Brainscape's Knowledge GenomeTM


Top Flashcards (Certified)
All Flashcards

PMOC LAB > EXERCISE 8 > Flashcards

EXERCISE 8 Flashcards

(71 cards)

Start Studying
1
Q

METHYL SALICYLATE is also known as

A

wintergreen oil
betula oil

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q
  • an organic ester naturally produced from many plant species
  • a volatile oil that has a characteristic flavor and odor (minty)
  • can be produced synthetically using salicylic acid as precursor
  • can be produceed naturally by maceration and subsequent steam distillation
A

METHYL SALICYLATE

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

METHYL SALICYLATE

can be produced SYNTHETICALLY by using ____ as precursor

A

salicylic acid

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

METHYL SALICYLATE

can be produced NATURALLY by ____ and subsequent ____

A

maceration and subsequent steam distillation

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

METHYL SALICYLATE | NATURAL SOURCES

SCIENTIFIC NAME:
Wintergreen Leaves

A

Gaultheria procumbens
family: Ericaceae

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

METHYL SALICYLATE | NATURAL SOURCES

SCIENTIFIC NAME:
Sweet Birch Tree Bark

A

Betula lenta
family: Betulaceae

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

METHYL SALICYLATE | NATURAL SOURCES

SCIENTIFIC NAME:
Meadowsweet Leaves

A

Filipendula ulmaria
family: Rosaceae

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

METHYL SALICYLATE | HISTORY

methyl salicylate was first isolated from the plant Gaultheria procumbens in 1843 by the French chemist ____

A

Auguste Andre Thomas

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

METHYL SALICYLATE | HISTORY

was first isolated in what year

A

1843

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

METHYL SALICYLATE | HISTORY

what did Auguste Andre Thomas Cahours identified methyl salicylate as

A

an ester of salicylic acid and methanol

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

METHYL SALICYLATE | USES

in HIGH concentrations

A
  • rubefacient
  • counterirritant
  • analgesic
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

METHYL SALICYLATE | USES

in HIGH concentrations:
* ____ in deep heating liniments to treat joint and muscular pain

A

rubefacient

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

METHYL SALICYLATE | USES

in LOW concentrations

A
  • flavoring agent
  • fragrance
  • odor-masking
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

METHYL SALICYLATE | USES

in LOW concentration:
* ____ in chewing gum and mints (0.04% and below)

A

flavoring agent

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

METHYL SALICYLATE | USES

concentration of methyl salicylate as a flavoring agent

A

0.04% and below

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

METHYL SALICYLATE | USES

in LOW concentrations:
* provides ____ in other products

A

fragrance

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
17
Q

METHYL SALICYLATE | USES

in LOW concentration:
* ____ in some pesticides

A

odor-masking

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
18
Q

METHYL SALICYLATE | TOXICITY

a single teaspoon (5mL) of methyl salicylate contains ____g of salicylate

A

7g of salicylate

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
19
Q

METHYL SALICYLATE | TOXICITY

a single teaspoon (5 mL) of methyl salicylate contains 7g of salicylate, which is equivalent to more than ____ of _____

A

twenty three 300mg aspirin tabs

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
20
Q

METHYL SALICYLATE | TOXICITY

N&V, hyperventilation and tinnitus

A

salicylism

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
21
Q

METHYL SALICYLATE | TOXICITY

can also cuase ____ and ____

A

skin rashes & skin irritation

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
22
Q

METHYL SALICYLATE | REAGENTS

  • LIMITING REACTANT
  • reacts with methanol in the presence of sulfuric acid to form methyl salicylate
  • the carboxylic acid group is replaced with ester group upon reeaction
A

SALICYLIC ACID

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
23
Q

METHYL SALICYLATE | REAGENTS

SALICYLIC ACID:
reacts with ____ in the presence of ____ to form methyl salicylate

