1,2,3,4-Butanetetracarboxylic acid

HCID 15560

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

1,2,3,4-BUTANETETRACARBOXYLIC ACID1703-58-8Butanetetracarboxylic acidDTXSID6024670DTXCID704670RefChem:410478butane-1,2,3,4-tetracarboxylic acidC8H10O8MFCD00002722SCHEMBL22151MLS004491893CHEMBL1574612
Show more names
BTCA1,2,3,4-ButaneTetraCarboxylic1,2,3,4-ButanetetracButanetetraacetic acidbutanetetracarboxylicacid1,2,3,4-TETRACARBOXYBUTANE1,2,3,4-ButanetetracarboxyL2,3-Bis(carboxymethyl)succinic acid
NSC-21371CAS-1703-58-8Ethyl-3-chlorophenylacetateMeso-1,2,3,4-butanetetracarboxylic acidGGAUUQHSCNMCAU-UHFFFSCHEMBL2864190GGAUUQHSCNMCAU-UHFFFAOYSA-1,3,4-Butanetetracarboxylic acid

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

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Organic Acids
Solubilitygreater than or equal to 100 mg/mL at 66 °F (NTP, 1992)
Melting Point385 °F (NTP, 1992)
Physical Description · 2 items

Leaflets (from water) or white powder. (NTP, 1992)

Solid; [CAMEO] Off-white powder; [Alfa Aesar MSDS]

Collision Cross Section137.9 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID6024670]

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

Safety & regulation

GHS classification

GHS Classification · 5 items

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 · 2 items

Chemical: 1,2,3,4-Butanetetracarboxylic acid

Status: Active Update: 15-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/19698

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits acrid smoke and irritating fumes. (NTP, 1992)
Hazards Summary · 1 item

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]

Reactive GroupAcids, Carboxylic
Reactivity Profile · 1 item

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

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

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 · 1 item

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) · 1 item

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

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Widely used in industry with possible new applications in finishing permanent press fabrics; [NTP]

Textiles (Printing, Dyeing, or Finishing) [Category: Industry]

General Manufacturing Information1,2,3,4-Butanetetracarboxylic acid: ACTIVE
Applications · 3 items

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 · 1 item

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

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Related reactions

9 records

Compound notes

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