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1,1,1-Trimethoxy-2-chloroethane

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Name

1,1,1-Trimethoxy-2-chloroethane

EINECS 629-378-0
CAS No. 74974-54-2 Density 1.092 g/cm3
PSA 27.69000 LogP 0.81820
Solubility N/A Melting Point N/A
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 N/A
Safety 16-45 Risk Codes 10
Molecular Structure Molecular Structure of 74974-54-2 (1,1,1-Trimethoxy-2-chloroethane) Hazard Symbols ToxicT
Synonyms

1-Chloro-2,2,2-trimethoxyethane;2-Chloro-1,1,1-trimethoxyethane;Trimethyl (chloromethyl)orthoformate;Trimethyl orthochloroacetate;

Article Data 8

1,1,1-Trimethoxy-2-chloroethane Synthetic route

96-34-4

methyl chloroacetate

149-73-5

trimethyl orthoformate

74974-54-2

2-chloro-1,1,1-trimethoxyethane

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
at 20℃; for 24h;A 65%
B n/a
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
ConditionsYield
With sodium at 60 - 70℃; for 3h;
With sodium at 60 - 70℃; for 3h; Title compound not separated from byproducts;

(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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%

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 

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