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2-Methyl-2-propanethiol

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Name

2-Methyl-2-propanethiol

EINECS 200-890-2
CAS No. 75-66-1 Density 0.83 g/cm3
PSA 38.80000 LogP 1.71470
Solubility Slightly soluble in water Melting Point -1.1 °C
Formula C4H10S Boiling Point 67 °C at 760 mmHg
Molecular Weight 90.1894 Flash Point ?12°F
Transport Information UN 2347 Appearance liquid with an exceedingly unpleasant smell
Safety 3-16-26-39-38-36/37 Risk Codes 11-41-65-43-36
Molecular Structure Molecular Structure of 75-66-1 (2-Methyl-2-propanethiol) Hazard Symbols FlammableF,HarmfulXn,IrritantXi
Synonyms

1,1-Dimethylethanethiol;2-Isobutanethiol;2-Methyl-2-propanethiol;TBM;tert-Butanethiol;tert-Butylmercaptan;tert-Butylthiol;

Article Data 68

2-Methyl-2-propanethiol Synthetic route

507-19-7

t-butyl bromide

75-66-1

2-methylpropan-2-thiol

Conditions
ConditionsYield
With hydrosulfide exchange resin In acetonitrile at 25℃; for 0.25h;96%
Stage #1: t-butyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: With sulfur In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Inert atmosphere;
507-20-0

tertiary butyl chloride

75-66-1

2-methylpropan-2-thiol

Conditions
ConditionsYield
With hydrosulfide exchange resin In acetonitrile at 25℃; for 0.25h;95%
With hydrogen sulfide; boron trifluoride
With hydrogen sulfide; tin(IV) chloride
937-38-2

1-chloro-3-phenylpropan-2-one

15459-95-7

t-butyl thionitrite

A

78946-49-3

C9H8ClNO2

B

75-66-1

2-methylpropan-2-thiol

Conditions
ConditionsYield
In diethyl ether at 25℃; for 3h;A 95%
B n/a
15459-95-7

t-butyl thionitrite

20261-68-1

1-chlorohexan-2-one

A

78946-52-8

C6H10ClNO2

B

75-66-1

2-methylpropan-2-thiol

Conditions
ConditionsYield
In diethyl ether at 25℃; for 3h;A 95%
B n/a
15459-95-7

t-butyl thionitrite

940-47-6

1-chloro-3-phenoxyacetone

A

78946-50-6

C9H8ClNO3

B

75-66-1

2-methylpropan-2-thiol

Conditions
ConditionsYield
In diethyl ether at 25℃; for 3h;A 95%
B n/a
15459-95-7

t-butyl thionitrite

13547-70-1

1-chloro-3,3-dimethyl-butan-2-one

A

96759-10-3

(1Z)-N-hydroxy-3,3-dimethyl-2-oxobutanimidoyl chloride

B

75-66-1

2-methylpropan-2-thiol

Conditions
ConditionsYield
In diethyl ether at 25℃; for 3h;A 85%
B n/a
15459-95-7

t-butyl thionitrite

78-95-5

chloroacetone

A

17019-27-1

N-hydroxy-2-oxo-propionimidoyl chloride

B

75-66-1

2-methylpropan-2-thiol

Conditions
ConditionsYield
In diethyl ether at 25℃; for 3h;A 82%
B n/a
75-65-0

tert-butyl alcohol

75-66-1

2-methylpropan-2-thiol

Conditions
ConditionsYield
With polymer supported thiol; trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h;75%
With hydrogen sulfide at 180℃; under 6251820 Torr;
15459-95-7

