32970-45-9

Basic information

• Product Name: 2-(tert-butoxy)butane
• Synonyms: 2-(tert-butoxy)butane;sec-Butyl tert-butyl ether;tert-Butyl sec-butyl ether;Butane, 2-(1,1-diMethylethoxy)-
• CAS NO: 32970-45-9
• Molecular Formula: C₈H₁₈O
• Molecular Weight: 130.22792
• EINECS: 251-313-6
• Mol File: 32970-45-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 117°Cat760mmHg
• Flash Point: 13.7°C
• Appearance: /
• Density: 0.778g/cm³
• Vapor Pressure: 21.2mmHg at 25°C
• Refractive Index: 1.402
• CAS DataBase Reference: 2-(tert-butoxy)butane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(tert-butoxy)butane(32970-45-9)
• EPA Substance Registry System: 2-(tert-butoxy)butane(32970-45-9)

Safety Data

• Hazardous Substances Data: 32970-45-9(Hazardous Substances Data)

Usage

Uses

2-(1,1-Dimethylethoxy)butane is a chemical reagent involved in petroleum chemistry. Used in the process of preparing eco-?sustainable erbium(III) triflate.

InChI:InChI=1/C8H18O/c1-6-7(2)9-8(3,4)5/h7H,6H2,1-5H3

Synthetic route

di-tert-butyl dicarbonate (24424-99-5) + iso-butanol (78-92-2, 15892-23-6) → 2-(tert-butoxy)butane (32970-45-9)

Conditions	Yield
With erbium(III) triflate at 20 - 40℃; for 6h; Inert atmosphere; neat (no solvent);	97%

isobutene (115-11-7) + iso-butanol (78-92-2, 15892-23-6) → 2-(tert-butoxy)butane (32970-45-9)

Conditions	Yield
With sulfocationite KU-23 at 66.4℃; Thermodynamic data; var. temp., var. times; ΔrHmo, ΔrSmo;
With sulfuric acid at 75℃;
With sulfuric acid at 75℃;

t-butyl bromide (507-19-7) + iso-butanol (78-92-2, 15892-23-6) → 2-(tert-butoxy)butane (32970-45-9)

Conditions	Yield
With pyridine

tert-Butyl peroxybenzoate (614-45-9) + sec-butylmagnesium bromide (671795-46-3) → 2-(tert-butoxy)butane (32970-45-9)

Conditions	Yield
In diethyl ether

iso-butanol (78-92-2, 15892-23-6) + tert-butyl alcohol (75-65-0) → 2-(tert-butoxy)butane (32970-45-9)

Conditions	Yield
With activated clay In cyclohexane at 74 - 78℃; for 6h;	13.6 %Chromat.

2-(tert-butoxy)butane (32970-45-9) + boron trichloride (10294-34-5) → s-butyl chloride (78-86-4, 53178-20-4) + tri-sec-butylborate (22238-17-1) + tertiary butyl chloride (507-20-0)

Conditions	Yield
at -80℃;

2-(tert-butoxy)butane (32970-45-9) + phenylborondichloride (873-51-8) → (s-C4H9O)BClC6H5 (102440-42-6)

2-(tert-butoxy)butane (32970-45-9) → iso-butanol (78-92-2, 15892-23-6)

Conditions	Yield
With erbium(III) triflate In methanol at 100℃; for 0.75h; Microwave irradiation;

Upstream product

• 507-19-7 t-butyl bromide 
• 78-92-2 iso-butanol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 115-11-7 isobutene 
• 75-65-0 tert-butyl alcohol 
• 614-45-9 tert-Butyl peroxybenzoate 
• 671795-46-3 sec-butylmagnesium bromide 

Downstream Products

• 78-86-4 s-butyl chloride 
• 22238-17-1 tri-sec-butylborate 
• 507-20-0 tertiary butyl chloride 
• 78-92-2 iso-butanol 
• 102440-42-6 (s-C₄H₉O)BClC₆H₅ 

Relevant articles and documents

Molar enthalpies of formation and vaporization of t-butoxybutanes and thermodynamics of their synthesis from a butanol and 2-methylpropene. I. Equilibria of synthesis reactions of t-butoxybutanes in the liquid phase

The equilibria of the synthesis of 1-t-butoxybutane (I), 2-methyl-1-t-butoxypropane (II), and 1-methyl-1-t-butoxypropane (III) from 2-methylpropene (IV), and butan-1-ol (V), 2-methyl-propan-1-ol (VI), and butan-2-ol (VII) in the liquid phase were investigated at temperatures from 315 K to 423 K.On the basis of experimental equilibrium constants found for n(C4H9OH)/n = 4, values of ΔrHmdeg and ΔrSmdeg were calculated.The following results were obtained

An eco-sustainable erbium(III) triflate catalyzed formation and cleavage of tert -butyl ethers

An eco-compatible method, which permits the formation or cleavage of tert-butyl ethers of alcohols and phenols, is proposed. The protection step is performed in solvent-free conditions at room temperature using catalytic amount of Er(OTf)3. The catalyst is easily- recovered from the aqueous phase and reused several times without significant loss of activity. The deprotection step developed is also highly eco-friendly since the tert-butyl group is removed very quickly from alcohols and phenols in methanol using MW irradiation-. Georg Thieme Verlag Stuttgart · New York.