戊二酸

Glutaric Acid

HCID 743CAS 110-94-1

基本信息

标准SMILES
O=C(O)CCCC(=O)O
InChIKey
JFCQEDHGNNZCLN-UHFFFAOYSA-N
分子式
C5H8O4
平均分子量
132.11 g/mol
单同位素质量
132.04225874

概述

Glutaric acid appears as colorless crystals or white solid. (NTP, 1992)

名称与标识

首选名称
Glutaric Acid
IUPAC
pentanedioic acid
中文名
戊二酸
英文名
Glutaric acid
分子式
C5H8O4
分子量
132.11

名称与别名

GLUTARIC ACIDPentanedioic acid110-94-11,5-Pentanedioic acidglutarate1,3-Propanedicarboxylic acidPentandioic acidn-Pyrotartaric acidDTXSID2021654CHEBI:17859H849F7N00BNSC-9238
展开更多名称
戊二胶酸戊二酸戊二酸杂质戊二酸-4戊二酸CP戊二酸溶液戊二酸-河南戊二酸/AR戊二酸,99%glutaricG1utaric Acid1,5-PENTADIOIC ACIDGlutarsureutaric acidGlutarsaurelutaric acid
DTXCID401654hydron;pentanedioateRefChem:5863CHEBI:24329203-817-2Pentanedioatepropane-1,3-dicarboxylic acidMFCD00004410

数据库标识

CAS
110-94-1
PubChem CID
743
DTXSID
DTXSID2021654
ChEMBL
CHEMBL1162495
ChEBI
CHEBI:17859
UNII
H849F7N00B
EC Number
203-817-2
Nikkaji
J40.077G

性质

结构计算性质

XLogP
-0.3
极性表面积
74.6 Ų
氢键供体
2
氢键受体
4
可旋转键
4
重原子
9

实验与物化性质

Chemical ClassesOther Classes -> Organic Acids
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsCosmetic ingredients (Glutaric Acid) -> CIR (Cosmetic Ingredient Review)
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
LogP · 3 条

-0.29

-0.47/-0.08 (calculated)

-0.29

Density · 3 条

1.424 at 77 °F (NTP, 1992) - Denser than water; will sink

1.429 @ 15 °C/4 °C

1.4 g/cm³

物理化学性质

熔点
95 · 95-98 °C (lit.)
沸点
200 °C/20 · 200 °C/20 mmHg (lit.)
密度
1 · 1,429 g/cm3
蒸气压
0.022 hPa · 0.022 hPa (18.5 °C)
折射率
106 · nD106 1.41878
闪点
200 °C/20mm · 200°C/20mm

化学性质

针状或大针状结晶,通常含1mol结晶水。 易溶于水、酒精、乙醚和氯仿,微溶于石油醚。

安全与法规

GHS分类

GHS Classification · 5 条

This chemical does not meet GHS hazard criteria for 3.7% (13 of 350) of reports.

Danger

H314 (49.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P337+P317, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 350 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危害信息

Regulatory Information · 5 条

Chemical: Pentanedioic acid

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Pentanedioic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pentanedioic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 16-11-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/19290

Glutaric acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Pentanedioic acid: Human health tier I assessment
Fire Hazards · 2 条

Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)

Combustible.

Health HazardsSYMPTOMS: This compound may cause irritation to the skin and eyes.
Hazards SummaryA skin, eye, and respiratory tract irritant; [ICSC] May cause skin and eye irritation; [CAMEO] Causes diarrhea and weight loss in high-dose animal feeding studies; [RTECS] An eye irritant; [MSDSonline]
Reactive GroupAcids, Carboxylic

安全与防护

Fire Fighting · 2 条

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)

Use water spray, powder.

First Aid Measures · 4 条

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

First Aid · 1 条

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.

Safe StorageSeparated from bases.
Exposure Control and Personal Protection2.0 [mg/m3], inhalable fraction[German Research Foundation (DFG)]
Nonfire Spill Response · 1 条

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.

