; Title compound not separated from byproducts;

...Expand

: (S)-3-(4-amino-3-(oxetan-2-ylmethylamino)phenyl)-1,2,4-oxadiazol-5 (4H)-one

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: (S)-3-(2-(chloromethyl)-1-(oxetan-2-ylmethyl)-1H-benzo[d]imidazol-6-yl)-1,2,4-oxadiazol-5(4H)-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 60℃;	100%

: ethyl 4-amino-2-fluoro-3-[[(2S)-oxetan-2-yl]methylamino]benzoate

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: ethyl (S)-2-(chloromethyl)-7-fluoro-1-(oxetan-2-ylmethyl)-1H-benzo[d]imidazole-6-carboxylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetonitrile at 60℃; for 1.5h;	98.5%

: 563-41-7
semicarbazide hydrochloride

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 252742-72-6
3-(chloromethyl)-1H-1,2,4-triazol-5(4H)-one

Conditions

Conditions	Yield
In methanol at 20℃; for 72h;	98%
In methanol at 20℃;	62%
In methanol at 20℃; for 72h;
In methanol at 20℃; for 144h;
In methanol at 20℃; for 3h;

: 871732-09-1
1-(2-O-tert-butyldimethylsilyloxy-6-methoxyphenyl)-3-methylbut-3-en-1-ol

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 871732-15-9
methyl (4E)-6-(2-O-tert-butyldimethylsilyloxy-6-methoxyphenyl)-2-chloro-4-methylhex-4-enoate

Conditions

Conditions	Yield
With propionic acid In xylene at 145℃; Claisen-Johnson ortho ester rearrangement;	98%

: 6343-98-2
2-hydrazino-5-nitropyridine

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 3-(chloromethyl)-6-nitro[1,2,4]triazolo[4,3-a]pyridine

Conditions

Conditions	Yield
In ethanol for 1h; Reflux;	95%

: methyl 4-amino-3-[[(2S)-oxetan-2-yl]methylamino]benzoate

: 3-fluoro-4-(((6-(piperidin-4-yl)pyridiny-2-yl)oxy)methyl)nemzonitrile bis(4-methylbenzenesulfonate)

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: methyl (S)-2-((4-(6-((4-cyano-2-fluorobenzyl)oxy)pyridin-2-yl)piperidin-1-yl)methyl)-1-(oxetan-2-ylmethyl)-1H-benzo[d]imidazole-6-carboxylate

Conditions

Conditions	Yield
Stage #1: methyl 4-amino-3-{[(2S)-oxetan-2-ylmethyl]amino}benzoate; 2-chloro-1,1,1-trimethoxyethane With toluene-4-sulfonic acid In acetonitrile at 50℃; for 2h; Stage #2: 3-fluoro-4-(((6-(piperidin-4-yl)pyridiny-2-yl)oxy)methyl)nemzonitrile bis(4-methylbenzenesulfonate) With potassium carbonate In acetonitrile for 2h;	95%
Stage #1: methyl 4-amino-3-{[(2S)-oxetan-2-ylmethyl]amino}benzoate; 2-chloro-1,1,1-trimethoxyethane With toluene-4-sulfonic acid In acetonitrile at 50℃; for 2h; Stage #2: 3-fluoro-4-(((6-(piperidin-4-yl)pyridiny-2-yl)oxy)methyl)nemzonitrile bis(4-methylbenzenesulfonate) With potassium carbonate In acetonitrile at 50℃; for 2h;	95%

...Expand

: 876590-07-7
1,1-dimethylethyl (3R)-3-{[(2-aminophenyl)amino]methyl}-1-piperidinecarboxylate

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 876590-08-8
1,1-dimethylethyl (3R)-3-{[2-(chloromethyl)-1H-benzimidazol-1-yl]-methyl}-1-piperidinecarboxylate

Conditions

Conditions	Yield
toluene-4-sulfonic acid In dichloromethane at 20℃; for 18h;	94%
Stage #1: 1,1-dimethylethyl (3R)-3-{[(2-aminophenyl)amino]methyl}-1-piperidinecarboxylate; 2-chloro-1,1,1-trimethoxyethane With toluene-4-sulfonic acid In dichloromethane at 20℃; for 18h; Stage #2: With sodium hydrogencarbonate In dichloromethane; water	94%
With toluene-4-sulfonic acid In dichloromethane	85%

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 59681-66-2
4-chloro-1-N-methylbenzene-1,2-diamine

: 75487-56-8
5-chloro-2-(chloromethyl)-1-methyl-1,3-benzodiazole

Conditions

Conditions	Yield
Stage #1: 2-chloro-1,1,1-trimethoxyethane; 4-chloro-1-N-methylbenzene-1,2-diamine With hydrogenchloride In water at 20℃; Stage #2: With sodium hydrogencarbonate In water	93.9%

