Description References
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Tiglic acid

Description References
Product Name
Tiglic acid
CAS No.
80-59-1
Chemical Name
Tiglic acid
Synonyms
(E)-2-Methylbut-2-enoic acid;tiglic;2-METHYL-2-BUTENOIC ACID;2-METHYLBUT-2-ENOIC ACID;(E)-2-METHYL-2-BUTENOIC ACID;TRANS-2,3-DIMETHYLACRYLIC ACID;NSC 8999;iglicaci;FEMA 3599;NSC 44235
CBNumber
CB4199986
Molecular Formula
C5H8O2
Formula Weight
100.12
MOL File
80-59-1.mol
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Tiglic acid Property

Melting point:
61-64 °C(lit.)
Boiling point:
95-96 °C12 mm Hg(lit.)
Density 
0.969 g/mL at 25 °C(lit.)
refractive index 
nD81 1.4342
FEMA 
3599 | 2-METHYL-TRANS-2-BUTENOIC ACID
Flash point:
101°C
storage temp. 
2-8°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka
pK (25°) 5.02
form 
Crystalline Powder and Chunks
Specific Gravity
0.969
color 
White to beige
Odor
at 10.00 % in dipropylene glycol. sweet dry spicy woody caramel
Odor Type
spicy
Water Solubility 
SOLUBLE IN HOT WATER
Merck 
14,9433
JECFA Number
1205
BRN 
1236500
InChIKey
UIERETOOQGIECD-ONEGZZNKSA-N
LogP
1.35
CAS DataBase Reference
80-59-1(CAS DataBase Reference)
NIST Chemistry Reference
2-Butenoic acid, 2-methyl-, (E)-(80-59-1)
EPA Substance Registry System
2-Butenoic acid, 2-methyl-, (2E)- (80-59-1)
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Safety

Hazard Codes 
C,Xi
Risk Statements 
34-36/37/38
Safety Statements 
26-36/37/39-45-24/25-27
RIDADR 
UN 3261 8/PG 2
WGK Germany 
2
RTECS 
GQ5430000
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29161980
Hazardous Substances Data
80-59-1(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W359904
Product name
trans-2-Methyl-2-butenoic acid
Purity
≥99%, FG
Packaging
sample-k
Price
$56.2
Updated
2024/03/01
Sigma-Aldrich
Product number
W359904
Product name
trans-2-Methyl-2-butenoic acid
Purity
≥99%,FG
Packaging
100g
Price
$88.9
Updated
2024/03/01
Sigma-Aldrich
Product number
W359904
Product name
trans-2-Methyl-2-butenoic acid
Purity
≥99%,FG
Packaging
1kg
Price
$222
Updated
2024/03/01
Sigma-Aldrich
Product number
W359904
Product name
trans-2-Methyl-2-butenoic acid
Purity
≥99%,FG
Packaging
5kg
Price
$1070
Updated
2024/03/01
Sigma-Aldrich
Product number
T35203
Product name
trans-2,3-Dimethylacrylic acid
Purity
98%
Packaging
100g
Price
$62.4
Updated
2024/03/01
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Tiglic acid Chemical Properties,Usage,Production

Description

Tiglic acid (also (E)-2-Methylbut-2-enoic acid) is an organic acid. It occurs in croton oil, Roman chamomile, and geranium. It can be prepared by dehydration of MEK cyanohydrin, followed by the hydrolysis of the nitrile function. It is either in the form of a thick syrup or colorless crystals.  It is with a sweet, warm, spicy odor. It is used to synthesize esters for perfume manufacturing industry and as a raw material to produce acids and esters, which are applied as flavoring agent for food and beverage industry. Tiglic acid is also a useful starting material in the synthesis of pharmaceutical intermediates.

References

[1] H. Panda (2010) Perfumes and Flavours Technology Handbook.
[2] Paul T. Anastas (2009) Handbook of Green Chemistry, Green Catalysis, Biocatalysis.
[3] https://en.wikipedia.org/wiki/Tiglic_acid

Description

frarc.s-2-Methyl-2-butenoic acid has a sweet, warm, spicy odor. May be synthesized from 2-hydroxy-2-methylbutyronitrile.

Chemical Properties

trans-2-Methyl-2-butenoic acid has a sweet, warm, spicy odor.

Chemical Properties

WHITE TO BEIGE CRYSTALLINE POWDER AND CHUNKS

Occurrence

Reported found in celery leaves and stalk, cocoa, mango, dried bonito and Roman chamomile oil

Uses

Tiglic acid is the stable isomer of angelic acid. Tiglic acid was found as glyceride in croton oil, as butyl ester in the oil of the Roman camomile, and as geranyl tiglate in oil of geranium. Tiglic a cid is formed during the charcoaling of maple wood.

Definition

ChEBI: A 2-methylbut-2-enoic acid having its double bond in trans-configuration.

Taste threshold values

Taste characteristics at 75 ppm: sweet, brown, fruity, with ripe and jamy nuances.

General Description

A white lustrous flaked solid with a fruity or spicy odor. About the same density as water and slightly soluble in water. May burn if heated to high temperatures. May severely irritate skin, eyes, lungs or mucous membranes.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

TIGLIC ACID is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Tiglic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated.

Safety Profile

Low toxicity by ingestion and skin contact. A severe skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

Synthesis

Synthesized from 2-hydroxy-2-methylbutyronitrile

Purification Methods

Crystallise it from water. It is steam volatile and is soluble in organic solvents. [Beilstein 2 IV 1552.]

Tiglic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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Tiglic acid Suppliers

AILY INTL CHEMICAL CORP LTD
Tel
025-83208295 18913388297
Fax
+86-2583208202
Country
China
ProdList
132
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50
Jiangsu aikang biomedical research and development co., LTD
Tel
025-66110311 13155353615
Email
qzhang@aikonchem.com
Country
China
ProdList
15527
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58
Shanghai Qiao Chemical Science Co., Ltd
Tel
021-58892003
Email
info@qiaochem.com
Country
China
ProdList
5877
Advantage
65
Shanghai Taijilin Industrial Co., Ltd.
Tel
021-50630626 18964684208
Fax
021-50563898
Email
kate@tajilin.com
Country
China
ProdList
1212
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58
Shanghai URChem Limited
Tel
021-50890968 +86-18601776121;
Fax
086-21-68416099 58604179
Email
danny@urchem.com
Country
China
ProdList
517
Advantage
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Changzhou Pumelo Co.,Ltd.
Tel
0519-81698808 13809072999
Fax
0519-81698098
Email
pml@pmlchem.com
Country
China
ProdList
52
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
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View Lastest Price from Tiglic acid manufacturers

Hebei Duling International Trade Co. LTD
Product
Tiglic acid 80-59-1
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 Ton
Release date
2022-10-11
Zibo Hangyu Biotechnology Development Co., Ltd
Product
Tiglic acid 80-59-1
Price
US $80.00-800.00/kg
Min. Order
10kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-31
Hebei Yibangte Import and Export Co. , Ltd.
Product
Tiglic acid 80-59-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500000kg
Release date
2023-06-27

80-59-1, Tiglic acidRelated Search:


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