毒理信息

InteractionsLITHIUM CHLORIDE (1.15 G) OR LITHIUM CARBAMATE (1.5-4 G) INCREASED THE RENAL EXCRETION OF GLUTARATE IN MANIC DEPRESSIVE PATIENTS. THE EFFECTS OF LITHIUM ARE PROBABLY CAUSED BY DECREASED RENAL TUBULAR RESORPTION.
Health EffectsChronically high levels of glutaric acid are associated with at least 3 inborn errors of metabolism including: Glutaric Aciduria Type I and Glutaric Aciduria Type III.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol.
Toxicity Summary · 2 条

Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Accumulation of glutaric acid in the body has been shown to be toxic. The accumulation of glutaric acid ranging from slightly or intermittently elevated urinary glutaric acid to gross organic aciduria occurs in glutaric aciduria. Glutaric aciduria type 1 is an autosomal-recessive disorder resulting from a deficiency of mitochondrial glutaryl-CoA dehydrogenase which is involved in the metabolism of lysine, hydroxylysine, and tryptophan.

Signs and Symptoms · 4 条

Cough. Sore throat.

Redness. Pain.

Pain. Redness.

Abdominal pain.

Natural Pollution SourcesOCCURS IN GREEN SUGAR BEETS; IS FOUND IN WATER EXTRACTS OF CRUDE WOOL.

安全数据

wgk
1
tsca
TSCA listed
RTECS号
MA3740000
存储类别
8A - Combustible corrosive hazardous materials
安全说明
26-37/39-36-39
海关编码
29171990

化学与工业

药理信息

Metabolism/Metabolites · 1 条

RAT LIVER MITOCHONDRIA METABOLIZED GLUTARATE VERY SLOWLY COMPARED WITH GLUTARYL-COENZYME A (COA). GLUTARYL-COA DEHYDROGENASE, WHICH CATALYZES THE STOICHIOMETRIC CONVERSION OF GLUTARYL-COA TO 1 MOLE EACH OF CARBON DIOXIDE AND CROTONYL-COA OR ITS INTERMEDIATE METABOLITE, WAS PURIFIED APPROX 44- AND 100-FOLD FROM BOVINE LIVER AND KIDNEY MITOCHONDRIA, RESPECTIVELY. THE KM FOR GLUTARYL-COA WAS 3.3 MUM.

Tissue LocationsPlacenta
Cellular LocationsCytoplasm

用途与制造

Uses · 6 条

CIR ingredient: Glutaric Acid

Present in green sugar beets and water extracts of crude wool; [Merck Index] Used to make polymers, for biochemical research, and to treat animal diabetes; [HSDB]

IN ORGANIC SYNTHESIS

CHEM INT FOR POLYMERS, EG, POLYAMIDES & POLYESTERS

CHEM INT FOR ITS ESTERS & ANHYDRIDE

MEDICATION

U.S. Exports · 2 条

(1979) No Data

(1981) No Data

U.S. Imports · 2 条

(1979) No Data

(1981) No Data

U.S. Production · 3 条

2023: 25,000,000 - <40,000,000 lb

(1977) AT LEAST 4.54X10+9 GRAMS

(1981) No Data

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesIntermediate

应用领域

用途主要用于制取戊二酸酐

用途生产戊二酸酐的原料,用作合成树脂、合成橡胶聚合时的引发剂。

制备方法 · 1 条

生产方法工业上可从生产已二酸的副产品中回收。实验室制备可有多种方法。1.由γ-丁内酯制备戊二酸将γ-丁内酯和氰化钾加热至190-195℃,搅拌反应2h。冷却,加入浓盐酸酸化生成戊二酸单酰胺,再加热水解即得戊二酸。收率71-75%。2.由二氢吡喃制备戊二酸将二氢吡喃与0.2N硝酸在沸水浴上加热溶解,然后在冰水浴上冷却,加入浓硝酸,二氢吡喃水解并逸出二氧化氮,当温度降至0℃时,加入硝酸钠,强烈搅拌3h。不再冷却,使温度升至25-30℃。减压蒸发、冷却,得戊二酸,收率70-75%。3.由戊二腈制备戊二酸将戊二腈与盐酸加热回流4h,然后蒸发至干,残留物含戊二酸和氯化铵,用热乙醚提取,提取液回收乙醚即得戊二酸,可用氯仿或苯重结晶。4.环己酮氧化法环己酮经硝酸氧化生产己二酸时副产戊二酸。5.副产回收法石蜡氧化生产氧化石蜡时回收戊二酸。回收方法一般采用水萃取法(或蒸馏、闪蒸和水蒸气蒸馏等)和结晶法。6.环戊酮液相氧化法。7.二氢呋喃法。实验室中也用1,3-丙二醇制备戊二酸。

试剂价格

HY-W008820R · 10 mg
戊二酸Glutaric acid (Standard) — 250元
HY-W008820R · 25 mg
戊二酸Glutaric acid (Standard) — 440元

供应商50 家

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