t-butyl thionitrite

598-31-2

1-bromoacetone

A

30822-62-9

(Z)-pyruvohydroximoyl bromide

B

75-66-1

2-methylpropan-2-thiol

Conditions
ConditionsYield
In diethyl ether at 25℃; for 3h;A 43%
B n/a
67-56-1

methanol

2-(2-tert-Butylsulfanyl-2-methoxy-ethyl)-benzo[de]isoquinoline-1,3-dione

A

75-66-1

2-methylpropan-2-thiol

B

153721-06-3

2-(2,2-dimethoxyethyl)-1H-benzo[d,e]isoquinoline-1,3(2H)-dione

Conditions
ConditionsYield
In dichloromethane Irradiation;A 30%
B 34%

2-Methyl-2-propanethiol Chemical Properties

IUPAC Name: 2-Methylpropane-2-thiol  
Molecular Formula: C4H10S
Molecular Weight: 202.40g/mol
EINECS: 200-890-2
Density: 0.83 g/cm3 
Melting Point: -1 °C
Boiling Point: 67 °C at 760 mmHg 
Flash Point: -24 °C
Solubility: slightly soluble
Appearance: clear liquid
Liansport Information: 160kgs
Freely Rotating Bonds: 1 
Polar Surface Area: 25.3 Å2 
Index of Refraction: 1.436 
Molar Refractivity: 28.44 cm3 
Molar Volume: 108.6 cm3 
Polarizability: 11.27 ×10-24 cm3 
Surface Tension: 23.1 dyne/cm 
Enthalpy of Vaporization: 28.45 kJ/mol 
Vapour Pressure: 160 mmHg at 25°C 
Stability: stable,flammable - note low flashpoint ,incompatible with strong oxidizing agents
 2-Methyl-2-propanethiol  ,its Cas Register Number is 75-66-1.The chemical synonyms of 2-Methyl-2-propanethiol  (CAS No.75-66-1) are 1,1-Dimethylethanethiol ; 2-Isobutanethiol ; 2-Methyl-2-propanethio ; 2-Methyl-propane-2-thiol ; Mercaptantert-butyliquebutanethiol(non-specificname) ; Methylpropanethiol(non-specificname) ; Tert-Butyl hydrosulfide ; Tert-Butylthiol .The molecular structure of 2-Methyl-2-propanethiol  (CAS No.75-66-1) is .

2-Methyl-2-propanethiol Uses

  2-Methyl-2-propanethiol  (CAS No.75-66-1) is used as organophosphorus insecticides  intermediate.

2-Methyl-2-propanethiol Toxicity Data With Reference

1.    

eye-rbt 84 mg

    AIHAAP    American Industrial Hygiene Association Journal. 19 (1958),171.
2.    

orl-rat LD50:4729 mg/kg

    AIHAAP    American Industrial Hygiene Association Journal. 19 (1958),171.
3.    

ihl-rat LC50:22,200 ppm/4H

    AIHAAP    American Industrial Hygiene Association Journal. 19 (1958),171.
4.    

ipr-rat LD50:590 mg/kg

    AIHAAP    American Industrial Hygiene Association Journal. 19 (1958),171.

2-Methyl-2-propanethiol Consensus Reports

Reported in EPA TSCA Inventory.

2-Methyl-2-propanethiol Safety Profile

Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. An eye irritant. A very dangerous fire hazard when exposed to heat or flame. Can react vigorously with oxidizing materials. To fight fire, use alcohol foam, dry chemical, mist, fog. When heated to decomposition or on contact with acid or acid fumes it emits highly toxic fumes of SOx. See also MERCAPTANS.
Hazard Codes:  F,Xi,Xn
Xn:  Harmful
Xi:  Irritant
F:  Highly Flammable
Risk Statements:  11-41-65-43-36
11:  Highly Flammable
41:  Risk of serious damage to eyes 
43:  May cause sensitization by skin contact  
36:  Irritating to the eyes 
65:  Harmful: May cause lung damage if swallowed 
Safety Statements:  3-16-26-39-38-36/37
38:  In case of insufficient ventilation, wear suitable respiratory equipment 
39:  Wear eye/face protection 
16:  Keep away from sources of ignition - No smoking 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice  
3:  Keep in a cool place   
36/37:  Wear suitable protective clothing and gloves

2-Methyl-2-propanethiol Specification

Its extinguishing agent is foam, sand, carbon dioxide, 1211 fire extinguishing agent and water mist. 

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