Basic information
- CAS
1703-58-8- Standard SMILES
O=C(O)CC(C(=O)O)C(CC(=O)O)C(=O)O- InChIKey
GGAUUQHSCNMCAU-UHFFFAOYSA-N- Molecular formula
- C8H10O8
- Average molar mass
- 234.16 g/mol
- Monoisotopic mass
- 234.03756728
Overview
Leaflets (from water) or white powder. (NTP, 1992)
Names & identifiers
- Preferred name
- 1,2,3,4-Butanetetracarboxylic acid
- IUPAC
- butane-1,2,3,4-tetracarboxylic acid
- English name
- 1,2,3,4-Butanetetracarboxylic acid
- Molecular formula
- C8H10O8
- Molecular weight
- 234.16
Names & synonyms
Show more names
Database identifiers
- CAS
1703-58-8- PubChem CID
- 15560
- DTXSID
DTXSID6024670- ChEMBL
CHEMBL1574612- EC Number
- 216-938-0
- Nikkaji
- J42.089A
Properties
Computed structural properties
- XLogP
- -1.7
- Topological polar surface area
- 149 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 7
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 288
Experimental & physicochemical properties
Physical Description
Leaflets (from water) or white powder. (NTP, 1992)
Solid; [CAMEO] Off-white powder; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 193 · 193-197 °C
- Boiling point
- 296.47 °C · 296.47°C (rough estimate)
- Density
- 1.504 · 1.5040 (rough estimate)
- vapor pressure
- 0 Pa · 0Pa at 25℃
- refractive index
- 1.58 · 1.5800 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 118 g/l · 118g/l
- pka
- 1 · pK1: 3.43;pK2: 4.58;pK3: 5.85;pK4: 7.16 (25°C)
- form
- Crystalline Powder
- color
- White
- Water Solubility
- 10 g/100 · >=10 g/100 mL at 19 ºC
- BRN
- 1729167 · 1729167
- InChI
- 1S/C8H10O8/c9-5(10)1-3(7(13)14)4(8(15)16)2-6(11)12/h3-4H,1-2H2,(H,9,10)(H,11,12)(H,13,14)(H,15,16)
- InChIKey
- GGAUUQHSCNMCAU-UHFFFAOYSA-N
- SMILES
- OC(=O)CC(C(CC(O)=O)C(O)=O)C(O)=O
- LogP
- -1.41 at · -1.41 at 25℃
- CAS DataBase Reference
- 1703 · 1703-58-8(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 5 A3KY454MZ · 5A3KY454MZ
- EPA Substance Registry System
- 1 · 1,2,3,4-Butanetetracarboxylic acid (1703-58-8)
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H319
- Precautionary statements
- 264 · P264-P270-P280-P301+P312-P305+P351+P338-P337+P313
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-36-36/37/38
- Safety Statements
- 26 · 26-37/39
- RIDADR
- 3261 · 3261
- WGK Germany
- 3 · 3
- RTECS
- 6100000 · EK6100000
- TSCA
- TSCA listed
- HS Code
- 29171990 · 29171990
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Irrit. 2
- Toxicity
- 50 orally · LD50 orally in Rabbit: 1720 mg/kg
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 0.5% (1 of 199) of reports.
Warning
H302 (99.5%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 199 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1,2,3,4-Butanetetracarboxylic acid
Status: Active Update: 15-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/19698
Hazards Summary
No developmental toxicity or teratogenicity observed in rats at doses maternally toxic (1 mortality, reduced body weight, and reduced weight gain at the highest dose of 1,000 mg/kg/day); [NTP] A severe eye irritant; [RTECS] An irritant that may cause serious eye injury; Harmful by ingestion; [Alfa Aesar MSDS]
Reactivity Profile
1,2,3,4-BUTANETETRACARBOXYLIC 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 with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble 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 it 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
Safety & protection
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is stored, weighed and diluted, wear an approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- EK6100000
- ridadr
- 3261
- hs_code
- 29171990
- Toxicity
- LD50 orally in Rabbit: 1720 mg/kg
- risk_code
- 22-36-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26-37/39
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H319
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2
- Precautionary statements
- P264-P270-P280-P301+P312-P305+P351+P338-P337+P313
Chemistry & industry
Uses & manufacturing
Uses
Widely used in industry with possible new applications in finishing permanent press fabrics; [NTP]
Textiles (Printing, Dyeing, or Finishing) [Category: Industry]
Applications
Uses1,2,3,4-Butanetetracarboxylic acid (BTCA) is a perfect formaldehyde-free durable press (DP) finishing agent. It has high activity of reaction and no irritant odor.It is used as cotton, hemp, silk and other cellulosic fibers, anti-wrinkle and anti-shrink agent, with the finishing agent for fabric finishing, can improve the shaping effect and the fabric does not contain formaldehyde.BTCA, catalyzed by sodium hypophosphite (SHP), brings good antiwrinkle property to cotton fabrics and causes significant strength losses due to cross-linking and acidic degradation of cellulose simultaneously.
Uses1,2,3,4-Butanetetracarboxylic acid is used as a cross linking agent to prepare cotton cellulose in order to improve anti-prilling and flame retardant properties. It is used as a spacer in the cross-linking of titania nanoparticles to cotton. Further, it is used as a nonformaldehyde durable press finishing agent.
General DescriptionLeaflets (from water) or white powder.
Preparation methods
Preparation1,2,3,4-butanetetracarboxylic acid is obtained by oxidation of tetrahydrophthalic anhydride.1,2,3,4-butanetetracarboxylic acid is prepared by oxidative cleavage of tetraphthalic acid or anhydride by oxidation with ozone-containing gas, followed by oxygen-containing gas, with the mixture then being heated with a peroxide, e.g. H2 O2, at 100° C. to produce the butanetetracarboxylic acid.Process for preparing 1,2,3,4-butanetetracarboxylic acid
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
Compound notes
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