: 3290-99-1
4-methoxybenzoic acid hydrazide

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 24023-71-0
2-(chloromethyl)-5-(4-methoxyphenyl)-1,3,4-oxadiazole

Conditions

Conditions	Yield
at 160℃; for 0.0833333h; microwave irradiation;	93%

: tert-butyl (3R)-3-[(2-amino-4-chlorophenyl)amino]pyrrolidine-1-carboxylate

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: tert-butyl (3R)-3-[5-chloro-2-(chloromethyl)-1H-benzimidazol-1-yl]pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	92.5%

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 111-46-6
diethylene glycol

: C16H28Cl2O9*Na(1+)

Conditions

Conditions	Yield
With sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; trifluoroacetic acid In chloroform Molecular sieve;	92%

: methyl 4-amino-3-((2-methoxyethyl)amino)benzoate

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: methyl 2-(chloromethyl)-1-(2-methoxyethyl)-1H-benzimidazole-6-carboxylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In tetrahydrofuran at 45℃; for 5h;	91%
With toluene-4-sulfonic acid In tetrahydrofuran at 45℃; for 5h;	91%
With toluene-4-sulfonic acid In tetrahydrofuran at 45℃; for 5h;	91%

: 456-06-4
4-fluorobenzoyl hydrazide

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 721428-34-8
3-(4-fluorophenyl)-5-(chloromethyl)-1,2,4-oxadiazole

Conditions

Conditions	Yield
With acetic acid at 160℃; for 0.5h; Microwave;	89%
With acetic acid at 160℃; for 0.5h; Microwave irradiation;	89%

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 5-bromo-N2-phenylpyridine-2,3-diamine

: 1404085-40-0
6-bromo-2-(chloromethyl)-3-phenyl-3H-imidazo[4,5-b]pyridine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 30℃; for 1h;	89%
With toluene-4-sulfonic acid In dichloromethane at 30℃; for 1h;	89%

: 68765-56-0
3-N-phenylpyridine-2,3-diamine

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 1404085-62-6
2-(chloromethyl)-1-phenyl-1H-imidazo[4,5-b]pyridine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 20℃;	89%
Stage #1: 3-N-phenylpyridine-2,3-diamine; 2-chloro-1,1,1-trimethoxyethane With toluene-4-sulfonic acid In dichloromethane at 20℃; Stage #2: With sodium hydroxide In dichloromethane; water	89%

: 944388-89-0
3-Amino-4-ethylamino-6-(3-trifluoromethyl-phenyl)-pyridine-2-carbonitrile

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 944388-90-3
2-chloromethyl-1-ethyl-6-(3-trifluoromethyl-phenyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile

Conditions

Conditions	Yield
ytterbium(III) triflate In acetonitrile for 48h; Heating / reflux;	87%

: 4-(2-amino-4-bromoanilino)butanenitrile

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 4-[5-bromo-2-(chloromethyl)benzimidazole-1-yl]butanenitrile

Conditions

Conditions	Yield
With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h; Inert atmosphere;	87%

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 99-57-0
2-hydroxy-5-nitroaniline

: 221638-74-0
2-(chloromethyl)-6-nitrobenzo[d]oxazole

Conditions

Conditions	Yield
In ethanol at 80℃; for 3h;	86%
In ethanol at 80℃; for 3h;	86%

: 1612171-77-3
N4-isopropyl-N2-(2-(4-methoxypiperidin-1-yl)pyrimidin-4-yl)pyridine-2,4,5-triamine

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 1612171-81-9
(2-chloromethyl-1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)-[2-(4-methoxypiperidin-1-yl)pyrimidin-4-yl]amine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 100℃; for 1h;	86%
With toluene-4-sulfonic acid at 100℃; for 1h;	86%

: 14543-43-2
3-amino-4-hydroxybenzonitrile

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 2-(chloromethyl)benzo[d]oxazole-5-carbonitrile

Conditions

Conditions	Yield
In ethanol for 5h; Inert atmosphere; Reflux;	86%

: 15484-46-5
methyl 2-hydroxymethylacrylate

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: dimethyl 2-chloro-4-methylenepentanedioate

Conditions

Conditions	Yield
With acetic acid In toluene at 130℃; for 24h;	85%

: 320406-78-8
3-amino-4-(tetrahydropyran-4-ylamino)benzonitrile

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 2-(chloromethyl)-1-tetrahydropyran-4-yl-benzimidazole-5-carbonitrile

Conditions

Conditions	Yield
In ethanol at 130℃; for 0.5h; Inert atmosphere; Microwave irradiation;	85%

: 5-[(2-amino-4-chlorophenyl)amino]pyridine-2-carbonitrile

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 5-[5-chloro-2-(chloromethyl)-1H-benzimidazol-1-yl]pyridine-2-carbonitrile

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	84.6%

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 196929-78-9
(R)-2-methylpropane-2-sulfinamide