A

reacts with methanol in the presenc eof sulfuric acid

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
24
Q

METHYL SALICYLATE | REAGENTS

SALICYLIC ACID:
the carboxylic group is REPLACED with ____ upon reaction

A

ester group

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
25
# **METHYL SALICYLATE | REAGENTS** * the **methyl group** of the methanol **attaches** to **carboxylate ion** forming an ester * the **hydroxyl group** forms **bond** with **H+** producing **water**
METHANOL
26
# **METHYL SALICYLATE | REAGENTS** METHANOL: the **methyl group** of the methanol **attaches** to the ____ forming an **ester**
CARBOXYLATE ION
27
# **METHYL SALICYLATE | REAGENTS** METHANOL: the ____ forms **bond** with **H+** producing **water**
METHANOL
28
# **METHYL SALICYLATE | REAGENTS** used as **CATALYST** to accelerate the reaction of **salicylic acid** with **methanol**
CONC. SULFURIC ACID
29
# **METHYL SALICYLATE | REAGENTS** * used to **EXTRACT** the **methyl salicylate**
PETROLEUM ETHER
30
# **METHYL SALICYLATE | REAGENTS** methyl salicylate is **more soluble** in ____
organic solvents
31
# **METHYL SALICYLATE | REAGENTS** what will happen to the other components in the mixture especially if **VERY POLAR**
will be drawn into water
32
# **METHYL SALICYLATE | REAGENTS** what **layer** is **DRAINED**
aqeuous layer
33
# **METHYL SALICYLATE | REAGENTS** where is the methyl salicylate **DISSOLVED**
in the organic solvent
34
# **METHYL SALICYLATE | REAGENTS** method of **REMOVING** the **mixture**
steam bath
35
# **METHYL SALICYLATE | REAGENTS** * used to **REMOVE** the **UNREACTED SALICYLIC ACID** * it reacts with **salicylic acid** to form **sodium salicylate** with **carbon dioxide** as a **by-product** * the **ionic sodium salicylate** would **drawn into** the **aqueous layer** and can be **removed** from the **extraction mixture**
20% SODIUM CARBONATE
36
# **METHYL SALICYLATE | REAGENTS** 20% SODIUM CARBONATE: it **reacts** with ____ to form ____ with **carbon dioxide** as a **by-product**
reacts with **salicylic acid** to form **sodium salicylate**
37
# **METHYL SALICYLATE | REAGENTS** 20% SODIUM CARBONATE: **by-product** of **20% Na2CO3** and **salicylic acid**
carbon dioxide
38
# **METHYL SALICYLATE | REAGENTS** 20% Na2CO3: the **ionic sodium salicylate** would be drawn into the ____
aqueous layer
39
# **METHYL SALICYLATE | REAGENTS** * used to **remove** the **REMAINING WATER** in the mixture of the **organiv solvent (petroleum ether)** and the d**esired product (methyl salicylate)** * it acts as a **DRYING AGENT**, **dehydrating** the mixture **leaving** the **organic layer** FREE from water and other water-soluble impurities
ANHYDROUS **MAGNESIUM** SULFATE
40
# **METHYL SALICYLATE | SYNTHESIS** ____, ____, ____ are **mixed all together** in an **Erlenmeyer flask**
salicylic acid, methanol, sulfuric acid
41
# **METHYL SALICYLATE | SYNTHESIS** solution is **REFLUXED** for ____ hour
1 hour | 45 mins lang sa lab
42
# **METHYL SALICYLATE | SYNTHESIS** **reaction** involved in the SYNTHESIS of methyl salicylate
Fisher Esterification
43
# **METHYL SALICYLATE | SYNTHESIS** * the **carboxylic group** of the salicylic acid is **deprotonated** and the **methyl group** from methanol reacts to **form** an **ester**, which is the **methyl salicylate** * reaction is **catalyzed** by **sulfuric acid**
FISCHER ESTERIFICATION
44
# **METHYL SALICYLATE | SYNTHESIS** FISCHER ESTERIFICATION: the **CARBOXYLIC GROUP** of the **salicylic acid** is ____
DEPROTONATED
