(3-Mercaptopropyl)trimethoxysilane → Silane

HRID 962861

Reaction equation

HRID 962861 reaction equation
[SH:1][CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:8][CH3:9])[O:6][CH3:7].[C:12]([C:15]1[O:16][CH2:17][CH2:18][N:19]=1)([CH3:14])=[CH2:13]>C(N(CC)CC)C>[SiH4:5].[O:16]1[CH2:17][CH2:18][N:19]=[C:15]1[CH:12]([CH3:14])[CH2:13][S:1][CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:6][CH3:7])[O:8][CH3:9]

Participants

5

Reactant 2

HCID 20473(3-Mercaptopropyl)trimethoxysilaneHCID 826512-Isopropenyl-2-oxazoline

Product 2

HCID 23953SilaneHCID 190861946-(2-Oxazolinyl)-4-thiaheptyltrimethoxysilane

Reagents, catalysts & solvents 1

HCID 8471TriethylamineCatalyst

Conditions

Temperature
80 °C

Procedure

A mixture of 3-mercaptopropyltrimethoxysilane (19.6 g, 0.1 mol), 2-isopropenyloxazoline (11.1 g, 0.1 mol) and 20 drops of triethylamine was heated under a nitrogen atmosphere at 80° C. overnight. A 3.2 g sample of the resulting mixture was vacuum fractionated (150° C., 0.06 torr) using a Kugelrohr apparatus to give 2.43 g of a clear, colorless distillate of a silane coupling agent (6-(2-oxazolinyl)-4-thiaheptyltrimethoxysilane) having the formula (CH3O)3SiCH2CH2CH2SCH2C (Me) C3 H4NO, where --C3H4NO represents an oxazolinyl group.

Workup

  1. custom(150° C., 0.06 torr)

Sources & evidence

ORD record
ord-757b81d4f52344d68b3de213f6841504
Source dataset
uspto-grants-1998_06
Patent number
US05760126

Linked notes

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