A: methyl (R(S))-tert-butanesulfinyl-2-chloroethanimidate

B: N-(tert-butanesulfinyl)-tert-butanesulfinimide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 100℃; for 4h;	A 84% B 10%

...Expand

: methyl 4-amino-3-[[(2S)-oxetan-2-yl]methylamino]benzoate

: 2-((4-chloro-2-fluorobenzyl)oxy)-6-(piperidin-4-yl)pyridine bis(4-methylbenzenesulfonate)

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: methyl (S)-2-((4-(6-((4-chloro-2-fluorobenzyl)oxy)pyridin-2-yl)piperidin-1-yl)methyl)-1-(oxetan-2-ylmethyl)-1H-benzo[d]imidazole-6-carboxylate

Conditions

Conditions	Yield
Stage #1: methyl 4-amino-3-{[(2S)-oxetan-2-ylmethyl]amino}benzoate; 2-chloro-1,1,1-trimethoxyethane With toluene-4-sulfonic acid In acetonitrile at 60℃; for 1h; Stage #2: 2-((4-chloro-2-fluorobenzyl)oxy)-6-(piperidin-4-yl)pyridine bis(4-methylbenzenesulfonate) With potassium carbonate In acetonitrile for 2h;	84%

...Expand

: 43100-38-5
4-tert-butylbenzoic acid hydrazide

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 2-(chloromethyl)-5-(4-t-butylphenyl)-1,3,4-oxadiazole

Conditions

Conditions	Yield
at 160℃; for 0.0833333h; microwave irradiation;	83%

: 1621888-52-5
6-chloro-2-(4-fluoro-1H-indol-2-yl)pyridin-3-amine

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: 1621888-61-6
2-chloro-6-(chloromethyl)-11-fluoropyrido[3',2':4,5]pyrimido[1,6-a]indole

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 60℃; for 4h; Sealed tube;	81%
With hydrogenchloride In 1,4-dioxane at 60℃; for 4h;	81%

: 255706-13-9
4-{[(hexyloxy)carbonyl]carbamimidoyl}aniline

: 74974-54-2
2-chloro-1,1,1-trimethoxyethane

: C19H31N3O5

Conditions

Conditions	Yield
With sodium hydrogencarbonate; potassium iodide In N,N-dimethyl-formamide at 60℃;	80.1%

1,1,1-Trimethoxy-2-chloroethane Specification

The 1,1,1-Trimethoxy-2-chloroethane, with the CAS registry number 74974-54-2, is also known as Trimethyl (chloromethyl)orthoformate. This chemical's molecular formula is C₅H₁₁ClO₃ and molecular weight is 154.59. What's more, its systematic name is 2-Chloro-1,1,1-trimethoxyethane.

Physical properties of 1,1,1-Trimethoxy-2-chloroethane are: (1)ACD/LogP: 0.916; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.92; (4)ACD/LogD (pH 7.4): 0.92; (5)ACD/BCF (pH 5.5): 2.92; (6)ACD/BCF (pH 7.4): 2.92; (7)ACD/KOC (pH 5.5): 75.01; (8)ACD/KOC (pH 7.4): 75.01; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 27.69 Å²; (13)Index of Refraction: 1.412; (14)Molar Refractivity: 35.264 cm³; (15)Molar Volume: 141.589 cm³; (16)Polarizability: 13.98×10^-24cm³; (17)Surface Tension: 27.29 dyne/cm; (18)Density: 1.092 g/cm³; (19)Flash Point: 40.85 °C; (20)Enthalpy of Vaporization: 36.465 kJ/mol; (21)Boiling Point: 143.215 °C at 760 mmHg; (22)Vapour Pressure: 6.77 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,1,1-trimethoxy-ethane at the temperature of 50 - 60 °C. This reaction will need reagent t-BuOCl and solvent CCl₄ with the reaction time of 15 min. The yield is about 57%.

1,1,1-Trimethoxy-2-chloroethane can be prepared by 1,1,1-trimethoxy-ethane at the temperature of 50 - 60 °C

Uses of 1,1,1-Trimethoxy-2-chloroethane: it can be used to produce 2-chloromethyl-4-nitro-benzooxazole at the temperature of 65 °C. It will need reagent p-TsOH·H₂O and solvent ethanol with the reaction time of 22 hours. The yield is about 69%.

1,1,1-Trimethoxy-2-chloroethane can be used to produce 2-chloromethyl-4-nitro-benzooxazole at the temperature of 65 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: ClCC(OC)(OC)OC
(2)Std. InChI: InChI=1S/C5H11ClO3/c1-7-5(4-6,8-2)9-3/h4H2,1-3H3
(3)Std. InChIKey: NPEIUNVTLXEOLT-UHFFFAOYSA-N

Product Name

1,1,1-Trimethoxy-2-chloroethane

Synthetic route

1,1,1-Trimethoxy-2-chloroethane Specification

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