45
# **METHYL SALICYLATE | EXTRACTION** AFTER **heating**, solution is ____
COOLED in an **ice bath**
46
# **METHYL SALICYLATE | EXTRACTION** ____ is used to **EXTRACT** the methyl salicylate
petroleum ether
47
# **METHYL SALICYLATE | EXTRACTION** ____ is added to **WASH OFF** POLAR compounds
distilled water
48
# **METHYL SALICYLATE | EXTRACTION** ____ is addeed to **remove** the **EXCESS UNREACTED SALICYLIC ACID**
20% sodium carbonate
49
# **METHYL SALICYLATE | DRYING & FILTRATION** extract is **DRIED** using ____
anhydrous magnesium sulfate
50
# **METHYL SALICYLATE | DRYING & FILTRATION** **solvent** is **removed** through ____
steam bath
51
# **METHYL SALICYLATE | MAXIMIZING THE YIELD** Adding ____ - will shift the **equilibrium** to the **right**
addition of excess methanol
52
# **METHYL SALICYLATE | MAXIMIZING THE YIELD** REMOVING ____ formed by adding a **drying agent** like ____ - will shift the **equilibrium** to the **right**
removing water by adding anhydrous magnesium sulfate
53
# **METHYL SALICYLATE | MAXIMIZING THE YIELD** allowing the reaction mixture ____ to **reach equilibrium** before stopping the reaction - this will **maximize yield** for the given conditions
sufficient time
54
# **METHYL SALICYLATE | MAXIMIZING THE YIELD** taking ____ during **purification** steps to **minimize loss** of any **methyl salicylate product**
proper care
55
# **METHYL SALICYLATE | PHYSICAL TESTS** COLOR
clear colorless or slightly yellowish
56
# **METHYL SALICYLATE | PHYSICAL TESTS** ODOR
minty (wintergreen odor)
57
# **METHYL SALICYLATE | PHYSICAL TESTS** APPEARANCE
oily, slightly viscous
58
# **METHYL SALICYLATE | CHEMICAL TESTS** * esters when heated with **hydroxylamine** produce **hydroxamic acids** that reacts with **ferric ion** to form **INTENSELY COLORED COMPLEXES**, commonly **DARK MAROON** in color * related to **phenol test** wherein compounds with **high enolic character** gives **colored complexes** with **ferric ion** * a **preliminary test** must be performed to check if compound produces **enough enol** to form colored complexes with ferric ion
FERRIC HYDROXAMATE TEST
59
# **METHYL SALICYLATE | CHEMICAL TESTS** POSITIVE RESULT: **Ferric Hydorxamate Test**
DARK MAROON (colored complexes)
60
# **METHYL SALICYLATE | CHEMICAL TESTS** FERRIC HYDROXAMATE TEST: what should be **performed** to **check** if compound **produces enough enol** to **form colored complexes** with **ferric ion**
PRELIMINARY TEST
61
# **METHYL SALICYLATE | PRODUCT** IUPAC name
Methyl-2-hydroxybenzoate
62
# **METHYL SALICYLATE | PRODUCT** synonyms
oil of wintergreen betula oil gaultheria oil
63
# **METHYL SALICYLATE | PRODUCT** MOLECULAR FORMULA
C₈H₈O₃
64
# **METHYL SALICYLATE | PRODUCT** MOLECULAR WEIGHT
152.15 g/mol
65
# **METHYL SALICYLATE | PRODUCT** BOILING POINT
222 C
66
# **METHYL SALICYLATE | PRODUCT** MELTING POINT
-8.6 C
67
# **METHYL SALICYLATE | PRODUCT** SOLUBILITY
0.07 g per 100 mL water at 20C
68
# **METHYL SALICYLATE | PRODUCT** DENSITY
1.184 g/cm3
69
# **METHYL SALICYLATE | PRODUCT** CHEMICAL SAFETY
irritant
70
# **METHYL SALICYLATE | PRODUCT** STABILITY
sensitive to light and heat
71
# **METHYL SALICYLATE | PRODUCT** STRUCTURE
**phenol** with an **attached ester** group on **ortho** positon

PMOC LAB (11 decks)

Brainscape helps you reach your goals faster, through stronger study habits.
© 2025 Bold Learning Solutions. Terms and Conditions