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13879-32-8

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13879-32-8 Usage

General Description

"1,1'-[methylenebis(oxyethane-1,2-diyloxy)]bisbenzene" is a chemical compound that consists of benzene rings connected by a central chain of ethylene oxide units. 1,1'-[methylenebis(oxyethane-1,2-diyloxy)]bisbenzene is commonly used as a crosslinking agent in the production of epoxy resins and polyurethane foams. It also serves as a precursor in the synthesis of various chemical compounds, including surfactants, detergents, and pharmaceuticals. Additionally, it is utilized as a stabilizer in plastic materials and as an additive in personal care products. However, it is important to handle this chemical with care, as it can cause skin irritation and allergic reactions in some individuals. Overall, "1,1'-[methylenebis(oxyethane-1,2-diyloxy)]bisbenzene" has a variety of industrial applications and is a valuable building block in chemical synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 13879-32-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,8,7 and 9 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 13879-32:
(7*1)+(6*3)+(5*8)+(4*7)+(3*9)+(2*3)+(1*2)=128
128 % 10 = 8
So 13879-32-8 is a valid CAS Registry Number.

13879-32-8Synthetic route

2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

1,2-dibromomethane
74-95-3

1,2-dibromomethane

bis-[(2-phenoxyethyl)oxy]methane
13879-32-8

bis-[(2-phenoxyethyl)oxy]methane

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium hydroxide In benzene for 5h; Reflux;59%
2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

A

bis-[(2-phenoxyethyl)oxy]methane
13879-32-8

bis-[(2-phenoxyethyl)oxy]methane

B

2-chloroethoxybenzene
622-86-6

2-chloroethoxybenzene

Conditions
ConditionsYield
With 2,4-Dichloro-6-methoxy-1,3,5-triazine In toluene at 80℃; for 4h;A 52%
B 35%
bis(2-chloroethoxy)methane
111-91-1

bis(2-chloroethoxy)methane

sodium phenoxide
139-02-6

sodium phenoxide

bis-[(2-phenoxyethyl)oxy]methane
13879-32-8

bis-[(2-phenoxyethyl)oxy]methane

Conditions
ConditionsYield
at 180℃;
bis-[(2-phenoxyethyl)oxy]methane
13879-32-8

bis-[(2-phenoxyethyl)oxy]methane

6-(3,5-dimethylbenzyl)-5-ethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
171048-65-0

6-(3,5-dimethylbenzyl)-5-ethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

6-(3,5-dimethylbenzyl)-5-ethyl-1-[(2-phenoxyethyl)oxymethyl]uracil

6-(3,5-dimethylbenzyl)-5-ethyl-1-[(2-phenoxyethyl)oxymethyl]uracil

Conditions
ConditionsYield
Stage #1: 6-(3,5-dimethylbenzyl)-5-ethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile for 0.166667h; Inert atmosphere;
Stage #2: bis-[(2-phenoxyethyl)oxy]methane With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -50 - 20℃; Inert atmosphere;
63%
bis-[(2-phenoxyethyl)oxy]methane
13879-32-8

bis-[(2-phenoxyethyl)oxy]methane

6-benzyl-5-isopropylpyrimidine-2,4(1H,3H)-dione
176519-55-4

6-benzyl-5-isopropylpyrimidine-2,4(1H,3H)-dione

6-benzyl-5-isopropyl-1-[(2-phenoxyethyl)oxymethyl]uracil

6-benzyl-5-isopropyl-1-[(2-phenoxyethyl)oxymethyl]uracil

Conditions
ConditionsYield
Stage #1: 6-benzyl-5-isopropylpyrimidine-2,4(1H,3H)-dione With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile for 0.166667h; Inert atmosphere;
Stage #2: bis-[(2-phenoxyethyl)oxy]methane With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -50 - 20℃; Inert atmosphere;
59%
bis-[(2-phenoxyethyl)oxy]methane
13879-32-8

bis-[(2-phenoxyethyl)oxy]methane

6-benzyl-5-ethylpyrimidine-2,4(1H,3H)-dione
171048-63-8

6-benzyl-5-ethylpyrimidine-2,4(1H,3H)-dione

6-benzyl-5-ethyl-1-[(2-phenoxyethyl)oxymethyl]uracil

6-benzyl-5-ethyl-1-[(2-phenoxyethyl)oxymethyl]uracil

Conditions
ConditionsYield
Stage #1: 6-benzyl-5-ethylpyrimidine-2,4(1H,3H)-dione With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile for 0.166667h; Inert atmosphere;
Stage #2: bis-[(2-phenoxyethyl)oxy]methane With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -50 - 20℃; Inert atmosphere;
48%
bis-[(2-phenoxyethyl)oxy]methane
13879-32-8

