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
- Molecular Weight:
- 100.12
- MDL Number:
- MFCD00066864
- MOL File:
- 80-59-1.mol
- MSDS File:
- SDS
| 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 |
| color | White to beige |
| Specific Gravity | 0.969 |
| Odor | at 10.00 % in dipropylene glycol. sweet dry spicy woody caramel |
| Odor Type | spicy |
| biological source | synthetic |
| Water Solubility | SOLUBLE IN HOT WATER |
| JECFA Number | 1205 |
| Merck | 14,9433 |
| BRN | 1236500 |
| InChIKey | UIERETOOQGIECD-ONEGZZNKSA-N |
| LogP | 1.35 |
| CAS DataBase Reference | 80-59-1(CAS DataBase Reference) |
| Substances Added to Food (formerly EAFUS) | TRANS-2-METHYL-2-BUTENOIC ACID |
| EWG's Food Scores | 1 |
| FDA UNII | I5792N03HC |
| 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) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| 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) | |||||||||
| NFPA 704 |
|
Tiglic acid price More Price(37)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | W359904 | trans-2-Methyl-2-butenoic acid ≥99%, FG | 80-59-1 | sample-k | $56.2 | 2024-03-01 | Buy |
| Sigma-Aldrich | W359904 | trans-2-Methyl-2-butenoic acid ≥99%,FG | 80-59-1 | 100g | $88.9 | 2024-03-01 | Buy |
| Sigma-Aldrich | W359904 | trans-2-Methyl-2-butenoic acid ≥99%,FG | 80-59-1 | 1kg | $222 | 2024-03-01 | Buy |
| Sigma-Aldrich | W359904 | trans-2-Methyl-2-butenoic acid ≥99%,FG | 80-59-1 | 5kg | $1070 | 2024-03-01 | Buy |
| Sigma-Aldrich | T35203 | trans-2,3-Dimethylacrylic acid 98% | 80-59-1 | 100g | $62.4 | 2024-03-01 | Buy |
Tiglic acid Chemical Properties,Uses,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
1of3
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | info@dycnchem.com | China | 52849 | 58 |
| Zibo Hangyu Biotechnology Development Co., Ltd | +86-0533-2185556 +8617865335152 | Mandy@hangyubiotech.com | China | 10986 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20262 | 58 |
| Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 3692 | 58 |
| Hebei Mojin Biotechnology Co.,Ltd | +8613288715578 | angelia@hbmojin.com | China | 1174 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21632 | 55 |
| Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3619 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29871 | 58 |
| Chengdu Biopurify Phytochemicals Ltd. | +86-28-82633860; +8618080483897 | sales@biopurify.com | China | 3772 | 58 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28172 | 58 |
View Lastest Price from Tiglic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-02-14 | Tigric acid
80-59-1
|
US $120.00 / kg | 1kg | 99% | 20ton | Hebei Zhuanglai Chemical Trading Co.,Ltd | |
 |
2025-02-14 | Tiglic acid
80-59-1
|
US $0.00 / kg | 1kg | 99% | 50000KG/month | Hebei Mojin Biotechnology Co.,Ltd | |
 |
2024-08-27 | Tiglic acid
80-59-1
|
US $80.00-800.00 / kg | 10kg | 0.99 | 20tons | Zibo Hangyu Biotechnology Development Co., Ltd |
-
- Tigric acid
80-59-1
- US $120.00 / kg
- 99%
- Hebei Zhuanglai Chemical Trading Co.,Ltd
-
- Tiglic acid
80-59-1
- US $0.00 / kg
- 99%
- Hebei Mojin Biotechnology Co.,Ltd
-
- Tiglic acid
80-59-1
- US $80.00-800.00 / kg
- 0.99
- Zibo Hangyu Biotechnology Development Co., Ltd