bis-[(2-phenoxyethyl)oxy]methane

6-(3,5-dimethylbenzyl)-5-isopropyl-2,4-pyrimidinedione
171048-69-4

6-(3,5-dimethylbenzyl)-5-isopropyl-2,4-pyrimidinedione

6-(3,5-dimethylbenzyl)-5-isopropyl-1-[(2-phenoxyethyl)oxymethyl]uracil

6-(3,5-dimethylbenzyl)-5-isopropyl-1-[(2-phenoxyethyl)oxymethyl]uracil

Conditions
ConditionsYield
Stage #1: 6-(3,5-dimethylbenzyl)-5-isopropyl-2,4-pyrimidinedione With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile for 0.166667h; Inert atmosphere;
Stage #2: bis-[(2-phenoxyethyl)oxy]methane With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -50 - 20℃; Inert atmosphere;
bis-[(2-phenoxyethyl)oxy]methane
13879-32-8

bis-[(2-phenoxyethyl)oxy]methane

5-ethyl-6-(3,5-dimethoxybenzyl)uracil

5-ethyl-6-(3,5-dimethoxybenzyl)uracil

6-(3,5-dimethoxybenzyl)-5-ethyl-1-[(2-phenoxyethyl)oxymethyl]uracil

6-(3,5-dimethoxybenzyl)-5-ethyl-1-[(2-phenoxyethyl)oxymethyl]uracil

Conditions
ConditionsYield
Stage #1: 5-ethyl-6-(3,5-dimethoxybenzyl)uracil With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile for 0.166667h; Inert atmosphere;
Stage #2: bis-[(2-phenoxyethyl)oxy]methane With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -50 - 20℃; Inert atmosphere;
bis-[(2-phenoxyethyl)oxy]methane
13879-32-8

bis-[(2-phenoxyethyl)oxy]methane

5-isopropyl-6-(3,5-dimethoxybenzyl)uracil

5-isopropyl-6-(3,5-dimethoxybenzyl)uracil

6-(3,5-dimethoxybenzyl)-5-isopropyl-1-[(2-phenoxyethyl)oxymethyl]uracil

6-(3,5-dimethoxybenzyl)-5-isopropyl-1-[(2-phenoxyethyl)oxymethyl]uracil

Conditions
ConditionsYield
Stage #1: 5-isopropyl-6-(3,5-dimethoxybenzyl)uracil With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile for 0.166667h; Inert atmosphere;
Stage #2: bis-[(2-phenoxyethyl)oxy]methane With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -50 - 20℃; Inert atmosphere;

13879-32-8Downstream Products

13879-32-8Relevant articles and documents

Synthesis and Antiviral Evaluation of 1-[(2-Phenoxyethyl)oxymethyl] and 6-(3,5-Dimethoxybenzyl) Analogues of HIV Drugs Emivirine and TNK-651

El-Brollosy,Loddo

, p. 181 - 188 (2016/05/02)

Novel emivirine analogues 6a, b were synthesized by reacting chloromethyl ethyl ether with 5-ethyl/isopropyl-6-(3,5-dimethoxybenzyl)uracils 5e, f. On the other hand, A series of new TNK-651 analogues 10a-f substituted at N-1 with phenoxyethoxymethyl moiety was prepared on treatment of the corresponding uracils 5a-f with bis(phenoxyethoxy)methane (9). The newly synthesized non-nucleosides were tested for antiviral activity against wild type HIV-1 IIIB as well as the resistant strains N119 (Y181C), A17 (K103N+Y181C), and the triple mutant EFVR (K103R+V179D+P225H) in MT-4 cells. Most of the tested compounds showed good activities. Among them 6-(3,5-dimethylbenzyl)-5-ethyl-1-[(2-phenoxyethyl)oxymethyl]uracil (10c) and 6-(3,5-dimethylbenzyl)-5-isopropyl-1-[(2-phenoxyethyl)oxymethyl]uracil (10d) that showed inhibitory potency higher than emivirine against both wild type HIV-1 and the tested mutant strains, as well as higher activity than efavirenz against EFVR.

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